HERBICIDAL SULFONAMIDES

Abstract: Novel benzenesulfonamide derivatives of formula wherein Q is selected from various five and six membered heterocyclic groups which are optionally substi­ tuted; R₁ is H. F. Cl, Br, CH₃, CF₃ or OCH₃; R₁₃ is H or CH₃; W″ is O or S; and A is a substituted heterocyclic moiety; and their agriculturally suitable salts, exhibit potent herbicidal activity. Some are also of interest as plant growth regulants. The novel compounds may be formulated for use in conventional manner. They may be made by a variety of methods, e.g. by reacting a sulfonamide of formula with a methyl carbamate of formula

Description: Title HERSICIDAL SULFONAMIDES Backqround o f the Invention This invention relates to ortho-heterocyclicbenzenesulfonamides and, more particularly, to ortho (isoxazol-3, -or 4-, or 5-yl)benzenesulfonamides, ortho (isothiazol-3, or 4-, or 5-yl)benzenesulfonamides, ortho-(lH-pyrazol-l, or 3-, or 4-, or 5-yl)benzene- sulfonamides, ortho-(1,3,4-oxadiazol-2-yl)benzenesul fonamwdes, ortho-(l,2,4-oxadiazol-3, or 5-yl)benzenesulfonamides, ortho-(1,2,5-oxadiazol-3-yl)benzenesul- fonamides, ortho-(1,3,4-thiadiazol-2-yl)benzenesulfon- arnides, ortho-(1,2,4-thiadiazol-3-, or 5-yl)benzenesulfonamides, ortho-(1,2,5-thiadiazol-3-yl)benzenesulfon- amides, ortho-(1,2,3-thiadiazol-4-, or 5-yl)benzenesulfonamides, ortho-(lH-l,3,4-triazol-l-, or 2-yl)benzenesulfonamides, ortho-(1H-1-methyl-1,2,4-triazol-3-, or 5-yl)benzenesulfonamides, ortho-(lH-1,2,4-triazol- l-yl)benzenesulfonamides, ortho-(oxazol-2, or 4-, or 5 ylbenzenesulfonamides, ortho-(thiazol-2, or 4-, or 5yl)benzenesulfonamides, ortho-(lH-imidazol-l, or 2-, or 4-, or 5-yi)benzenesulfonamides, ortho-(oxazolin-2yl)benzenesulfonamides, ortho-(thiazolin-2-yl)benzenesulfonamides, ortho-(lH-imidazolin-2-yl)benzenesulfonamides, ortho-(oxazin-2-yl)benzenesulfonamides, ortho (thiazin-2-yl)benzenesulfonamides, or ortho-(tetrahydropyrimidin-2-yl)benzenesulfonamides and their use in agriculturally suitable compositions as pre-emer gence and/or post-emergence herbicides and as plant growth regulants. Description of the Prior Art U.S. Patents 4,127,405 and 4,169,719 disclose herbicidal methoxymethylpyrimidine sulfonylurea compounds of the type which contain a -CH2OCH3 heterocyclic substituent. European Patent No. 7687 discloses herbicidal sulfonylurea compounds such as, among others, EMI2.1 where X is CH3 or OCH; Z is CH or N; and Y is C1-C4 alkyl substituted with OCH3, OCzH5, CN, C(O)L, or 1-3 atoms of F, C1, or Br, where L is NH2, OH, N(OCH3CH3, NH(C1-C4 alkyl), N(C1-C4, alkyl) or C1-C6 alkoxy. Our EP-A-0,044,211 discloses herbicidal o-phenylbenzenesulfonylureas. Summary of the Invention This invention relates to compounds of Formula I, suitable agricultural compositions containing them, and their method of use as general and/or selective pre-emergence and/or- post-emergence herbicides, and as plant growth regulants. EMI2.2 wherein Q is EMI2.3 EMI3.1 W is O, S or NR; W' is O or S; W" is O or S; R is H or C1-C4 alkyl; R1 is H, F, C1, Br, CH3, CF3 or OCH3; R2 is H, CH3, C2H5, Cl or Br; R3 is H, CH3, C2H5, C1, Br, OCH3, OC2H5 or SCH3; R4 is H or C1-C4 alkyl; R5 is H, CH3, C2H5, C1, Br, OCH3, OC2H5 or SCH3; R6 is H, CH3 or C2H5; R7 is H or C1-C4 alkyl; R8 is H, CH3, C2H5, OCH3, OC2H5, SCH3, Cl or Br; R9is H, CH3, C2H5, OCH3, OC2H5, SCH3, Cl or Br; R10, R17, R20 and R21 are independently H or C1-C4 alkyl; R11 is H, CH3, C2H5, OCH3, OC2H5, SCH3, Cl or Br; R12 is H or CH3; Ri2 is H or CH3; R13 is H or CH3; R14 is H, CH3, C2H5, Cl, OCH3, OC2H5 or SCH3; R15 is C1-C3 alkyl; R16 is H, CH3 or C2H5; R18 is H, CH3, C2H5, OCH3, OC2H5, SCH3, Cl or Br; R19 is H, CH3 or C2H5; ; R22 is H, CH3, C2H5, C1, Br, CH3O C2H5O or CH3S; R23 is H, CH3 or C2H5; R24 is H, CH3 or C2H5; A is EMI4.1 EMI5.1 X is CH3, OCH3 or Cl; X1 is CH3, OCH3 or C1; X2 is C1-C3 alkyl or CH2CF3 Y is CH3, C2H5, CH2OCH3, OCH3, 2H5, CH(OCH3)2, NH2, NHCH3, N(CH3)2, OCH2CH2OCH3, OCH2CF3, EMI5.2 Y2 is CH3O, C2H50, CH3S or C2H5S; Z is CH or N; G is O or CH2; and their agriculturally suitable salts; provided that (a) when R2 is Cl or Br, then W is O or S; (b) when X is C1, then Z is CH and Y is OCH3, OC2H5, NH2, NHCH3 or N(CH3)2; (c) when W" is S, then R13 is H, A is EMI5.3 Y is CH3, OCH3, C2H5, OC2H5, CH20CH3' CH(OCH3)2 or EMI5.4 and Q is not EMI5.5 (d) when Q is EMI6.1 then one of R2 or R3 must be H, CH3 or C2H5; (e) when Q is EMI6.2 then one of R2 or R5 must be H, CH3 or C2H5; (f) the total number of carbon atoms of Q must be less than or equal to 8; (g) when R18 is other than H, CH3, C2H5 or CH3S, then W is S or O; (h) the total number of carbon atoms of R10, R17, R20 and R21 is less than or equal to 4; and (i) when Q is EMI6.3 then R13 is H, R is other than H, X is cl or OCH3 and Y is OCH3 or OC2H5. Preferred for their higher herbicidal activity and/or their more favorable ease of synthesis are: (1) Compounds of Formula I where R and R15 are independently CH3 or C2H5; R2, R3, R4, R5, R6, R7 and R14 are independently H or CH3; R8, R9, R11, R16, R18, R19, R22, R23 and R24 are independently H, CH3 or C2H5; 10 R17, R20 and R21 are inde pendently H or CH3; and W" is 0. (2) Compounds of the Preferred (1) where R1 and R13 are H. (3) Compounds of Preferred (2) where Y is CH3, CH20CH3, OCH3, OC2H5, CH( OCH3)2 or EMI7.1 and A is EMI7.2 (4) Compounds of Preferred (3) where W = 0. (5) Compounds of Preferred (3) where W = S. (6) Compounds of Preferred (3) where W = NR. (7) Compounds of Preferred (3) where W' = 0. (8) Compounds of Preferred (3) where W' = S. (9) Compounds of Formula I where W" is O; R and R15 are CH3; R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R16, R17, R18, R19, R20, R21, R22, R23 and R24 are H; X is CH3, CH30 or C1; Y is CH3, CH3O or CH2OCH3; and Q is Q1, Q2, Q3, Q4, Q5, Q6, Q7, Q8, Q9, Q10, Q11, Q12, Q13, Q14, Q15, Q16, Q17' Q18 and Q21. Specifically Preferred are: # 2-(isoxazol-5-yl)-N[(4,6-dimethoxypirimidin-2-yl) aminocarbonyl]benzenesulfonamide; # 2-(isoxazol-3-yl)-N-[(4-methoxy-6-methylpyrimidin-2 yl)aminocarbonyl]benzenesulfonamide; N-C(4,6=dimethoxypyrimidin-2-yl)aminocarbonyl]¯2¯(1¯ and/or 2-methyl-1H-pyrazol-3-yl)benzensulfonamide; z N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocar- bonyl]-2(1- and/or 2-methyl-1H-pyrazol-3-yl)ben zenesulfonamide; ° N-t(46-dimethoxypyrlmidin-2-ylDaminocarbonyl]-2 (1- methyl-1H-pyrazol-4-yl)benzenesulfonamide; # N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocar bonyl]-2-(1-methyl-1H-pyrazol-4-yl)benzenesulfon amide; ; # N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2 (isoxazol-4-yl)benzenesulfonamide; # 2-(isoxazol-4-yl)-N-[(4-methoxy-6-methylpyrimidin 2-yl)aminocarbonyl]benzenesulfonamide; e 2-(isoxazol 4-yl)-N-[(4-methoxy-6-methyl-1,3,5- triazin-2-yl )aminocarbonyl]benzenesulfonamide; * N-C(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2- (5-methyl-1,3,4-oxidiazol-2-yl)benzenesulfonamide; N-[(4-methyl-6-methoxypyrimidin-2-yl)aminocarbon- yl]-2-(5-methyl-1,3,4-oxidiazol-2-yl)benzenesulfon amide; # N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2- (5-methyl-1,3,4-oxodiazol-2-yl)benzensulfonamide; # N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocar bonyl]-2-(5-methyl-1,3,4-oxidiazol-2-yl)benzensul fonamide; ; # N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2 (3-methyl-1,2,4-oxadiazol-5-yl)benzenesulfonamide; - N-{(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]- 2-(3-methyl-1,2,4-oxadiazol-5-yl)benzenesulfonamides # N-[(4,6-dimethylpyrimdin-2-yl)aminocarbonyl]-2-(3 methyl-1,2,4-oxidiazol-5-yl)benzenesulfonamide; # N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocar banyl]-2-(5-methyl-1,2,4-oxadiazol-5-yl)benzenesul- fonamide; N-C(4-methoxy-6-methylpyrimidin-2-yl)ami 2-(1-methyl-1H-imidazol-2-yl)benzenesulfonamide; # N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbinyl]-2 (oxazol-2-yl)benzenesulfonamide; ; # N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2 (oxazol-2-yl)benzenesulfonamide; N-[-(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]- 2-(oxazol-2-yl)benzenesulfonamide; # 2-(4,5-dihydro-5,5-diemthyloxazol-2-yl)-N-[(4,6 dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]benzene- sulfonamide; # N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2 (1,2,3-thiadiazol-4-yl)benzenesulfonamide; # N-[(4-methoxy-6-methylpyrimidn-2-yl)aminocarbonyl] 2-(1,2,3-thiadiazol-4-yl)benzenesulfonamide; N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2- (1,2,3-thiadiazol-4-yl)benzenesulfonymide; ; # N-[(4,6-diemthoxy-1,3,5-triazin-2-yl)aminocarbonyl]- 2-(1,2,3-thiadiazol-4-yl)benzenesulfonamide; and N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocar- bonyl]-2-t.l, 7, 3-thiadiazol-4-yl)benzenesulfonamide- Detailed Description of the Invention Synthesis The compounds of Formula (I) can be prepared by one or more of the methods described below in Equations 1 to 4d. The preferred reaction conditions are given for guidance but may be varied within the discretion and knowledge of those skilled in the art. As shown in Equation 1 below, many compounds of Formula (I), where W" is 0, can be prepared by reacting a sulfonamide of Formula (II) with an appropriate methyl carbamate of Formula (III) in the presence of an equimolar amount of trimethylaluminum. The reactions are carried out at 250 to 400C in an inert solvent such.as methylene chloride for 10 to 96 hours under an inert atmosphere as taught in our EP-A-82305498.6, and in U.S. Application Serial No. 337,934 laid open as a priority document in support of the present Application. Equation 1 EMI10.1 wherein Q is other than EMI11.1 As shown in Equation la, many compounds of Formula (I), where W" is 0, can also be prepared by reacting a sulfonylcarbamate of Formula (IIa) with an appropriate amine of Formula (VII). Equation la EMI11.2 wherein R17 R13, A and Q are as defined above; except R3 and R14 are H or C1-C2 alkyl, R5 is C1-C2 alkyl, and R is C1-C4 alkyl. The reaction is carried out at 50-1000C in a solvent such as dioxane for 0.5 to 24 hours as taught in EP-A-4a807. The required carbamates IIa are prepared by reacting th corresponding sulfonamide II with diphenylcarbonate in the presence of a strong base. Some of the compounds of Formula (I) can also be prepared as shown in Equation 2 below. Equation 2 EMI12.1 wherein Y' is CH3 or C2H5 and R1, Q and Z are as originally defined 7 except R3 and R5 are not Cl or Br and R14 is not C1. The reactions of Equation 2 are run according to similar procedures taught in European Patent 30,140. Thus, in reaction 2a, a sulfonamide of Formula (11) is reacted with a dichloropyrimidinyl isocyanate or dichlorotriazinyl isocyanate of Formula (IV) in an inert solvent such as acetonitrile at reflux for 0.5 to 3 hours to form a sulfonylurea of Formula (V). The product is isolated by filtration. In reaction 2b, V is reacted with two mole equivalents of sodium methoxide or sodium ethoxide in tetrahydrofuran at 0 to 250C for about one hour, followed by acidification with hydrochloric acid to a pH of about 1, to form a sulfonylurea of Formula (Ia). The product is isolated by filtration. In reaction 2c, Ia is reacted with two mole equivalents of sodium methoxide in methanol at 25 to about 500C for about 1 hour, followed by acidification with hydrochloric acid to a pH of about 1, to form a sulfonylurea of Formula (Ib). Alternatively, as shown in reaction 2d, V can be reacted with at least three mole equivalents of sodium methoxide at 20 to 500C for about 1 hour, followed by acidification with hydrochloric acid to a pH of about 1, to provide Ic directly, where Y' of Ib is OCH3. The products of reactions 2c and 2d are isolated by addition of water and filtration. The heterocyclic isocyanates of Formula(IV) in Equation 2 above can be prepared by methods described in Swiss 579,062, U.S. 3,919,228, U.S. 3,732,223 and Anoew Chem. Int. Ed., lû, 402 (1976), to which the reader is referred for further information. As shown in Equation 3 below, some of the compounds of Formula (I), where W" is 0, can also be prepared by reacting a sulfonyl isocyanate of Formula (VI) with an amine of Formula (VII). Eauation 3 EMI14.1 wherein R1, R13 and Q are as originally defined; and Q is as defined in Equation I above. The reaction of Equation 3 above can best be carried out in an inert, aprotic, organic solvent such as methylene chloride, tetrahydrofuran or acetonltrile at ambient pressure and temperature. The mode of addition is not critical; however, it is often convenient to add the sulfonyl isocyanate to a stirred suspension of amine VII. The reaction is generally exothermic. In some cases, the desired product is insoluble in the warm reaction medium and crystallizes from it in pure form. Products soluble in the reaction medium are isolated by evaporation of the solvent, trituration of the solid residues with solvents such as l-chlorobutane, ethyl ether, ethyl acetate or pentane and filtration. Impure products may be purified by column chromatography on silica gel. Many of the intermediate sulfonyl isocyanates of Formula (VI) in Equation 3 above can be prepared, although often times in low yields, from sulfonamides by methods described in U.S. 4,238,621. The method requires reacting sulfonamides with phosgene, in the prese-nce of n-butyl isocyanate and a tertiary amine catalyst, at reflux in a solvent such as xylene. A preferred catalyst is l,4-diazabicycloE2.2.2]octane (DABCO). Alternatively, many of the sulfonyl isocyanates VI can be prepared, although again in low yields, from sulfonamides by a two-step procedure. This consists of (1) reacting the sulfonamide with n-butyl isocys- nate and a base such as potassium carbonate at reflux in an inert solvent such as 2-butanone to form a n-butyl sulfonylurea; and (2) reacting this compound with phosgene and DABCO catalyst at reflux in-xylene solvent. This method is similar to a procedure taught by Ulrich and Sayigh, New Methods of Preoarative Oroanic Chemistrv, Vol. VI, p. 223-241, Academic Press, New York and London, W. Foerst Ed. As snown in Equation 3a below, compounds of Formula (I), where wit is S, can be prepared by reacting sulfonamide II with an appropriate triazine or pyrimidine isothiocyanate of Formula (VIIj). Equation 3a EMI15.1 wherein R1, Q, X, Y and Z are as originally defined. The reaction of Equation 3a is carried out by dissolving or suspending the sulfonamide and isothiocyanate in a polar solvent such as acetone, acetic nitrile, ethyl acetate or methyl ethyl ketone, adding an equivalent of a base such as potassium carbonate and stirring the mixture at ambient temperature up to the reflux temperature for one to twenty-four hours as taught in our EP-A-35,893. The required isothiocyanates VIIj are prepared according to the method of JP-A-51-143686, dated June 5, 1976; or that oZ W. Abraham and G. Barnikow, Tetrahedron, 29, 691 (1973). As shown in Equation 4 below, intermediate sulfonamides of Formula (II) described above can be prepared from amines of Formula (VIII) by a two-step pro cedure. This consists of (4a) diazotizing VIII and coupling the diazonium salt with sulfur dioxide to form a sulfonyl chloride of Formula (IX); and (4b) aminating IX- with ammonium hydroxide or anhydrous ammonia to form II. Equation 4 EMI16.1 wherein R1 is as originally defined; and Q is as defined in Equation 1 above, provided that when Q is an imidazole ring, R is C-C4 alkyl. The reaction of Equation 4a is accomplished by treating a solution of amine VIII in a mixture of concentrated hydrochloric acid and glacial acetic acid with a solution of sodium nitrite in water at -5 to 5ac. After stirring for 10-30 minutes at about OoC to insure complete diazotization, the solution is added to a mixture of an excess of sulfur dioxide and a catalytic amount of cuprous chloride or cupric chloride in glacial acetic acid at about 100C. The temperature is kept at about 1000 for 1/4 to 1 hour, then raised to 200 to 300C and held at that temperature for 2 to about 24 hours. This solution is then poured into a large excess of ice water. The sulfonyl chloride IX can be isolated by filtration or by extraction into a solvent such as ethyl ether, methylene chloride or preferably, l-chlorobutane, followed by evaporation of the solvent. The amination described in the reaction of Equation 4b above is conveniently carried out by treating a solution of the sulfonyl chloride IX with at least two mole equivalents of anhydrous ammonia in a solvent such as ethyl ether or methylene chloride at -200 to 3000. If the sulfonamide product II is insoluble, it may be isolated by filtration followed by washing out the salts with water. If product II is soluble in the reaction solution, it may be isolated by filtering off the precipitated ammonium chloride and evaporation of the solvent. Alternatively, many sulfonamides II can be prepared by reaction of corresponding sulfonyl chlorides IX with excess aqueous ammonium hydroxide in tetrahydrofuran at 0 to about 400C for 0.5 to 10 hours. The sulfonamide product II is isolated by evaporation of the tetrahydrofuran solvent, addition of water to the residue and filtration. Alternatively, the intermediate sulfonyl chloride IXa can be prepared as shown below in Equation 4c. Eouation 4c EMI18.1 According to Equation 4c, a lithium salt, prepared by reaction of l-(2-bromophenyl)pyrazole with butyl lithium in ether at about -700C, is added to sulfuryl chloride in hexane at about -30 to -200C and stirred for 0.5 to 10 hours at -30 to 300C to yield sulfonyl chloride IXa, according to teachings of S. N. Bhattacharya et al., J. Chem. Soc. (C), 1265 (1968). Subsequent reaction of IXa with ammonia or ammonium hydroxide as described above provides the corresponding sulfonamide. Starting with appropriate ortho-(heterocyclic)bromobenzenes, and carrying out the procedures described in Equation 4c, or simple modifications thereof, one skilled in the art may prepare some of the other sulfonyl chlorides of Formula (IX) described above. Of necessity, the reactions are limited to those cases in which the ortho-hetero group, Q, is inert to lithium reagents under the conditions of the reactions, which will be obvious to one skilled in the art. For a general review of metalation with lithium reagents, see H. W. Gschwend and H. R. Rodriguez, Ora. Reactions, 26, 1 (1979). Also sulfonamides IIb are best prepared by the procedure of Equation 4d below. Equation 4d EMI19.1 wherein Q is EMI19.2 The preparation of sulfinic acid salts (3) by the procedure of Equation 4d is well known in the art. See U.S. 4,127,405 and Organic Reactions, Vol. 26, 1979, J. Wiley and Sons, Inc., N.Y. Sulfonamides (lIb) are best prepared by treatment of sulfinic acid salts with chloramine. In this procedure an ethereal solution or suspension of the salt (3) is treated at low temperature (25 to -300) with a dry ethereal solution of chloramine. The reaction is stirred for a period of several minutes to several hours. After filtration, the reaction mixture is washed with aqueous bisulfite and then dried and the solvent removed on a rotary evaporator. The crude product is further purified by usual methods such as crystallization or chromatography. Some of the amines of Formula (VIII) in Equation 4 above are known. For instance, 4-(2-aminophenyl)- isothiazole may be prepared by the procedure of J. H. Finley, J. Heterocvcl. Chem., 6, 841 (1969); 2-(2 aminophenyl)-l,3,4-thiadiazole by the procedure of M. Ohta, J. Pharm. Soc. Japan, 73, 701 (1953); 2-(2aminophenyl)-5-methyl-1,3,4-thiadiazole by the procedure of S. Leistner and G. Wagner, Z. Chem., 14, 305 (1974); 2-(2-aminophenyl)-1,3,4-oxadiazole by the procedure of M. Vincent et al., Bull. Soc. Chim. France, 1580 (1962); 3-(2-aminophenyl)-5-methyl-1,2,4-oxadiazole by the procedure of H. Goncalves et al., Bull. Soc. Chim. France, 2599 (1970); 4-(2-aminophenyl)1,2,4-triazole by the procedure of M. Khan and J. Polya, J. Chem. Soc. C, 85 (1970); and 3-methyl-4-(2 aminophenyl)-l,2,4-triazole and 3,5 < dimethyl-4-(2- aminophenyl)-1,2,4-triazole by the procedure of W. Ried and H. Lohwasser, Justus Liebias Ann. Chem., 699, 88 (1966). As shown in Equation 5 below, other amines of Formula (VIII) can be prepared by reduction of corresponding nitrobenzenes of Formula (X) with reagents described below. Equation 5 EMI20.1 wherein R1 and Q are as originally defined. The reduction reactions of Equation 5 above can be run by methods known in the literature by one skilled in the art. For instance, many of the re ductions can be run by one or more of the following methods: (a) with stannous chloride or tin and hydrochloric acid, either neat or in an inert solvent such as methanol, at about 250 to 800C for 0.5 to 10 hours. For details refer to similar procedures described in G. Corsi et al., Boll. Chim. Farm., 103, 115 (1964); J. H. Finley, J. Heterocvcl. Chem., 6, 841 (1969); A. Quilico et al., Gazz. Chim. Ital., 76, 87 (1946); and M. Khan and J. Polya, J Chem. Soc. C., 85 (1970). (b) with ferrous sulfate heptahydrate and 28% ammonium hydroxide in an inert solvent such as aqueous ethanol at about 400 to 800C for about 1 to 2 hours. For details refer to similar procedures described in T. Naito et al., Chem. Pharm. Bull., 16, 160 (1968); Neth. Appl. 6,608,094; and U.S. 3,341,518; (c) with ammonium chloride and iron powder in an inert solvent such as water at 500 to about 800C for 1 to 3 hours. For details refer to a similar procedure described in M. Ohta et al., J. Pharm. Soc. Japan, 73, 701 (1953); (d) with sodium hydrogen sulfide in an inert solvent such as methanol at about 400 to 700C for about 0.5 to 1 hour. For details refer to similar procedures described in G. Corsi et al., Boll. Chim. Farm., 103, 115 (1964); and U.S. 3,270,029; (e) by catalytic reduction with 5% palladiumon-charcoal, in the presence of 2 to 5 equivalents of aqueous hydrochloric acid, in an inert solvent such as ethanol at 250 to 450C at 1 to 3 atmospheres of hydrogen. For details refer to a similar procedure described in U.S. 3,910,942; and Ger. Offen. 2,415,978; (f) by catalytic reduction with 5% Raney Nickel in an inert solvent such as ethanol or dioxane at 25 to 45aC at 1 to 3 atmospheres of hydrogen. For or de- tails refer to similar procedures described in U.S. 3,270,029 and Neth. Appl. 6,513,932; (g) by catalytic reduction with 5% palladium-on- charcoal in an inert solvent such as methanol at 250 to 450C at 1 to 3 atmospheres of hydrogen for short reaction times, i.e., less than 1 hour. For details refer to a similar procedure described in M. Vincent et al., Bull. Soc. Chim. France, 1580 (1962); and, (h) by reducti.on with Raney Nickel catalyst and hydrazine hydrate in 95% ethanol at 250 to 800C for 0.2 to about 1 hour. For details refer to a similar procedure described in C. Ainsworth et al., J. Med. Pharm. . Chem., 5, 383 (1962). (i) with sodium sulfide in 50% aqueous p-diox- ane at about 25 to 800C for 0.25 to 1 hour, or with sodium sulfide and sodium bicarbonate in refluxing methanol for 1 to 10 hours. For details refer to Y. Lin and S. Lang, Jr., J. Heterocycl. Chem., 17, 1273 (1980) and P. Smith and J. Boyer, J. Am. Chem. Soc., 73, 2626 (1951) respectively; and, (j) with sodium hydrosulfite in ethanol-water at about 250 to 600C for 0.25 to 1 hour at a pH of less than 7. For details refer to U.S. 4,229,343. The ortho-heteroaromatic nitrobenzenes of For .mula (X) in Equation 5 above are important starting compounds for preparing the compounds I of this invention1 which can be prepared by the following methods. As shown in Equation 6 below, certain 5-(2-nitrophenyl)isoxazoles of Formula (Xa) can be prepared by reacting a 2-nitrophenyl alkyl ketone of Formula (XI) with an appropriate dimethylalkanamide dimethyl acetal of Formula (XII) to form a 3-dimethylamino-l-(2-nitro phenyl)-2-propen-l-one of Formula (XIII). Subsequent reaction of XIII with hydroxylamine hydrochloride provides Xa. Equation 6 EMI23.1 wherein R1 is as originally defined; and R2 and R3 are H, CH3 or C2H5. The reaction of Equation 6a is run at 500 to 1400C for 3 to 24 hours in a solvent such as toluene or dimethylformamide or excess dimethyl alkanamide dimethyl acetal. The product can be isolated by evaporating the solvent. For more details, refer to similar procedures described in Technical Information Bulletin, "DMF Acetals", Aldrich Chemical, December 1973, and Lin and Lang, J. Oro. Chem., 45, 4857 (1980). The preparation of dimethyl alkanamode dialkyl acetals is reviewed in Abdulla and Brinkmeyer, Tetrahedron, 35, 1675 (1979). The reaction of Equation 6b above is run in an inert solvent such as ethanol or aqueous dioxane at 250 to 1000C for 1 to 48 hours. The product is isolated by addition of water and extraction with methylene chloride. For more details refer to similar procedures described in Lin and Lang, J. Heterocvcl. Chem., 14, 345 (1977). Another method for preparing some 5-(2-nitrophenyl)isoxazoles is shown in Equation 7 below. The method requires transforming a 2-nitrophenyl alkyl ketone of Formula (XI) by a series of procedures to a 5-(2-nitrophenyl)isoxazolin-3-one of Formula (XVI). Subsequent reaction of XVI with phosphorus oxychloride or phosphorus oxybromide provides 3-halo-5-(2-nitrophenyl)isoxazoles of Formula (Xa'). Reaction of Xa with a sodium methoxide, sodium ethoxide or sodium methylmercaptide then provides 3-alkoxy or 3-methylthio-5-(2-nitrophenyl)isoxazoles of Formula (Xa"). Eauation 7 EMI24.1 EMI25.1 wherein R1 is as originally defined; R2 is H, CH3 or C2H3; and R3' is CK3 or C2H5. The 5-(2-nitrophenyl)isoxazolin-3-one of Formula (XVI) in Equation 7 above can be prepared by a series of reactions similar to those described in the art for transforming acetophenone to 5-phenylisoxazolin-3-one. e.g., R. iacquier et al., Bull. Soc. Chi.m., 3694 (1969) and ibid., 1978 (1970). Thus, by substituting 2-nitrophenyl alkyl ketone XI for acetophenone and carrying out the appropriate reactions in the cited art, and which are illustrated in reactions of Equations 7a to 7c, one skilled in the art can prepare XVI. The reaction of Equation 7d is run in a solvent such as toluene at 500 to 1000C for 0.5 to 3 hours. The product is isolated by evaporation of the solvent and purified by column chromatography on silica gel. Reaction 7e is run in a solvent such as methanol or tetrahydrofuran at about 15o to 400C for 0.5 to 5 hours. The product is isolated by addition of water and extraction with methylene chloride. The product is purified by column chromatography on silica gel. As shown in Equation 8 below, 4-halo-5-(2-nitrophenyl)isoxazoles of Formula (Xa"") can be prepared by halogenating 5-(2-nitrophenyl)isoxszoles of Formula (Xa''') with halogenating reagents described below. Eauation 8 EMI27.1 wherein R1 and R3 are as originally defined; and R2 is Cl or Br. The reaction of Equation 8 can be run by one or more of the following methods known in the art for halogenating phenylisoxazoles in the 4-position of the isoxazole ring in preference to the phenyl ring or other positions of the isoxazole ring: (a) reacting Xa"' with sulfuryl chloride or sulfuryl bromide at 150 to 800C for 0.5 to 3 hours, either neat or in a solvent such as methylene chloride or carbon tetrachloride, according to the teachings of J. Carr et al., J. Heterocycl. Chem., 20, 934 (1977); (b) reacting Xe' ' ' with chlorine or bromine at 150 to 600C for 0.5 to 5 hours in methylene chloride or acetic acid, according to the teachings of ibid; or (c) reacting Xa''' with bromine or chlorine and iron powder catalyst in a solvent such as carbon tetrachloride at 250 to 800C for 0.5 to 3 hours, according to the teachings of N. Kochetkov et awl. , Zhur. Obshchei. Khim., 28, 359 (1958). The preparation of is is described in Equations 6 and 7 above. As shown in Equation 9 below, 4-(2-nitrophenyl)isoxazoles of Formula (Xb) can be prepared by reacting a 3-(dimethylamino)-2-(2-nitrophenyl)acrolein of Formula (XVII) with hydroxylamine hydrochloride. Equation 9 EMI28.1 wherein R1 is as originally defined. The reaction of Equation 9 is run in ethanols 250 to 800C for 3 to 16 hours. The product is isow ed by addition of water and extraction with methylene chloride. The product is purified by recrystallization or column chromatography on silica gel. The starting material XVII is prepared by known methods, e.g., U. Hengartner et al., ?. Orq. Chem., 44, 374a (1979). 5-Methyl-4-(2-nitrophenyl)isoxazoles of Formula (Xb') can be prepared as shown in Equation 10 below. The method requires reacting a 2-nitrophenylpropanone of Formula (XVIII) with ethyl formate and sodium ethoxide to form a 3-oxo-2-(2-nitrophenyl)butyralde- hyde of Formula (XIX). Subsequent reaction of XIX with hydroxylamine provides Xb'. Eauation 10 EMI29.1 wherein R1 is as originally defined. The reaction of Equation lOa is run in ethanol at 00 to about 300C for about 48 hours. The product is isolated by addition of water and 2N HC1 and extraction with methylene chloride. The reaction of Equation 10b is also run in ethanol at reflux for about 1 to 10 hours. The product is isolated by addition of water and extraction with methylene chloride. For more details refer to similar procedures described in H. Yasuda, Yakuoaku Zasshi, 79, 623 (1959). As shown in Equation 11 below, 3,5-dimethyl-a (2-nitrophenyl)isoxazoles of Formula (Xb") can be pr- pared by reacting a 3-(2-nitrophenyl)pentan-2,4-dione of Formula (XX) witfl hydroxylamine. Equation 11 EMI30.1 wherein is as originally defined. The reaction of Equation 11 is run in ethanol a 500 to 75 C for about 3 to 10 hours. The product is isolated by addition of water and extraction with methylene chloride. For more details refer to sim procedures described in Bobranski and Wojtowski, --:7 niki Chem., 38, 1327 (1964). The starting compound XX can be prepared by reacting an appropriate 2-halonitrobenzene with the sodium salt of pentan-2,4-dione by methods obvious to one skilled in the art. Equation 12 below illustrates a method for preparing 3-(2-nitrophenyl)isoxazoles of Formula (Xc). Equation 12 EMI30.2 wherein R1 is as originally defined; and R5 is H, CH3, C2H5, OCH3 or 0C2H5. The reaction of Equation 12 is run by procedures similar to those taught by . Langella et al., Chim. Ind. (Milan), 47, 996 (1965) for the preparation of 3-(2-nitrophenyl)isoxazole, and by G. Gaudiano et al., Gazz. Chim. Ital., 89, 2a66 (1959) for the preparation of 5-ethoxy-3-(2-nitrophenyl)isoxazole. Thus, a 2nitrophenylhydroxamic acid chloride of Formula (XXI) is reacted with an appropriate acetylenic Crignard reagent in tetrahydrofuran at 0 to 300C for 1 to about 16 hours. The product is isolated by addition of water and ammonium chloride and extraction with methylene chloride. The acetylenic Grignard reagents are prepared from substituted acetylenes by procedures described in the cited references. Equation 13 below illustrates- a method for preparing 3-(2-nitrophenyl)isoxazoles of Formula (Xc'). Equation 13 EMI31.1 EMI32.1 wherein R1 is as originally defined; R is CH3 or C2H5; and R5 is H, CH3 or C2H5. The reactions of Equation 13 above can be run by procedures similar to those described in G. Bianchet et al., Gazz. Chim. Ital., 93, 1714 (1963) for the preparation of various 3-phenylisoxazoles. Thus, in reaction 13a, a 2-nitrophenylhydroxamio acid chloride of Formula (XXI) is reacted with an equlmolar amount of triethylamine and a N-alkenylmorpholine of Formula (XXII) in chloroform at reflux for 0.2 to about 1 hour to form a 5-(N-morpholinyl)-3-(2-nitrophenyl)isoxazo- line of Formula (XXIII). In reaction 13b, XXIII is reacted with 10% hydrochloric acid at reflux for about 0.2 to 0.5 hour to form Xc'. The product Xc' is isolated by extraction with methylene chloride. Equation 14 below illustrates a method for preparing 3-(2-nitrophenyl)isoxazoles of Formula (Xc"). Equation 14 EMI33.1 wherein R1 is as originally defined; and R5 is H, CH3 or CH5. The reactions of Equation 14 above can be run by procedures similar to those described in R . Micetich, Can. J. Chem., 48, 467 (1970) for the preparation of various 3-phenylisoxazoles. Thus, in reaction 14a, a 2-nitroDhenylhydroxamic acid chloride XXI is reacted with equimolar amounts of a vinyl acetate of Formula (XXIV) and triethylamine in a solvent such as ether or tetrahydrofuran at about 330C for 1 to 3 hours to form 5-acetoxy-3-(2-nitrophenyl)isoxazoline of Formula (XXV). In reaction 14b, XXV is heated at about 1500 to 1800C for a short period to form Xc". Equation 15 below illustrates a method for preparing 5-halo-3-(2-nitrophenyl)isocxazoles of Formula (Xc " ') and 5-aikoxy- or 5-methylthio-3-(2-nitrophen- yl)isoxazoles of Formula (Xc""). Equation 15 EMI34.1 EMI35.1 wherein R1 is as originally defined; R2 is H, CH3 or C2H5; and R5' is CH3 or C2H5. The reactions of Equations 15a and 15b above can be run by procedures similar to those described in .U.S. 3,781,438 for the preparation of 5-halo-3-phenylisoxazoles. Thus, in reaction 15a, an methyl 2-(2nitrobenzoyl)acetate, propionate or butyrate of Formula (XIV) is reacted with hydroxylamine hydrochloride and sodium acetate in ethanol at reflux for 0.5 to 5 hours to form a 3-(2-nitrophenyl)lsoxazolin-5-one of Formula (XXVI). In reaction 15b, XXVI is reacted with an equimolar amount of triethylamine and excess phosphorus oxychloride or phosphorus oxybromide in toluene at 250 to 110 C for 1 to 5 hours to form Xc'''. The reaction of Equation 15c above can be run by procedures similar to those described in J. Carr et al., J. Med. Chem., 20, 934 (1977) and R. Micetich et al., Can. J. Chem., , 1371 (1970). Thus, Xe '' is reacted with sodium methoxide, sodium ethoxide or sodium methylmercaptide in tetrahydrofuran at 250 to 700C for 1 to 15 hours to form (Xc""). As shown in Equation 16 below, 4-halo-3-(2-ni- trophenyl)isoxazoles of Formula (XcVI) ) can be prepared by halogenating 3-(2-nitroohenyl)isoxazoles of Formula (XcV). The reaction is run using reagents and procedures described above In Equation 8. The preparation of XcV is described above in Equations 12, 14 and 15. Equation 16 EMI36.1 wherein R1 and R5 are as originally defined; and R2 is C1 or Br. The 5-(2-nitrophenyl)isothiazoles of Formula (Xd) in Equation, 17 below can be prepared by methods analogous to those described in Yang-i Lin and S. A. Lang, J. Or. Chem., 45, 4857 (1980) for the preparation of 5-phenylisothiazole. Equation 17 EMI37.1 wherein R1 is as originally defined; and and R3 are H, CH3 or C2H5. According to Equation 17 above, in reaction 17a a 3-dimethylamino-1-(2-nitrophenyl)-2-propen-1-one o Formula (XIII) is reacted with phosphorus oxychloride in methylene chloride at 0 to 3000 for 0.2 to about 2 hours, followed by treatement with sodium perchlorate in water at 0 to 1000 for 0.2 to about 1 hour to form a perchlorate salt of Formula (XXVII). In reaction 17b, XXVII is reacted with sodium sulfide nonahydrate in dimethylformarnide and water at 0 to 10 C for 0.2 to about 1 hour to form a 3-dimethylamino-l-(2-nitro= phenyl)-2-propene-1-thione of Formula (XXVIII). And in reaction 17c, XXVIII is reacted with hydroxyl amlne-O-sulfonic acid (HSA) and two mole equivalents of pyridine in methanol at 200 to 3000 for 0.2 to about 1 hour to form Xd. The preparation of the starting compounds XIII is described in Equation 6 above. 3-Alkoxy-5-(2-nitrophenyl)isothiazoles of Formula (Xd') in Equation 18 below can be prepared by methods similar to those described in Ber., 95, 944 (1963); German 1,193,050 and German 1,197,088. The cited references describe the preparation of other 3-alkoxy-5-phenyliso thiazoles. Equation 18 EMI39.1 wherein R1 is as originally defines; R2 is H, CH3 or C2H5; and R3, is CH3 or C2H5. According to Equation 18, in reaction 18a 2' cyano-2-nitroacetophenone of Formula (XXIX) is reacted with methanol or ethanol in a solvent such as ethyl ether or toluene saturated with hydrogen chloride gas at about OOC for 1 to 24 hours to form â 2-nitrobenzoylacetamido alkyl ester of Formula (XXX). In reaction 18b, XXX is reacted with hydrogen sulfide in absolute methanol or ethanol saturated with hydrogen chloride gas at bout -10 to 25 C for 1 to 24 hours to form a 2-nitrothiobenzoylacetamido alkyl ester of Formula (XXXI). And in reaction 18c, XXXI is reacted with bromine in ethyl acetate containing pyridin at Q to about 25 C for about 0.2 to 1 hour to form Xd'. Equation 19 below illustrates a method for preparing 3-halo-5-(2-nitrophenyl)ispothiazoles of Formula (Xd") and 3-methylthio-5-(2-nitrophenyl)isothiazoles. of Formula (Xd'''). Equation 19 EMI40.1 EMI41.1 wherein R1 is as originally defined; and R2 is H, OH3 or C2H5 The reactions of Equations 19a and 19b above can be run by procedures similar to those described in Ber., 9, 944 ('963); German 1,193,050; and German 1,197,088 for the preparation of other 3-amino-5-phen- ylisothiazoles. Thus, in reaction 19a, a 2-nitrothio benzoylacetamido alkyl ester of Formula (XXXI) is reacted with aqueous 24% NH4OH at 150 to 300C for i to about 12 hours to form a 2-nitrothiobenzylacetamidine of Formula (XXXII). In reaction 19b, XXXII is reacted with iodine in methanol containing pyridine at 0 to about 30 C for about 0.2 to 2 hours to form a 3-amino5-(2-nitrophenyl)isothiazole of Formula (XXXIII). In the reaction of Equation 19c above, Xd" is prepared from XXXIII via Sandmeyer reactions, according to the teachings of J. Goerdeler and M. Roeg- ler, Chem. Ber., 103, 112 (1970). Thus, XXXIII is re acted with sodium nitrite in concentrated HC1 contain ing Cu2Cl2 and NaCI or in concentrated HBr containing Cu23r2 and NaBr at 0 to 300C for 0.5 to 10 hours to give Xd". And in reaction 19d, Xd" is reacted with sodium methylmercaptide in tetrahydrofuran at 100 to 60 C for 0.5 to 5 hours to form Xd'''. The product is isolated by addition of water and extraction with methylene chloride. The 4-halo-5-(2-nitrophenyl)isothiazoles of Formula (XdV) in Equation 20 below are prepared by halogenating 3-(2-nitrophenyl)isothiazoles of Formula (Xd"") with chlorine or bromine in the presence of a base such as sodium acetate. The reaction is run in acetic acid at 100 to 100 C for 0.5 to 5 hours. For more details refer to similar procedures described in the art for halogenating other 5-phenylisothiazoles, e.g., O. Buttimore at al., J. Chem. Soc., 2032 (1963); T. Naito et al., Chem. har. Bull., 16, 148 (1958); and J. Goerdeler and W. Mittler, Ber., 96, 944 (1963). Equation 20 EMI43.1 wherein R1 and R3 are as originally defined; and R2 is C1 or Br. The 4-(2-nitrophenyl)isothiazoles of Formula (Xe) in Equation 21 below can be prepared by nitrating 4-phenylisothiazoles of Formula (XXXIV) with concentrated nitric acid in concentrated sulfuric acid, according to the teachings of J. H. Finley and G. P. Volpp, J. Heterocycl. Chem., 6, 841 (1969). Equation 21 EMI43.2 wherein R12 is H or CH3 The reaction of Equation 21 above is run at 0 to 250C for 0.5 to 2 hours. Following usual work-up the product Xe is purified by column chromatography on silica gel. The starting compounds XXXIV can be prepared by known methods. Several such methods are described in M. Muehistaedt, J. Prakt. Chem., 318, 507 (1976); M. Ohashi et al., J. Chem. Soc., 1148 (1970); R. A. Olofson et al., Tetrahedron, 22, 2119 (1966); and F. Huebenett et al., Anqew Chem., 75, 1189 (1963). As shown in Equation 22 below, the 3-(2-nitrophenyl)isothiazoles of Formula (Xf) and (Xf') can be prepared by a series of procedures starting from a 2-nitrobenzonitrile of Formula (XXXV). Equation 22 EMI44.1 EMI45.1 wherein R1 is as originally defined; and R2 and R5 are H, CH3 or C2H5. The reactions of Equation 22 abbve can be run by procedures known in the art. Thus, in reaction 22a, 2-nitrobenzonitrile XXXV can be reacted with an appropriate alkyl nitrile and sodium metal in a solvent such as ether or toluene at 00 to 800C for about 5 ta 25 hours to form a 2-imino-2-(2-nitrophenylpropioni- trile of Formula (XXXVI), according to the teachings of U.S. 3,479,365; Netherlands ó,608,094; and T. Naito et al., Bull. Chem. Soc. Japan, 41, 965 (1968). In the reaction of Equation 22b, XXXVI can be reacted with hydrogen sulfide and potassium hydroxide catalyst in methylene chloride at 600 to 80 C in a sealed tube for 24 to 96 hours to form a 2-imino-2 (2-nitrophenyl)thioprooionamid of Formula (XXXVI I) according to the teachings of T. Naito et al., Chem. Pharm. Bull., 16, 148 (1968) and J. Goerdeler and H. Pohland, Chem. Ber., 94, 2950 (1961). In the reaction of Equation 22c above, XXXVII can be cyclized by reaction with iodine or bromine in a solvent such as ether, chloroform or ethanol containing potassium carbonate at 200 to 400C for 0.5 to 4 hours to form a 5-amino-3-(2-nitrophenyl)isothia- zole of Formula (XXXVIII), according to the teachings of ibid., Netherlands 6,608,094 and J. Goerdeler and H. Pohland, Angew Chem., 72; 77 (1962). In the reaction of Equation 22d above, a diazonium salt, prepared from XXXVIII and sodium nitrite in sulfuric acid at 0 C for 0.5 hour, can be reacted with cuprous oxide and 50% hypophosphorous acid at 0 to 300C for about 2 hours to form a 3-(2-nitrophenylg-- thiazole of Formula (Xf), according to the teachings of M. Beringer et al., Helv. Chim. Acta., 49, 2466 (1966). And in the reaction of Equation 22e above, Xf can be reacted with butyl lithium in tetahydrofuran at -650C for about 0.5 hour to form a 5-lithio-3-(2nitrophenyl)isothiazole reagent, according to the teachings of T. Naito et al., Chem. Pharm. Bull., 16, 148 (1968). Subsequent reaction of this reagent with methyl or ethyl iodide, at -650 to 300C for 1 to 16 hours, can provide Xf', according to the teachings of ibid. The 5-halo-3-(2-nitrophenyl) isothiazoles of Formula (Xf") in Equation 23 below can be prepared from 5-amino-3-(2-nitrophenyl)isothiazoles of Formula (XXXVIII) by Sandmeyer reactions. Equation 23 EMI47.1 wherein R1 is as originally defined; and R2 is H, CH3 or C2H5. The reactions of Equation 23 above can be run by procedures similar to those described in J. Goerdeler and H. Pohland, Chem. Ber., 94, 2950 (1961) for the preparation of 5-chloro-3-phenylisothiazole. Thus, in reaction 23a, XXXVIII is diazotized with sodium nitrite in 80% phosphoric acid at 50 to 0 C for about 0.5 hour. In reaction 23b, the diazonium salt a is reacted with sodium chloride or sodium bromide and copper sulfate catalyst at 0 to 10 C for about 1 hour to form Xf". The preparation of XXXVIII is described in Equation 22 above. The 5-alkoxy- and 5-methylthio-3-(2-nitrophenyl)isothiazoles of Formula (Xf"') in Equation 24 below are prepared by reacting a 5-halo-3-(2-nitrophenyl)isothiazole of Formula (Xf") with sodium methoxide, sodium ethoxide or sodium methylmercaptide. Equation 24 EMI48.1 wherein R1 is as originally defined; R2 is H, CH3 or C2H5; and R5' is CH3 or C2H5. The reaction of Equation 24 is run in a solvent such as methanol, ethanol or tetrahydrofuran at reflux for about 0.5 to 5 hours. The product is isolated by evaporation of solvent, addition of water and filtration. The reaction of 5-haloisothiazoles with alkoxides or thioalkcxides to form 5-alkoxy- or 5-alkylthioisothiazoles is known in the art, e.g., K. R. H. wooldrige, Adv. in Heterocycl. Chem., 14, p. 24 (1972). The 4-halo-3-(2-nitrophenyl)isothiazoles of Formula (xfV) in Equation 25 below are prepared by halogenating 3-(2-nitrophenyl)isothiazoles of Formula (Xf"") according to procedures described above in Equation 20. The preparation of Xf"" is described above in Equations 22-24. Equation 25 EMI49.1 wherein R1 and R5 are as originally defined; and R2 is Cl or Br Equation 26 below illustrates a method for preparing 3-(2-aminophenyl)-lH-pyrazoles of Formula (VIIIa) and 5-(2-aminophenyl)-lH-pyrazoles of Formula (VIIIb) Equation 26 EMI50.1 EMI51.1 wherein R and R1 are as originally defined; and R2, R3 and R5 are H, CH3 qr C2H5. According to Equation 26 above, in reaction 26a, a 2-acetamidophenyl alkyl ketone of Formula (XXXIX) is reacted with a dimethylalkanamide dimethyl acetal of Formula (XL) to form a 3-dimethylamino-l-(2-acetamidophenyl)-2-propen-l-one of Formula (XLI). The reaction can be run by procedures described above for the reaction of Equation 6a. In the reaction of Equation 26b, XLI is reacted with an appropriate hydrazine to form a mixture containing 3-(2-acetamidophenyl)-lH-pyrazole of Formula (XLII) and 5-(2-acetamidophenyl)-lH-pyrazole of Formula (XLIIa). The reaction is run in ethanol at reflux for 1 to 16 hours. The product mixture is isolated by evaporation of the solvent. And in the reaction of Equation 26c, amines VIlla and VIIIb are obtained by acid hydrolysis of acetamides XLII and XLI Ia in the following manner. A mixture containing XLII and XLIIa in concentrated hydrochloric acid is heated at reflux for about 1 hour, cooled and filtered. The solid, composed of hydrochloride salts of VIIIa and VIIIb, is neutralized in water with 50 < NaOH. A mixture containing amines VIIIa and VIIIb is isolated by extraction with methylene chloride. Amines VIIIa and VIIIb may be separated by high pressure liquid chromatography by one skilled in the art. More preferably, the mixture is reacted directly by procedures described in Equations 4 and 1 or 2 above to provide corresponding compounds I of the invention as a mixture. Equation 27 below illustrates a method for preparing 5-halo-3-(2-nitrophenyl)-1H-pyrazoles of Formula (Xg) and 3-halo-5-(2-nitrophenyl)-1H-pyrazoles of Formula (Xh). Equation 27 EMI52.1 EMI53.1 wherein R is C1-C3 alkyl; R1 is as originally defined; and R2 is H, CH3 or C2H5. According to Equation 27 above, in reaction 27a, an ethyl 3-(2-nitrophenyl)-3-oxopropanoate of Formula (XIV) is reacted with an alkylhydrazine to form a mixture containing a 3-(2-nitrophenyl)pyrazolin-5-one of Formula (XLIII) and a 5-(2-nitrophenyl)pyrazolin-3-one of Formula (XLIIIa). The reaction is run in ethanol at reflux for 2 to 16 hours. The product is isolated by addition of water and extraction with methylene chloride. And in the reaction of Equation 27b, the mixture containing XLIII and XLII Ia is reacted with phosphorus oxychloride or phosphorus oxybromide to form a mixture containing Xg and Xh. The reaction is run in toluene at 500 to 100 C for 0.5 to 5 hours. The product mixture is isolated by evaooration of the solvent and may be purified by column chromatography on silica gel. The mixture may be separated bv high pressure lilts chromatography oy one skilled in the art. Equation 28 below illustrates a method for preparing 5-alkoxy- and 5-methylthio-3-(2-nitrophenyl)-lH- pyrazoles of Formula (Xg') and 3-alkoxy- and 3-methylthio-5-(2-nitrophenyl)-1H-pyrazoles of Formula (Xh'). Equation 28 EMI54.1 wherein R is C1- C3 alkyl; R1 is as originally defined; R2 is H, CH3 or C2H5; and R3 and R5 are OCH3, OC2H5 or Sic 3 According to Equation 28 above, a mixture containing a 5-halo-3-(2-nitrophenyl-1H-pyrazole of Formula (Xg) and a 3-halo-5-(2-nitrophenyl)-lH-pyrazole of Formula (Xh) is reacted with sodium methoxide, sodium ethoxide or sodium methylmercaptide to form a mixture containing Xg' and Xh'. The reaction is run in a solvent such as methanol or tetrahydrofuran at 250 to 700C for 1 to 10 hours. The product mixture is isolated by addition of water followed by extraction with methylene chloride. The mixture may be purified by column chromatography on silica gel. The mixture may be separated by high pressure liquid chromatography by one skilled in the art. As shown in Equation 29 below, 4-(2-nitrophenyl)lH-pyrazoles of Formula (Xi) are prepared by reacting a 3-dimethylamino 2-(nitrophenyl)acrolein of Formula (XVII) with an appropriate hydrazine. Equation 29 EMI55.1 wherein R and R1 are as originally defined. The reaction of Equation 29 above is run in ethanol at 250 to 800C for 1 to 10 hours. The product is isolated by evaporation of the solvent and purified by recrystallization procedures. As shown in Equation 30 below, a 3,5-dimethyl-4 (2-nitrophenyl)-lH-pyrazole of Formula (Xi') is prepared by reacting a 3-(2-nitrophenyl)pentan-2,4-dione of Formula (XX) with an appropriate hydrazine. The reaction can be run by procedures described above in Equation 29. Equation 30 EMI55.2 wherein R and R1 are as originally defined. A mixture containing 4-(2-nitropheny*)-lH-pyra- zoles of Formula (Xi") and (Xi''') can be prepared by reacting a 3-oxo-2-(2-nitrophenyl)butyraldehyde of Formula (XIX) with an appropriate hydrazine, as shown in Equation 31 below. Equation 31 EMI56.1 wherein R and R1 are as originally defined. The reaction of Equation 31 above can be run by procedures described in Equation 29 above. The product mixture can be transformed to a mixture of corresponding compounds I of the invention by a sequence of reactions described above in Equations 5, 4 and 1 or 2, respectively. As shown in Equation 32 below, a l-(2-nitrophenyl)-lH-pyrazole of Formula (Xj) can be prepared by reacting a 2-nitroohenylhydrazine of Formula (XLIV) wit a 1,3-diketone of Formula (XLV). Equation 32 EMI57.1 wherein R1 and R6 are as originally defined; and R4 and R7 are C1-G3 alkyl. The reaction of Equation 32 is run in a solvent such as tetrahydrofuran or toluene at 250 to 11000 for 1 to 10 hours. The product is isolated by evaporation of the solvent and purified by recrystallization or chromatography procedures in the usual manner. Nitrophenyl)-lH-pyrazoles of Formula Xj above can also be prepared, where R4 to R7 are H, by reacting an appropriate 2-nitrophenylhydrazine with 1,1,3,3-tetraethoxypropane in ethanol at reflux for about 0.5 to 3 hours, according to the teachings of I. Finar and R. Hurlock, J. Chem. Soc., 3024 (1957). Another method for preparing l-(2-nitrophenyl)lH-pyrazoles is illustrated in Equation 33 below, where R4 and R7 can be H as well as C1 < Ca alkyl. Equation 33 EMI58.1 wherein M is C1, 8r or F; and R1 to R7 are as originally defined. According to Equation 33, a pyrazole sodium salt of formula (XLVII) is reacted with a 2-halo-l-nitrobenzene of Formula (XLVI) to form Xj'. The reaction can be run in an aprotic solvent such as tetrahydrofuran or dimethylformamide at about OC to 80 C for 0.5 to 10 hours. The product is isolated in the usual manner by addition of water and extraction with methylene chloride. The product is purified by recrystallization or chromatography procedures. The sodium salt XLVII is formed by reacting an appropriate pyrazole with sodium hydride in situ by methods known in the art. Many l-(2-nitrophenyl)-lH-pyrazoies of Formula (Xj') above can also be prepared by the Ullmann reaction, according to the teachings of M. Khan and J. Pole ya, J. Chem. Soc. C., 85 (1970). This requires the reacti?n of a 2-halonitrobenzene, such as XLVI above, with an appropriately substituted pyrazole, copper (11) oxide catalyst and potassium carbonate in pyridine at reflux for Q.5 to several hours. The product is purified by column chromatography. The 2-(2-nitrophenyl)-l,3,4-oxadiazoles of Formula (Xk) in Equation 34 below can be prepared by reacting a 2-nitrobenzhydrazide of Formula (XLVI II) with excess triethylorthoformate at 1000 to 150 C for 5 to 24 hours, according to procedures described in U.S. 3,808,223. Equation 34 EMI59.1 wherein R1 is as originally defined. The 2-alkyl-5-(2-nitrophenyl)-1,3,4-oxadiazoles of Formula (Xk') in Equation 35 below can be prepared by heating a 2-nitrobenzhydrazide of Formula (XLIX) in excess phosphorus oxychloride at 70 to 1000C for 0.5 to 2 hours, according to procedures described in iSid. Equation 35 EMI60.1 wherein R1 is as originally defined; and R5 is CH3 or C2H5. Equation 36 below illustrates a method for preparing 2-methylthio-5-(2-nitrophenyl)-1,3,4-oxadiazoles of Formula (Xk"). Equation 36 EMI60.2 wherein R1 is as originally defined. The reactions of Equation 35 above can be run according to similar procedures described in E. Hoggarth, J. Chem. Soc., 4811 (1952). Thus, in reaction 36a, 2-nitrobenzhydrazide XLVIII is reacted with carbon disulfide in pyridine solvent at 25Q to 8000 for about 4 to 16 hours, followed by addition of water and acidification with hydrochloric acid to form a 2-mercapto-5-(2-nitrophenyl)-1,3,4-oxadiazole of Formula (L). In reaction 36b, L is reacted with sodium hydroxide and methyl iodide in water at 0 to 30 C for 0.2 to 1 hour to form Xk". Equation 37 below illustrates a method for preparing 2-halo-5-(2-nitrophenyl)-1,3,4-oxadiazoles of Formula (Xk1 ' ') and 2-alkoxy-5-(2-nitrophenyl)-1,3,4- oxadiazoles of Formula (Xk""). Equation 37 EMI62.1 wherein R1 is as originally defined; and is CH3 or C2H5. The reactions of Equation 37 above can be run according to similar procedures described in U.S. 4,259,104; Golfier and Milcent, J. Heterocyci. Chem., 10, 989 (1975); and R. Madhavan and V. Srinivasan, Indian J. Chem., 7, 760 (1969). Thus, in reaction 37a, a 2-nitrobenzhydrazide XLVIII is reacted with phosgene in an aprotic solvent such as benzene at ambient temperature for about 10 hours, followed by addition of two mole equivalents of triethylamine and heating at reflux for about 2 hours to form 2-(2-ni trophenyl)-1,3,4-oxadiazolin-5-one of Formula (LI). In reaction 37b, LI is reacted with phosphorus pentachloride in phosphorus oxychlori.de or with phosphorus pentabromide in phosphorus oxybromide at 250 to 8000 for about 5 hours to form (Xk"'). And in reaction 37c, Xk' " is reacted with sodium methoxide or sodium ethoxida in a solvent such as methanol or tetrahydrofuran at 0 to 300C for about 0.5 to 5 hours to form Xk"". The 3-(2-nitrophenyl)-1,2,4-oxadiazoles of Formula (X1) in Equation 38 below can be prepared by reacting a 2-nitrobenzamidoxime of Formula (LII) with excess triethylorthoformate at 1000 to 150 C for about 1 to 24 hours, according to the teachings of U.S. 3,910,942. Equation 38 EMI64.1 wherein R1 is as originally defined. The 5-alkyl-3-(2-nitrophenyl)-1,2,4-oxadiazoles of Formula (X1') in Equation 39 below can be prepared by reacting 2-nitrobenzamidoxime LII with an appropriate acid chloride in dioxane, with BF3.(C2H5)20 catalyst, at 25 to 10002 for about 1 to 18 hours, according to the teachings of ibid., or by reacting LII with acid chloride and pyridine in xylene at 250 to 1300C for 0.5 to 5 hours, according to the teachings of U.S. 3,270,029. Also, Xl' can be prepared by reacting LII with excess anhydride at 1000 to 150 C for 0.5 to 5 hours, according to the teachings of ibid. Equation 39 EMI65.1 wherein R1 is as originally defined; and R5 is CH3 or C2H5. The 5-methylthio-3-(2-nitrophenyl).1,2,4-oxa diazoles of Formula (X1") in Equation 40 below can be prepared by reacting 2-nitrobenzamidoxime.LII with a N,N-pentamethylen-methylmercapto-formamide chloride of Formula (LIII) in N-methylpyrrolidinone at 500 to 800C for about 1 to 10 hours, according to the teachings of H. Eilingsfeld and L. Moebius, Chem. Ber., 98, 1293 (1965). Equation 40 EMI66.1 wherein R1 is a originally defined. Equation 41 below illustrates a method for preparing 5-halo-3-(2-nitrophenyl)-1,2,4-oxadiazoles of Formula (Xl'' ') and 5-alkoxy-3-(2-nitrophenyl)-1,2,4- oxadiazoles of Formula (X1""). Equation 41 EMI67.1 wherein R1 is as originally defined; and R5 ' is CH3 or C2H5. The reactions of Equation 41 above can be run by methods known in the art. Thus, in reaction 41a, 2-nitrobenzamidoxime LII is reacted with ethyl chloroformate in excess pyridine at 0 to 1000C for about 1 hour to form a 3-(2-nitrophenyl)-1,2,4-oxadiazolin-5- one of Formula (LIV), according to the teachings of A. R. Katritzky et al., Tetrahedron, 21, 1681 (1965). In reaction 41b, LIV is reacted with excess phosphorus oxychloride or phosphorus oxybromide with pyridine catalyst at 250 to 100aC for 1 to 15 hours to form X1''', according to the teachings of T. Fujita et al., Yakucaku Zasshi, 84, 1061 (1964). And in reaction 41c, X1" ' is reacted with sodium methoxide or sodium ethoxide in a solvent such as methanol, ethanol or tetrahydrofuran at 20 to 500C for about 0.2 to 1 hour to form X1"", according to the teachings of F. Eloy et al., Bull. Soc. Chim. Belg., 78, 47 (1969). The 5-(2-nitrophenyl)-l,2,4-oxadiazoles of Formula (Xm) in Equation 42 below are prepared according to the teachings of Y. Lin et al., J. Org. Chem., 44, 4160 (1979). Equation 42 EMI68.1 EMI69.1 wherein R1 is as originally defined; and R5 is H, CH3 or C2H5. In the reaction of Equation 42a above, 2-nitrobenzamide LV is reacted with excess dimethylalkanamide dimethyl acetal at 800 to 120 C for about 0.3 to 3 hours to form a N-(dimethylamino)methylene)benzamide of Formula (LVI). In reaction 42b, LVI is reacted with hydroxylamine in aqueous dioxane-acetic acid at 25 to 900C for 0.5 to 3 hours to form Xm. The 3-alkoxy- and 3-methylthio-5-(2-nitrophenyl)-1,2,4-oxadiazoles of Formula (Xm') in Equation 43 below are prepared according to the teachings of 8. Nash et al., J. Chem. Soc., 2794 (1969). Equation 43 EMI70.1 wherein R1 is as originally defined; and R5' is CH3 or C2H5. Thus, in the reaction of Equation aDa, 2-nitrobenzoyl chloride LVII is reacted with potassium thiocyanate in a solvent such as toluene or acetonitrile at reflux for 0.2 to 5 hours; the resultant benzoyl thiocyanate is then reacted with excess methanol, ethanol or methyl mercaptan at 250 to 80 C for 0.2 to 5 hours to form an O-alkyl benzoylthiocarbamate or methyl benzoyldithiocarbamate of Formula (LVIII). In reaction 43b, LVI II is reacted with sodium methoxide and methyl iodide in methanol at 00 to 25 C for 1 to 5 hours to form a dialkyl benzoyliminothiocarbonate or dimethyl benzoyliminodithiocarbonate of Formula (LIX). And in reaction 43c, LTX is reacted with hydroxylamine in methanol or ethanol at 00 to 25 C for about 10 to 96 hours to form Xm'. Equation 44 below illustrates a method for preparing 3-halo-5-(2-nitrophenyl)-1,2,4-oxadiazoles of Formula Xm'''. Equation a4 EMI72.1 wherein R1 is as originally defined, except R1 # OCH3. The reactions of Equation 44 can be run by methods known in the art. Thus, in reaction 44a, 3 methoxy-l,2,4-oxadiazole Xm" is demethylated by reaction with excess pyridineoHol neat at 1400 to 160 C for 0.2 to 1 hour under a nitrogen atmosphere to form a 5-(2-nitrophenyl)-1,2,4-oxadiazolin-3-one of Formula (LX), according to the teachings of A. Katritzky et al., Tetrahedron, 21, 1681 (1965). In reaction 44b, LX is reacted with phosphorus oxychloride or phosphorus oxybromide, with pyridine catalyst, at 500 to 100 C for 1 to 10 hours to'form Xm''', according to the teachings of Eloy and Deryckere, Bull. Soc. Chem. Belq., 78, 41 (1969). The 3-(2-nitrophenyl)-1,2,5-oxadiazoles of Formula (Xn) in Equation 45 below can be prepared by heating a 2-nitrophenylglyoxime of Formula (LXI) with 6N NH40H in an autoclave at 150-180 C for 1 to 8 hours, according to the teachings of M. Milone, Gazz. Chim. Ital., 63, 456 (1933). Equation 45 EMI74.1 wherein R1 is as originally defined; and R14 is H, CH3 or C2H5. Equation 46 below illustrates a method for preparing 3-halo-4-(2-nitrophenyl)-1,2,5-oxadiazoles of Formula (Xn') and 3-alkoxy- and 3-methylthio-4-(2nitrophenyl)-1,2,5-oxadiazoles of Formula (Xn"). Equation 46 EMI74.2 wherein R1 is as originally defined; and is CH3 or C2H5. The reactions of Equation 46 above can be run according to similar procedures described in 8. Nash et al., J. Chem. Soc., 2794 (1969). Thus, in reaction 46a, a w-chloro-(2-nitrophenyl)glyoxime of Formula (LXII) is reacted wih phosphorus pentachloride in a solvent such as ether or toluene at about 0 to 30 V for 0.2 to 5 hours to form Xn'. In reaction 46b, Xn' is reacted with sodium methoxide, sodium ethoxide or sodium methylmercaptide in a solvent such as methanol, ethanol or tetrahydrofuran at 250 to 70 C for 0.5 to 5 hours to form Xn". The 2-(2-nitrophenyl)-l,3,4-thiadiazoles of Formula (Xo) in Equation 47 below can be prepared by reacting 2-nitrothiobenzhydrazide LXIII with excess triethylorthoformate at reflux for 1 to 16 hours, according to the teachings of C. Ainsworth, J. Am. Chem. Soc., 77, 1150 (1955). Equation 47 EMI75.1 wherein R1 is as originally defined. The 2-alkyl-5-(2-nitrophenyl)-l,3,4-thiadiazoles of Formula (Xo') in Equation 48 below can be prepared by reacting 2-nitrothiobenzhydrazide LXIII with an appropriate alkylimidate ester HOl in a solvent such as ethanol at 250 to 80 C for 0.5 to 5 hours, accor- ing to the teachings of H. Weidinger and J. Kranz, Ber., 96, 1059 (1963). Equation 48 EMI76.1 wherein R1 is as originally defined; and R5 is CH3 or C2H3. The 2-methylthio-5-(2-nitrophenyl)-l,3,4-thia diazoles of Formula (Xo") in Equation 49 below can be prepared by cyclizing a methyl 3-(2-nitrobenzoyl)dithiocarbazate of Formula (LXIV) in sulfuric acid, polyphosphoric acid, or in benzene with p-toluene- sulfonic acid catalyst (p-TsOH), according to the teachings of R. Young and K. Wood, J. Am. Chem. Soc., 77, 400 (1955). Equation 49 EMI77.1 wherein R1 is as originally defined; and R5' is CH3. Thus, the reaction of Equation 49 above is run in concentrated sulfuric acid at 0 to 300C for 0.1 to 0.5 hour. In polyphosphoric acid, the reaction is run at 500 to 900C for 1 to 24 hours. And in benzene with p-TsOH catalyst, the reaction is run at reflux for 1 to 24 hours. The starting compound LXIV is prepared by alkylation with alkyl iodide of the salt formed from an appropriate 2-nitrobenzhydrazide and carbon disulfide in alcoholic potassium hydroxide, according to the method of M. Busch and M. Starke, J. Prakt. Chem., 93, 49 (1916). Equation 50 below illustrates a method for preparing 2-halo-5-(2-nitrophenyl)-1,3,4-thiadiazoles of Formula (Xo'''). Eauation 50 EMI78.1 wherein R1 is as originally defined. The reactions of Equation 50 are run by methods known in the art. Thus, in reaction 50a1 LXV is cyclized in polyphosphoric acid at 800 to 1200C for about 0.1 to 1 hour to form a 2-amino-5-(2-nitrophenyl)-1,3,4-thiadiazole of Formula (LXVI), according to the teachings of E. Hoggarth, J Chem. Soc., 1163 (1949). In reaction 50b, LXVI is transformed to Xo'' by Sandmeyer reactions. according to methods described in J. Goerdeler et al., Chem. Ber., 89, 1534 (1956) and A. Alemagna and T. Bacchetta, Tetrahedron, 24, 3209 (1968). This requires reacting LXVI with sodium nitrite in hydrochloric or hydrobromic acid in the presence of copper powder at 0 to 50 C for 0.2 to 3 hours. Equation 51 below illustrates a method for preparing 2-alkoxy-5-(2-nitrophenyl)-1,3,4-thiadiazoles of Formula (Xo""). Equation 51 EMI79.1 wherein R1 iS. as originally defined; and R5' is CH3 or C2H5. The reactions of Equation 51 above can be run according to similar procedures described in K. Doyle and F. Kurzer, Tetrahedron, 32, 1031 (1976). Thus, in reaction 51a, a 2-nitrobenzamidrazone'HI of Formula (LXVII) is reacted with an aporopriate alkoxythiocar bonylthioacetic acid in 0.5N NaOH at 180 to 30 C for 0.5 to 2 hours to form a N-(2-nitrcbenzimidoyl)-N' alkoxythiocarbonylhydrazine of Formula (LXVIII). In reaction 51b, LXVIII is cyclized by stirring in 3N HC1 at 300 to 90 C for 0.2 to 2 hours to form Xo"". The alkoxythiocarbonylthioacetic acids are preoared by known methods, e.g., K. Jensen et al., Acta Chemica. Scand., 23, 1916 (1969). Equation 52 below illustrates a method for preparing 3-(2-nitrophenyl)-l,2,4-thiadiazoles and 5chloro-3-(2-nitrophenyl)-1,2,4-thiadiazoles of Formula (Xp). Equation 52 EMI80.1 wherein R1 is as originally defined; and R5 is H or C1. The reactions of Equation 52 can be run according to similar procedures described in 3. Goerdeler et al., Chem Ber., 53, 8166 (1959); and J. Goerdeler and M. Budnowski, Chem. Ber., 94, 1682 (1961). Thus, a 2 nitrobenzamidineoHCl of Formula (LXIX) is reacted with perchloromethylmercaptan or dichloromethanesulfenyl chloride and sodium hydroxide in a solvent such as water-methylene chloride or aqueous dioxane at about -100 to 1000 for 0.2 to 10 hours to form Xp. The 5-bromo-3-(2-nitrophenyl)-1,2,4-thiadiazoles of Formula (Xp') in Equation 53 below can be prepared from 5-maino-3-(2-nitrophenyl)-1,2,4-thiadiazoles of Formula (LXX) by Sandmeye reactions, according to the teachings of J. Goerdeler et al., Chem. Ber., 1534 (1956). Equation 53 EMI81.1 wherein R1 is as originally defined. Thus, according to Equation 53, LXX is reacted with sodium nitrite in hydrobromic acid in the presence of copper powder at -10o to 500C for 0.5 to 3 hours to farm Xp'. The starting amine LXX can be prepared by reaction of 5-chloro-3-(2-nitrophenyl)1,2,4-thiadiazoles Xp, described above in Equation 52, with ammonia by standard methods, e.g., F. Kurzer, Adv. in Heterocycl. Chem., 5, 159 (1965). The 5-alkoxy- and 5-methylthio-3-(2-nitrophenyl)1,2,4-thiadiazoles of Formula (Xp") in Equation 54 below can be prepared by reacting 5-chloro-3-(2-nitro phenyl)-l,2,4-thiadiazole Xp with sodium methoxide, sodium ethoxide or sodium methylmercaptide in a solvent such as methanol, ethanol or tetrahydrofuran at 100 to 500C for 0.5 to 5 hours, according to the teachings of J. Goerdeler et al., Chem. Ber., 90, 182 (1957). Equation 54 EMI82.1 wherein R1 is as originally defined; and R5' is CH3 or C2H5. Equation 55 below illustrates a method for preparing 5-alkyl-3-(2-nitrophenyl)-1,2,4-thiadiazoles of Formula (Xp'''). Equation 55 EMI82.2 EMI83.1 wherein R1 is as originally defined; R5, is H or OH3; and R5 is CH3 or C2H5. The reactions of Equation 55 above can be run according to similar procedures described in G. Goerdeler and H. Hammer, Ber. 97, 1134 (1964). Thus, in reaction 55a, 5-chloro-3-(2-nitrophenyl)-1,2,4-thia diazole Xp is reacted with an appropriate diethyl sodiomalonate in a solvent such as benzene or tetrahydrofuran at reflux for about 5 to 15 hours to form a 5-(substituted)-3-(2-nitrophenyl)-1,2,4-thiadiazoles of Formula (LXXI). In reaction 55b, LXXI is deesterified by heating it in aqueous sulfuric acid at 90 to 11000 for about 0.1 to 0.5 hour to form a 5-carboxymethyl ene-3-(2-nitrophenyl)-1,2,4-thiadiazole of Formula (LXXII). And in reaction 55c, LXXII is decarboxylated by heating under nitrogen at about .1300 to 150 C for 0.1 to 1 hour to form Xp"'. Equation 56 below illustrates a method for preparing 5-(2-nitrophenyl)-1,2,4-thiadiazoles of Formula (Xq). Equation 56 EMI84.1 wherein R1 is as originally defined; and R5 is H, CH3 or C2H5. The reactions of Equation 56 above can be run according to similar procedures described in Yang-i Lin et al., J. Ora. Chem., 45, 3750 (1980). Thus, in reaction 56a, a 2-nitrobenzothioamide of Formula (LXXIII) is reacted with an appropriate N,N-dimethylalkanamide dimethyl acetal at 250 to 10000 for 0.5 to 2 hours to form N-[(dimethylamino)methylene]-2-nitro- benzothioamide of Formula (LXXIV). In the second re action,LXXIV is reacted with O-(mesitylenesulfonyl)hydroxylamine (MSH) in a solvent such as methylene chloride at 0 to 30 C for 0.5 to 5 hours to form Xq. Equation 57 below illustrates a method for preparing 3-halo-5-(2-nitrophenyl)-l,2,4-thiadiazoles of Formula (Xq') and 3-alkoxy- and 3-methylthio-5-(2-nl- trophenyl)-1,2,4-thiadiazoles of Formula (Xq"). Equation 57 EMI85.1 wherein R1 is as originally defined; and R5' is CH3 or C2H5. The reactions of Equation 57 above can be run by methods known in the art. Thus, in reaction 57a, a 2-nitrothiobenzoate of Formula (LXXV) is reacted with guanidine in a solvent such as ethanol or tetrahydrofuran at 0 to about 300C for 2 to 120 hours to form a 2-nitrothiobenSoylguanidine of Formula (LXXVI), according to the teachings of J. Goerdeler and A. Fincke, Chem. Ber., 89, 1033 (1956). In reaction 57b, LXXVI is cyclized by reaction with bromine in methanol at 03 to 600C for 0.5 to 3 hours to form a 3-amino-5-(2nitrophenyl)-1,2,4-thiadiazole of Formula (LXXVII), according to the teachings of ibid. In reaction 57c, LXXVII is reacted with sodium nitrite in hydrochloric acid or hydrobromic acid, in the presence of copper powder, at -100 to 600C for 0.5 to 5 hours to form Xq' via Sandmeyer reaction, according to the teachings of F. Kurzer and S. Taylor, J. Chem. Soc., 3234 (1960). And in the last reaction, Xq' is reacted with sodium methoxide, sodium ethoxide or sodium methylmercaptide in a solvent such as methanol, ethanol or tetrahydrofuran at reflux for 0.5 to 5 hours to form Xq", according to the teachings of ibid. The 3-(2-nitrophenyl)-1,2,5-thiadiazoles of Formula (Xr) in Equation 58 below can be prepared by nitrating 3-phenyl-1,2,5-thiadiazoles of Formula (LXXVIII) with nitric acid at 0 to 3000 for 0.2 to 2 hours, according to the teachings of A. de Munno et al., Int. J. Sulfur Chem., Part A, 2, 25 (1972). Equation 58 EMI87.1 wherein R1 is as originally defined; and R14 is H, C1 or CH3. The starting compounds LXXVII I in Equation 58 above can be prepared by known methods. Several such methods are described in L. Weinstock et al., J. Ora. Chem., 32, 2823 (1967); S. Mataka et al., Synthesis, 7, 524 (1979); V. Bertini and P. Pino, Angew. Chem. Internat. Edit., 5, 514 (1966); and V. Bertini and P. Pino, Corsi. Semin. Chim., 10, 82 (1968). The 3-alkoxy- and 3-methylthio-4-(2-nitrophenyl)1,2,5-thiadiazoles of Formula (Xr') in Equation 59 below can be prepared by reacting 3-chloro-4-(2-nitrophenyl)-1,2,5-thiazoles of Formula (Xr) with sodium methoxide, sodium ethoxide or sodium methylmercaptide in a solvent such as methanol, ethanol or tetrahydrofuran at about Oo to 6000 for 0.5 to 5 hours, according to the teachings of German 1,175,683 and L. Weinstock and P. Pollak, Adv. in Het. Chem., 9, 107 (1968). Equation 59 EMI88.1 wherein R1 is as originally defined; and R14' is CH3 or O2H5. The 4-(2-nitrophenyl)-l12,3-thiadiazoles of Formula (Xs) in Equation 60 below can be prepared according to teachings in U.S. 3,940,407. The method requires reacting an appropriate 2-nitrophenyl alkyl ketone with ethyl carbazate to form the corresponding hydrazide. Subsequent reaction of the hydrazide with thionyl chloride yields Xs. Equation 60 EMI88.2 wherein R1 and R6 are as originally defined. Also, the 5-(2-nitrophenyl)-1,2,3-thiadiazoles of Formula (Xs') in Equation 60a below can be prepared by reacting an appropriate 2-nitrophenylacetaldehyde with ethyl carbazate, followed by cyclizing the hydrazone thus obtained with thionyl chloride according to teachings in U.S. 3,940,407. Equation 60a EMI89.1 wherein R1 and R6 are as originally defined. The l-methyl-5-(2-nitrophenyl)-lH-1,2,4-tria- zoles of Formula (Xt) in Equation 61 below can be prepared by reacting a N-E(dimethylamino)methylene]-2-ni- trobenzamide of Formula (LXX IX) with methylhydrazine in acetic acid at 500 to 900C for 0.5 to 2 hours, according to the teachings of Lin et al., J. Orq. Chem., 44, 4160 (1979). The starting material LXXIX can be prepared by procedures described above in the first step of Equation 42. Equation 61. EMI89.2 wherein R1 and R6 are as originally defined. Equation 62 below illustrates a method for preparing l-methyl-3-(2-nitrophenyl)-lH-1,2,4-triazoles of Formula (Xu). Equation 62 EMI90.1 wherein R1 is as originally defined; R6' is CH3 or C2H5; and 6 is H,-CH3 or C C2H5. The reaction of Equation 62 above can be run according to similar procedures described in M. Atkinson and J. Polya, J. Chem. Soc., 3319 (1954). Thus, Xu is prepared by reacting a N-2-nitrobenzimidoyl-N'- methylhydrazine of Formula (LXXX) with formid acid, acetic anhydride or prop ironic anhydride at about 250 to 10000 for 0.5 to 1 hour. The starting material LXXX is prepared by reacting an appropriate 2-nitro-. benzimidoate HC1 with methylhydrazine in pyridine at ambient temperature according to the- teachings of ibide The l-(2-nitrophenyl)-lH-1,2,4-pyrazoles of Formula Xv in Equation 63 below can be prepared by react- ing a l-formyl-2-(2-nitrophenyl)hydrazine of Formula (XXXI) with excess formamide at reflux for about 1 to 6 hours, according to the procedures described in C. Ainsworth et al., J. Med. Pharm. Chem., 5, 383 (1962). Equation 63 EMI90.2 wherein R1 is as originally defined. The l-(2-nitrophenyl)-1H-1,2,4-triazoles of Formula (Xv') in Equation 64 below can be prepared by reacting a 2-halo-l-nitrobenzene of Formula (XLVI) with a sodium 1,2,4-triazole salt of Formula (LXXXII). The reaction can be run by procedures described above in Equation 33 by one skilled in the art. Equation 64 EMI91.1 wherein M is C1, Br or F; and R1-R12 are as originally defined. Many l-(2-nitrophenyl)-lH-l,2,4-triazoles of Formula (Xv) above can also be prepared by the Ullman reaction, according to the teachings of M. Khan and J. Polya, J. Chem. Soc. C., 85 (1970). This requires reacting a 2-halonitrobenzene, such as XLVI above, with an appropriately substituted 1,2,4-triazole, copper (II) oxide catalyst and potassium carbonate in pyridine at reflux for 0.5 to several hours. The Dro- duct is purified by column chromatography. Equation 65 below illustrates a method for preparing 4-alkyl-3-(2-nitrophenyl)-4H-1,2,4-triazoles of Formula (Xw). Equation 65 EMI92.1 wherein R1, R4 and R15 are as originally defined. In the reaction of Equation 65a above, a 2-nitrophenyldihydrazidine of Formula (LXXXIII) can be heated at elevated temperatures, i.e. 1000 to 2000C, in a solvent such as N-methyl-2-pyrrolidinone to cause cyclization to form a 3-(2-nitrophenyl)-4H-l,2,4-triazole of Formula (LXXXIV), according to methods known in the art, e.g., A. Rusanov, Russ. Chem. Rev., 43, 795 (1974). In reaction 65b, LXXXIV can be alkylated to form Xw. This requires reacting LXXXIV with sodium methoxide followed by an appropriate alkyl iodide in methanol at 250 to 1000C in a sealed tube for 1 to 20 hours. The product is purified by chromatography procedures. The 4-(2-nitrophenyl)-4H-1,2,4-triazoles of Formula (Xx) in Equation 66 below can be prepared by reacting a 2-nitroaniline of Formula (LXXXV) with N,N'diformylhydrazine at 150 to 20000 for about 0.5 to 2 hours, according to methods known in the art, e.g., C. Ainsworth et al., J. Med. Pharm. Chem., 5, 383 (1962). Equation 66 EMI93.1 wherein R1 is as originally defined. Equation 67 below illustrates a method for preparing 4-(2-aminophenyl)-4H-1,2,4-triazoles of Formula (VIlIc). Equation 67 EMI93.2 wherein R1 and R6 are as originally defined. The reaction of Equation 67 above is run according to similar procedures described in W. Ried and H. Lohwasser, Justus Liebigs Ann. Chem., 699, 88 (1966) and Angew Chem. Int. Ed. Engl., 5, 835 (1966). Thus, N-(1,1,2-trifluoro-2-chloroethyl)benzimidazole of Formula (LXXXVI) is reacted with excess hydrazine hydrate in ethylene glycol at reflux for 5 to 20 hours to form VIIIc. Methods for preparing ortho-heteroaromatic nitrobenzenes of Formula (Xy) below are also known in the art. For suitable references, see Elderfield, µ'Hetero- cyclic Compounds", Vol. 5, Chapters 4, 5 and 8, 1957, J. Wiley and Sons, Inc., New York and R. Lakham'and B. Ternai, Advances in Heterocyclic Chemistry, 17, 99-212 (1975). EMI94.1 wherein Q is an imidazole, thiazole, oxazole, imidazoline, thiazoline, oxazoline, oxazine, thiazine or tetrahydropyrimidine ring originally defined. Nitro compounds of Formula (Xy) in which Q is EMI94.2 and R8 and Rg are H are prepared by the procedures shown in Equations 68 and 69. Equation 68 EMI95.1 Equation 69 EMI95.2 Details of the procedures of Equations 68 and 69 can be found in W. E. Cass, J. Am. Chem. Soc., 64, 785 (1942). Compounds of Formula (Xy) in which Q is EMI96.1 and R8 and Rg are H, CH3 or CH3CH2 and both R8 and R9 are not simultaneously H, are prepared by the Robinson Gabriel synthesis of oxazoles from the corresponding acylaminoketones as described in Equation 70. See Elderfield, "Heterocyclic Compounds", Vol. 5, Chapter 5, 1957, J. Wiley and Sons, New York and references therein. Equation 70 EMI96.2 Compounds of Formula (Xy) in which Q is EMI96.3 and Rg is CH30 or CH3CH20 and R8 is H, CH3 or CH3CH2 are prepared as shown in Equation 71. For further details, see Elderfield, location cited above. Equation 71 EMI97.1 Compounds of Formula (Xy) in which Q is EMI97.2 R11 is H and R16 is CH3 or CH3CH2 are prepared as shown in Equation 72. Equation 72 EMI98.1 Compounds of Formula (Xy) in which Q is EMI98.2 R11 is CH3 or CH3CH2 and R16 is CH3 or CH3CH2 are prepared as shown in Equation 73. Equation 73 EMI98.3 For details of the procedure of Equations 72 'and 73, see the cited reference on page 95, line 11. Compounds of Formula (Xy) in which Q is EMI99.1 R11 is C1 or Br and R16 is H, CH3 or CH3CH2 are prepared from the corresponding oxazolone and POCl3 or POBr3 is shown in Equation 74. For details of this procedure, see I. J. Turche, M. J. S. Dewan, Chem. Rev., 75, 391 (1975) page 411 and related references therein. Equation 74 EMI99.2 Compounds of Formula (Xy) where R16 is H, CH3 or CH3CH2 and 11 is CH30, CH3CH20 or OH3S are prepared from (Xy-f) by displacement with the appropriate nucleophile as shown in Equation 75. Equation 75 EMI99.3 For details of this reaction see the cited reference on page 98, section IIo, page 402 and references cited therein. The oxazoles in which Q is EMI100.1 are prepared by analogous procedures to those described in Equations 72, 73, 74 and 75. Substituent limitations are the same. Compounds of Formula (Xy) in which Q is EMI100.2 and R11 and R16 are both H are best prepared by the procedures of Equations 76 or 77. Equation 76 EMI100.3 For details of this procedure, see A. M. Van Leusen, s. E. Hoogenboom and H. Sederius, Tet. Let. 2369 (1972). Equation 77 EMI101.1 For details of this procedure, see Y. Koyama, K. Yokose and L. Dolby, Agric. Biol. Chem., 45, 1285 (1981). Alternatively, sulfonamide of Formula II where Q is EMI101.2 and R11 and R16 are both H can be prepared by the procedure of Equation 77a. Equation 77a EMI101.3 Compounds of Formula (Xy) in which Q is EMI102.1 Rg is C1 or Br and R8 is H, CH3, CH3CH2, OCH3 or OCH2CH3 are prepared by the procedure of Equation 78. Equation 78 EMI102.2 Details and references can be found in I. J. Turchi and M. J. S. Dewar, Them. Rev., 75, 409 (1975). Compounds of Formula (Xy-i) in which Br or C1 has been replaced by CH3O, CH3OH2O or CH3S are prepared by a displacement reaction with the corresponding nucleophile, using procedures known to those skilled in the art. Thiazoles Compounds of Formula (Xy) in which Q is EMI102.3 and R18 is H, CH3 or CH3CH2 and R19 is H, CH3 or CH3CH2 are prepared by the procedure of Equation 79. Equation 79 EMI103.1 Similarly, compounds of Formula (Xy) in which Q is EMI103.2 R16 is H, CH3, CH3CH2 and R11 is H, CH3 or CH3CH2 are prepared by the procedure of Equation 80. Equation 80 EMI103.3 In like fashion to the above, compounds of formula (Xy) in which Q is EMI104.1 and R8 is CH3 or CH3CH2, and R9 is H, CH3 or CHgCH2 are prepared by the procedure of Equation 81. Equation 81 EMI104.2 Routes to compounds of Formulas (Xy-m), (Xy-n) and (Xy-p) are available by reaction of the corresponding acylaminocarbonyl compounds with P2S5 (Gabriel Synthesis) as shown in Equations 82, 83 and 84 respectively. Equation 82 EMI105.1 where R11 is H, CH3, CH3CH2, CH3O or CH3CH2O; R16 is CH3, CH3CH2. Equation 83 EMI106.1 where R18 is H, CH3, CH3CH2, CH3O or CH3CH2O; R19 is CH3 or CH3CH2. Equation 84 EMI106.2 where R8 is H, CH3 or Et; R9 is CH3, CH3CH2, CH3O or CH3CH2O. For additional details on the procedures of Equations 79-84 see: (1) J. V. Metzger (ed.), Chem. Hetero cyclic Compounds, 34, parts (1-3) (1978w1979). (2) J. M. Sprague and A. H. Land, "He terocyclic Compounds", (R. C. Elder field, ed.) V, 484-722. Wiley, N.Y. Compounds of Formula (Xy) in which Q is EMI107.1 and R16 is H, CH3 or CH3CH2, and R11 is Cl or Br are prepared via the Sandmeyer reaction on the corresponding amino derivative as shown in Equation 85. Equation 85 EMI107.2 The amino derivatives (16) are prepared by substitution of the thioamide (5) with thiourea (Equation 80). Treatment of (Xy-q) with NaOCH3, NaOCH2CH3 or NaSCH3 by procedures known to one skilled in the art yields the products in which R11 is OCH3, OCH2CH3 or SCH3 in Formula (Xy-q). In like fashion to the above, compounds of Formula (Xy) in which Q is EMI108.1 R19 is H, CH3 or CH3CH2 and R18 is C1, Br, OCH3, OCH2CH3 or SCH3 can be prepared. Compounds of Formula (Xy-t) in which Q in (Xy) is EMI108.2 and R8 is H, CH3 or CH3CH2 and Rg is C1 or Br are prepared by the procedure of Equation 86. Equation 86 EMI108.3 Compounds (Xy-t) are in turn used to prepare the corresponding analogs in which Br is replaced by OCH3, OCH2CH3 or SCH3 via displacement. While OCH3, OCH2CH3 and SCH3 are best introduced at the nitro stage, Cl or Br are best introduced at the sulfonamide stage in order to avoid possible loss of halogen during reduction. Imidazoles Compounds of Formula (Xy-u) in which Q in (Xy) is EMI109.1 and R is H or C1-C4 alkyl, R8 is H, CH3 or CH3CH2 and R9 is H, CH3 or CH3CH2 are prepared by the procedure of Equation 87. Equation 87 EMI109.2 Additionally, compound (Xy-u) may be prepared from the corresponding imidazoline (Xy-v) by dehydrogenation with a suitable catalyst (Equation 88). Equation 88 EMI109.3 For compounds in which R9 is OCH3, OCH2OH3 or SCH3 in the final product, these substituents are best introduced into the nitro compound (Xy-u) and are prepared by the displacement of compounds in which R9 is Cl or Br in (Xy-u); halogen is introduced by treatment of the compounds of Formula (Xy-u) (R9 is H) with NBS or NCS. To avoid loss of halogen during reduction, halogen is best introduced into the final product at the sulfonamide stage (Equation 89). Equation 89 EMI110.1 Compounds of Formula (Xy-w) in which Q is EMI110.2 in (Xy), R11 is H or 0H35 and R16 is H, CH3 or CH3CH2 are prepared by treatment of the corresponding a-aminoketone with the appropriate isothiocyanate R11NCS as shown in Equation 90. Similarly prepared are compounds (Xy-x) in which R18 is H or SCH3 and R19 is H, CH3 or CH3CH2. Equation 90 EMI111.1 Contacting the appropriate -haloketone with an amidine provides compounds of Formula Xy in which Q is EMI112.1 and R11 is H, CH3 or CH3CH2 as shown in Equation 90-A. Equation 90-A EMI112.2 Alkylation of this product with a C1-C4 alkyl iodide using procedures known to those skilled in the art leads to products in which R11 is H, CH3 or CH3CH2 and R is C1-C4 alkyl. Also produced in the alkylation are compounds in which R is C1-C4 alkyl and R18 is H, CH3 or CH3CH2 and Rl9 is H, CH3 or CH3CH2 as shown in Equation 90-B. Equation 90-B EMI113.1 Oxazolines, Thiazolines and imidazolines The intermediate oxazolines, thiazolines and imidazolies (1), are required for use in preparing compounds of Formula I in which Q is EMI113.2 For methods see: "Heterocyclic Compounds", V, R. C. Elderfield, Editor, John Wiley and Sons, Inc., New York, 1957. R. J. Fern and J. C. Riebsomer, Chem. Rev., 54, 543-613 (1954). R. H. Wiley and L. L. Bennett, Jr., Chem. Rev., 44, 447-476 (1944). Compounds of Formula (Xy) in which Q is EMI114.1 are best prepared by displacement of halogen from the corresponding halo aromatic nitro compound with the imidazole salt as shown in Equation 91. Equation 91 EMI114.2 The reaction is conducted in the presence of an appropriate solvent such as dimethylformamide, N-methylpyr rolidone or THF at temperatures from ambient to reflux and for a period of one to twenty-four hours. The procedure is especially useful when R22 is H, CH3 or CH3CH2. When R22 is CH3S, CH3O or CH3CH2O in (Xy-y), these substituents are best introduced by displacement of the corresponding iodo, bromo or chloro derivatives of (Xy-y). For the preparation of 2-haloimidazoles see: "Heterocyclic Compounds" V, R. C. Elderfield, Editor, John Wiley and Sons, New York, 1957. K. Hofmann, "The Chemistry of Heterocyclic Compounds," (A. Weissberger, ed.), Vol. 6, pp. 1-420. Wiley (Interscience), New York, 1953. The heterocyclic amines of Formula (VII) in Equations la and 3 are also important intermediates for the preparation of the compounds of this invention, which can be prepared by the following methods. The pyrimidines and triazines of Formula (VIIa) to (VIId) below are either known or can be prepared by obvious methods by one skilled in the art. For instance, the synthesis of pyrimidines and triazines -of the general formula VIIa has been reviewed in "The Chemistry of Heterocyclic Compounds", a series published by Interscience Publishers, Inc., New York and London. 2-Aminopyrimidines are described by D. J. Brown in "The Pyrimidines", Vol. 16 of this series. 2-Amino-1,3,5-triazines are reviewed by E. M. Smolin and L. Rapaport in "s-Triazines and Derivatives, Vol. 13 of the same series. The synthesis of triazines is also described by F. C. Schaefer, U.S. 3,154,547 and by K. R. Huffman and F. C. Schaefer, J. Org. Chem., 28, 1812 (1963). The synthesis of the bicyclic amines VIIc and VIId are described in EPO Publication No. 15,683, and that of VIIb in European Patent Publication No. 46,677. EMI115.1 EMI116.1 wherein G, X, X1, Y and Z are as originally defined except Y # CH(OCH3)2 or EMI116.2 Pyrimidines below of Formula (VIIe), where Y is CHtOC2H5)2, 2, are described by W. Braker et al., J. Am. Chem. Soc., 69, 3072 (1947), the disclosure of which is herein incorporated by reference. Using techniques taught by Braker, or suitable modifications that would be obvious to one skilled in the art, the pyrimidines VIIe can be prepared. EMI116.3 wherein X is CH3, OCH3 or Cl; and Y is CH(OCH)2 or EMI116.4 Triazines of Formula (VIIf) may be prepared according to the methods outlined in Equations 92 and 95. Equation 92 EMI117.1 wherein X is CH3 or OCH3; and Y is CH(OCH3)2 or EMI117.2 Equation 93 EMI117.3 EMI118.1 wherein X and Y are as defined in Equation 68. The reaction of Equation 92a is carried out according to the teachings of J. M. McElvain and R. L. Clarke, J. Amer. Them. Soc., 69, 2657 (1947), in which the preparation of ethyl diethoxyiminoacetate is described. The intermediate N-cyanoimidate of Formula (LXXXIX) may be prepared according to the teaching of D. Lwowski in Synthesis, 1971, 263, by reacting LXXXVIII with cyanamide at pH 5.5, and this may be condensed according to reaction 92c with either acetamidine or O-methyl isourea in an alcoholic solvent at 25 to 800C to provide the appropriate triazines. Alternatively, the reaction of Equation 93a, described for substituted acetonitriles by F. C. Schaefer and G. A. Peters in J. Orq. Chem., 26, 412 (1961), may be used to convert nitrile of Formula (LXXXVII) to the corresponding iminoester. The free base may be carried on through reactions 93b and 93c, or, alternatively, converted to the amidinium hydrochloride salt (XC) as described in the aforementioned reference, and condensed with either methyl N-cyanoacetimidate or with dimethyl N-cyano imidocarbonate in the presence of one equivalent of sodium methoxide to provide the triazines of Formula (Vhf). Cyclic acetals of Formula (VIIh) may also be prepared from compounds of Formula (VIIg) according to Equation 94 by acetal exchange. Equation 94 EMI119.1 wherein X is CH3 or OCH3; and Z is CH or N. The reaction of Equation 94 is carried out by heating the acyclic acetal in an inert solvent in the presence of one equivalent ethylene glycol and slightly more than one equivalent of a strong acid, such as p-toluenesulfonic acid with removal of the methanol or ethanol formed in the reaction by distillation. The product is isolated by treatment with aqueous base, and extraction with an organic solvent, and purified by crystallization or column chromatography. Preparations of 3-amino-l,2,4-triazoles of Formula (VII) in Equations la and 3 are known in the art and 1,2,4-triazoles are reviewed in The Chemistry of Heterocyclic Compounds "Triazoles 1,2,4" (John Wiley and Sons, New York, 1981). Commonly used starting materials containing nitrogen are N-aminoguanidine, hydrazine, alkylhydrazines, cyanamide, ethyl cyanoacetimidate, dimethyl cyanodithioimidocarbonate, dimethyl cyanoimidocarbonate, ethoxymethylenecyanamide, and acylhydrazines. Some literature synthesis are illustrated below. Using these techniques or suitable modifications that would be apparent to one skilled in the art, the 3-amino-1,2,4-triazole intermediates can be readily prepared. Heating equimolar amounts of ethyl propionimidate hydrochloride and N-aminoguanidine nitrate in pyridine gives 3-amino-5-ethyltriazole; German Patent 1,073,499 (1960); Berichte, 96, 1064 (1963). EMI120.1 Condensation of hydrazine with ethyl N-cyanoacetimidate yields 3-amino-5-methyltriazole; Journal of Orqanic Chemistry, 28, 1816 (1963). EMI120.2 U.S. Patent 2,835,581 (1958) teaches the preparation of 3-amino-5-(hydroxymethyl)triazole from amino guanidine and glycolic acid and British Patent 736,568 (1955) describes the synthesis of 3-amino-5-mercaptotriazole. EMI120.3 Condensing hydrazine with dimethyl cyanodithioimidocarbonate in acetonitrile gives 3-amino-5-methylthio1,2,4-triazole while reaction of hydrazine with di methyl N-cyÅanoimidocarbonate produces 3-amino-5-me thoxy-1,2,4-triazole; Journal of Organic Chemistry, 39, 1522 (1974). EMI121.1 Reaction of substituted hydrazines with N-cyanothioimidocarbonates (prepared according to the procedure given in D. M. Wieland, Ph.D. Thesis, 1971, pp. 123-124) yields di substituted aminotriazoles as shown below. EMI121.2 Many of the aminoheterocyclic intermediates of Formula (VII) where R13 is methyl may be prepared by a two-step procedure as described for Vili in Equation 95. Equation 95 EMI122.1 wherein X, Y and Z are as originally defined and R13 is CH3. A solution of the amine (XCI) in concentrated hydrochloric acid is treated with sodium nitrite solution and the chloro compound (XCI I) is isolated in the usual manner by filtration of the acidic solution. A representative procedure is described by Bee and Rose in J. Chem. Soc. C, 2031 (1966), for the case in which Z = CH, and X = Y = OCH3. Displacement of the chlorine of (XCII) may be accomplished by heating with an excess of methyl amine in water to obtain the methylamino heterocycle (VIli). Equation 96 below illustrates the preparation of the required methyl pyrimidinyl carbamates and methyl triazinyl carbamates of Formula (III) in Equation 1. 8y obvious modifications, other methyl carbamates of Formula (III) may be prepared by this method by one skilled in the art. Equation 96 EMI123.1 wherein X, Y, Z and R13 are as originally defined. According to Equation 96, a heterocyclic amine is reacted with two equivalents of sodium hydride and excess dimethyl carbonate to form III a. The reaction is run in an inert solvent such as tetrahydrofuran at 250C to reflux for 1 to 24 hours. The product is isolated by (a) adding about two equivalents of concentrated hydrochloric acid under nitrogen at 0 to 300C; (b) filtering; and (c) separating out the organic phase, then drying (sodium sulfate and/or magnesium sulfate) and concentrating to dryness in vacuo. The product IIIa may be purified further by recrystallization or chromatography procedures. Agriculturally suitable salts of compounds of Formula I are also useful herbicides and can be prepared in a number of ways known to the art. For example, metal salts can be made by contacting Compounds of Formula I with a solution of an alkali or alkaline earth metal salt having a sufficiently basic anion (e.g., hydroxide, alkoxide, carbonate or 'hydroxide). Quaternary amine salts can be made by similar techniques. Salts of compounds of Formula I can also be prepared by exchange of one cation to another. Cationic exchange can be effected by direct treatment of an aqueous solution of a salt of a compound of Formula I (e.g., alkali metal or quaternary amine salt) with a solution containing the cation to be exchanged. This method is most effective when the desired salt containing the exchanged cation is insoluble tn water, e.g., a copper salt, and can be separated by filtration. Exchange may also be effected by passing an aqueous solution of a salt of a compound of Formula I (e.g., an alkali metal or quaternary amine salt) through a column packed-with a cation exchange resin containing the cation to be exchanged. In this method, the cation of the resin is exchanged for that of the original salt and the desired product is eluted from the column. This method is particularly useful when the desired salt is water-soluble, e.g., a potassium, sodium or calcium salt. Acid addition salts, useful in this invention, can be obtained by reacting a compound of Formula I with a suitable acid, e.g., g-toluenesulfonic acid, trichloroacetic acid or the like. The compounds of this invention and their preparation are further illustrated by the following examples wherein temperatures are given in degrees centigrade and all parts are by weight unless otherwise indicated. Example 1 3-(Dimethylamino)-1-(2-nitrophenyl)-2-propen-1-one To a solution of 126 g of 2-nitroacetophenone in 125 ml of toluene was slowly added 119 g of N,N-dime- thylformamide dimethyl acetal. The solution was refluxed for 16 hours, then concentrated to dryness in vacuo. The solid residue was washed 1 x 200 ml of 2-propanol and 2 x 200 ml of hexane to yield 147 g of the title compound; m.p. 118-121 C. Anal. Calcd. for CllHl2N203: C, 59.9; H, 5.5; N, 12.7. Found: C, 59.4; H, 5.5; N, 12.6. Example 2 5-(2-Nitrophenyl)isoxazole A suspension containing 99 g of 3-(dimethylamino)-l-(2-nitrophenyl)-2-propen-1-one, prepared in Example 1, and 63 g of hydroxylamine hydrochloride in 250 ml of ethanol was refluxed for 16 hours, then concentrated to dryness in vacuo. Water (400 ml) was added to the residue, and the resulting suspension was filtered. The solid was recrystallized from 2-propanol to give 60 g of the title compound; m.p. 66-69 C. Anal. Calcd. fbr CgH6N203 C, 56.8; H, 3.2; N, 14.7. Found: C, 56.3; H, 3.3, N, 14.6. Example 3 5-( 2-Aminophenyl) isoxazole To a suspension containing 206 g of stannous chloride dihydrate in 520 ml of concentrated hydrochloric acid was cautiously added 56 g of 5-(2-nitrophenyl)isoxazole, prepared in Example 2. The resulting suspension was refluxed on a steam bath for about 1 hour, then cooled to 1000 and filtered. The solid was added to about 600 ml of ice-water, and the suspension was made basic to a pH of about 10 with addition of 50% NaOH. The aqueous mixture. was extracted with methylene chloride. After drying the methylene chloride extract over sodium sulfate, the solvent was evaporated under reduced pressure to give 32 g of the title compound as an oil. Anal. Calcd. for CgH8N20 C, 67.5; H, 5.1; N, 17.5. Found: C, 67.1; H, 5.1; N, 17.3. Example 4 2-( Isoxazol-5-yl) benzenesulfonyl chloride A diazonium salt was prepared by adding a solution of 14.5 g of sodium nitrite in 30 ml of water to a suspension of 32 g of 5-(2-aminophenyl)isoxazole, prepared in Example 3, and 72 ml of concentrated hydrochloric acid in 210 ml of glacial acetic acid cooled at Oa to SoC. After stirring about 0.4 hour, the diazonium salt suspension was poured in one por- tion into a mixture consisting of 150 ml of acetic acid, 8.4 g of cupric chloride dihydrate and 60 ml of sulfur dioxide and cooled at 1000 by an ice-water bath. The mixture was stirred at 100 to 1500 for 0.2 hour then at about 200 to 300C for 3 hours. The suspension was poured into ice-water (about 700 ml) and stirred to form a solid. The mixture was filtered and sure. The solid residue was recrystallized from acetonitrile to give 10 g of the title compound; m.p. 110-113 C. Anal. Calcd. for C14Hl7N304S: C, 51.9; H, 5.3; N, 12.9. Found: C, 51.2; H, 5.3; N, 12.6. Example 7 2-(Isoxazol-5-yl)benzenesulfonyl isocyanate A suspension of 6 g of N-(butylaminocarbonyl)2-(isoxazol-5-yl)benzenesulfonamide, prepared in Example 6, in 50 ml of xylene containing 0.2 g of DABCO was heated at 130-135 C while 1.6 ml of phosgene was added portionwise at a rate to maintain a reflux temperature of 130-1350C. The mixture was refluxed for an additional 2 hours, cooled under nitrogen to room temperature, filtered, and the filtrate was concentrated to dryness in vacuo. A sample of the crude oily product displayed a characteristic sulfonyl isocyanate band in the IR at 2200 cm 1. Example 8 N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2 (isoxazol-5-yl)benzeneSulfonamide To a suspension of 2.5 g of 2-amino-4,6-dimethoxypyrimidine in 25 ml of acetonitrile was added 4 g of crude 2-(isoxazol-5-yl)benzenesulfonyl isocyanate prepared in Example 7. The resulting suspension was warmed at 4000 for about 3 minutes to form a solution. The solution was stirred at room temperature for 10 hours, then concentrated in vacuo to give a viscous oil. The oil was chromatographed in a dry column of silica gel with ethyl acetate as eluant. The first fraction from the column was concentrated in vacuo to yield a solid. The solid was washed 1 X 10 ml of acetonitrile and suction dried to yield 0.5 g of the solid was washed 3 x 100 ml of water and suction dried to give 37 g of crude 2-(isoxazol-5-yl)benzenesulfonyl chloride; m.p. 63-65 C. Example 5 2-(Isoxazol-5-yl)benzenesulfonamide A solution of 37 g of 2-(isoxazol-5-yl)benzenesulfonyl chloride, prepared in Example 4, in 200 ml of tetrahydrofuran, was cooled in an ice-water bath while about-40 ml of concentrated aqueous ammonium hydroxide was added slowly at 100 to 30 C. The resulting suspension was stirred at room temperature for 4 hours, then the solvent was evaporated under reduced pressure. The residue was stirred in 150 ml of water for 0.5 hour, then filtered. The crude, wet solid was dissolved in tetrahydrofuran and dried over sodium sulfate. The solid was recrystallized from 2-propanol to give 20 g of the title compound; m.p. l32l35oC. Anal. Calcd. for C CgH8N203S: C, 48.1; H, 3.6; N, 12.5. Found: C, 47.9; H, 3.6; N, 12.5. Example 6 N-(Butylaminocarbonyl)-2-(isoxazol-5-yl)benzene sulfonamide A solution of 8.7 g of 2-(isoxazol-5-yl)benzenesulfonamide prepared in Example 5, 4.7 g of n-butyl isocyanate and 5.4 g of potassium carbonate in 125 ml of 2-butanone was refluxed for 7 hours. The resulting suspension was concentrated to dryness in vacuo. The residue was taken up in 200 ml of water and extracted once with 100 ml of ethyl ether. The aqueous layer was acidified with 2N HC1 and the resulting suspension was extracted with methylene chloride. After drying the methylene chloride extract o-ver sodium sulfate, the solvent was evaporated off under reduced pres the title compound; m.p. 183-187 C. The IR spectrum showed a carbonyl absorption at 1710 cm-1 indicative of a sulfonylurea. Anal. Calcd. for C16Hl5N506S: C, 47.4; H, 3.7. Found: C, 47.1; H, 3.9. Example 9 Methyl (4,6-dimethoxypyrimidin-2-yl)carbamate 2-Amino-4,6-dimethoxypyrimidine (56 g) was added portionwise to 50% sodium hydride (42.8 g) in 1000 ml of dry tetrahydrofuran. After stirring for 0.5 hour, dimethylcarbonate (58.5 g) was added dropwise with cooling. The mixture was stirred under nitrogen for about 16 hours at ambient temperature. Concentrated HC1 (80 ml) was added slowly as external cooling was used to maintain a pot temperature of about 25 C. Saturated aqueous sodium chloride (80 ml) was then added. The solvents were decanted from the precipitated solids and dried over sodium sulfate. Filtering and evaporating the solvents afforded the crude material which was recrystallized from hexane to yield 54 g of the title compound, m.p. 8l83oC. The IR spectrum showed characteristic absorption bands at 3400 and 1760 cm 1. Example 10 4-(2-Nitrophenyl)isoxazole A suspension of 75 g of 3-(dimethylamino)-2-(2nitrophenyl)acrolein [prepared by the procedure of U. Hengartner et al., J. Orq. Chem., 44, 3748 (1979)] and 47.3 g of hydroxylamine hydrochloride in 300 ml of ethanol was refluxed for 10 hours, then concentrated to dryness in vacuo. Water (400 ml) was added to the residue and the suspension filtered. The isolated solid was recrystallized from 2-propanol to yield 56 g of the title compound; m.p. 51-54 C. Anal. Calcd. for CgH6N203: C, 56.8; H, 3.2; N, 14.7. Found: C, 56.6; H, 3.1; N, 14.4. Example 11 4-(2-Aminophenyl)isoxazole To a suspension of 108 g of stannous chloride dihydrate in 270 ml of concentrated hydrochloric acid was added portionwise 30 g of 4-(2-nitrophenyl)isoxazole prepared in Example 10 at less than 3000. The suspension was stirred at about 200-350C for 10 hours, then cooled to 1000 and filtered. The solid was added to ice-water (400 ml), 50% NaOH was added to make the suspension basic to a pH of about 10, and the resultant suspension filtered. The solid was washed 3 X 100 ml of water and suction dried to give 18 g of the title compound; m.p. 48-510C, Anal. Calcd. for C9H8N20: C, 67.5; H, 5.1; N, 17.5. Found: C, 67.1; H, 5.1; N, 17.2. Example 12 2-(Isoxazol-4-yl)benzenesulfonyl chloride By the procedure of Example 4, a diazonium salt was prepared by reacting 12 g of 4-(2-aminophenyl)isoxazole prepared in Example 11 with 5.5 g of sodium nitrite and 27 ml of concentrated hydrochloric acid in 80 ml of glacial acetic acid. The diazonium salt suspension was added to a suspension of 3.2 g cupric chloride dihydrate and 23 ml of sulfur dioxide in 57 ml of glacial acetic acid to give, after addition of excess water and filtration and suction drying, 15 g of the title compound as a crude solid; m.p. 100-1040C. Example 13 2-(Isoxazol-4-yl)benzensulfonamide By the procedure of Example 5, 15 g of 2-(isoxazol-4-yl)benzenesulfonyl chloride prepared in Example 12 was reacted with 30 ml of concentrated ammonium hydroxide in 150 ml of tetrahydrofuran to give, after recrystallization from 2-propanol, 11 g of the title compound; m.p. 165 167 C. Anal. Calcd. for CgH8N2035 C, 48.2; H, 3.6; N, 12.5. Found: C, 47.8; H, 3.7; N, 12.7. Example 14 N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2- (isoxazol-4-yl)benzenesulfonamide A solution of 2 g of 2-(isoxazol-4-yl)benzenesulfonamide, prepared in Example 13, in 100 ml of methylene chloride was purged with nitrogen. To the solution was added carefully 0.8 g of trimethylaluminum (5.5 ml of 2M solution in toluene) while cooling the flask at 150 to 30 C. After stirring about 0.2 hour, 1.9 g of methyl (4,6-dimethoxypyrimidin-2-yl)carbamate, prepared in Example 9, was added and the suspension was refluxed for 20 hours under a nitrogen atmosphere. The suspension was cooled in an ice-water bath while 50 ml of 25% aqueous acetic acid was carefully added. Excess water was added and the organic phase was separated and dried over sodium sulfate. After evaporation of the solvent in vacuo, the residue was triturated with 25 ml of ethyl acetate to give 0.5 g of the title compound; m.p. 175-178 C. Anal. Calcd. for C16H15N5 0S: C, 47.4; H, 3.7; N, 17.3. Found: C, 46.8; H, 3.7; N, 17.2. Example 15 N.-[(4,6-Dichloro-1,3,5-triazin-2-yl)aminocarbonyl]-2 (isoxazol-4-vl)benzenesulfonamide To 4.5 g of 2-(isoxazol-4-yl)benzenesulfonamide prepared in Example 13 in 20 ml of acetonitrile is added 4 g of dichloro-5-triazinyl isocyanate. The mixture is refluxed for 2 hours, then is cooled to room temperature and filtered. The resulting solid is washed with diethyl ether to give N-((4,6-dichloro- 1,3,5-triazin-2-yl)aminocarbonyl]-2-(isoxazol-4-yl)benzenesulfonamide. Example 16 6-Dimethoxy-l,3, 5-triazin-2-yl)aminocarbonyl)- 2-(isoxazol-4-yl)benzenesulfonamide To 1 g of sulfonamide prepared in Example 15 in 10 ml of methanol is added portionwise 0.41 g of so dium methoxide. After an initial exotherm, the suspension is stirred at 250 to 50oCfor about 1 hour, then cooled to room temperature and diluted with ex cess water (about 30 ml). The solution is acidified to a pH of about 1 with concentrated HC1. The result ing mixture is filtered and suction dried to give the title compound. Example 17 l-Methyl-4-(2-nitrophenyl)-lH-pyrazole A solution of 60 g of 3-(dimethylamino)-2-(2- nitrophenyl)acrolein (see Example 10) and 16.1 g of methylhydrazine in 200 ml of toluene was refluxed for 10 hours, then concentrated to dryness in vacuo. The residue was recrystallized from l-chlorobutane/hexane (about 1:1) to yield 51 g of the title compound; m.p. 41-44 C. Example 18 1-Methyl-4-(2-aminophenyl)-1H-pyrazole By the procedure of Example 3, 25 g of l-methyl- 4-(2-nitrophenyl)-lH-pyrazole prepared in Example 17 was reacted with 81.2 g of stannous chloride dihydrate in 200 ml concentrated HC1 at reflux for 1 hour to yield, after similar work up, 18 g of the title compound as an oil. Anal. Calcd. for: C10H11N3: C, 69.3; H, 6.4; N, 24.2. Found: C, 68.8; H, 6.2; N, 23.9. Example 19 2-(1-Methyl-1H-pyrazol-4-yl)benzensulfonamide By the procedure of Example 4, 17.3 g of 1methyl-4-(2-aminophenyl)-lH-pyrazole prepared in Example 18 was diazotized with 7.2 g of sodium nitrite and 36 ml of concentrated HC1 in 104 ml of glacial acetic acid. The diazonium salt suspension was added to a suspension containing 4.3 g of cupric chloride dihydrate, 30 ml of sulfur dioxide and 76 ml of acetic acid. After completion of the reaction and addition of water, the suspension was extracted with l-chlorobutane. The extraction was dried over sodium sulfate and concentrated in vacuo at less than 40 C to yield 22 g of crude 2-(1-methyl-1H-pyrazol-4-yl)benzensul- fonyl chloride as an oil. By the procedure of Example 5, 21 g of the above oil was reacted with 30 ml of concentrated NH40H in 150 ml of tetrahydrofuran to yield a solid. The solid was recrystallized from acetonitrile to yield 17 g of 2-(l-methyl-lH-pyrazol-4-yl)benzenesulfonamide; m.p. 183-186 C. Anal. Calcd. for 010H11N3O25: 50.6; H, 4.7; N, 17.7. Found: C, 50.8; H, 4.7; N, 18.0. Example 20 N-En4-Methoxy-6-methyl-1,3,5-triazin-2-yl)aminocar- bonyl3-2-( l-methyl-lH-pyrazol-4-yl)benzenesulfonamide By the procedure of Example 14, 2 g of 2-(1- methyl-lH-pyrazol-4-yl)benzenesulfonamide, prepared in Example 19, was reacted in 100 ml of methylene chloride with 0.7 g of trimethylaluminum (5 ml of 2M toluene solution) followed by 1.7 g of methyl (4-methoxy 6-methyl-1,3,5-triazin-2-yl)carbamate. After work up and evaporation of the methylene chloride solvent, the residue was triturated with ethyl acetate to yield 0.6 g of the title compound; m.p. 221-224 C. The IR spectrum showed a carbonyl absorption at 1700 cm indicative for a sulfonylurea. Example 21 N-[2-[3-(Dimethylamino)-l-oxo-2-propenyl]phenyl3- acetami de A suspension of 48 g of N-t2-(1-oxo-1-ethanyl)- phenyl]acetamide and 38 g of N,N-dimethylformamide dimethyl acetal in 150 ml of toluene was heated at reflux for about 16 hours, then concentrated in vacuo to a solid. The solid was recrystallized from l-chlorobutane to yield 40 g of the title compound; m.p. 90-95 C. Anal. Calcd. for C13Hl6N2C2: C, 67.2; H, 6.9; N, 12.0. Found: C, 66.8; H, 6.8; N, 11.7. Example 22 N-C2-(1- and/or 2-methyl-lH-pyrazol-3-yl)phenyl]- acetamide A suspension of 40 g of N-[2-[3-(dimethylamino) l-oxo-2-propenyl)phenyl]acetamide prepared in Example 21 and 9.2 g of methylhydrazine in 130 ml of ethanol was heated at reflux for 10 hours, then concentrated in vacuo. The residue was recrystallized from 1chlorobutane to yield 30 g of the title compound; m.p. 102-106 C. Anal. Calcd. for C12H13N30: C, 66.9; H, 6.1; N, 19.5. Found: C, 66.0; H, 6.0; N, 18.5. Example 23 1- and/or 2-Methyl-lH-3-(2-aminophenyl)pyrazole suspension of 30 g of the acetamide prepared in Example 22 in 75 ml of concentrated HC1 was stirred and heated at reflux for 1 hour, then cooled to 1000 and filtered. The solid isolated was added to about 300 ml of ice-water, and the solution was made basic to a pH of about 8 by addition of 50% NaOH to yield an oil. After extracting the aqueous suspension with dimethyl ether, the ether extract was concentrated in vacuo to yield an oil that solidified on cooling. The solid was recrystallized from l-chlorobutane to yield 20 g of the title compound; m.p. 82-860C. Anal. Calcd. for C10HllN7: C, 69.3; H, 6.4; N, 24.2. Found: C, 69.0; H, 6.3; N, 23.9. Example 24 2-(1- and/or 2-Methyl-lH-pyrazol-3-yl)benzenesulfonamide 8y the procedure of Example 4, 20 g of amine prepared in Example 23 was diazotized with 8.4 g of sodium nitrite and 42 ml of concentrated HC1 in 118 ml of glacial acetic acid. The diazonium salt suspension was added to a suspension containing 4.9 g of cupric chloride dihydrate, 36 ml of sulfur dioxide and 89 ml of acetic acid. After completion of reaction and addition of water, a precipitate formed. The mixture was filtered and the solid obtained was dissolved in methylene chloride and dried over sodium sulfate. Concentration of the methylene chloride solution in vacuo yielded 27 g of crude 2-Cl- and/or 2-methyl-lHpyrazol-3-yl)benzenesulfonyl chloride; m.p. 108-115 C. By the procedure of Example 5, 27 g of the above solid was reacted with about 40 ml of concentrated NH40H in 200 ml of tetrahydrofuran to yield a solid after work up. The solid was recrystallized from 2-propanol to yield 17 g of the title compound; m.p. l74l77CC. Anal. Calcd. for C10H11N23O2S: C, 50.6;-H, 4.7; N, 17.7. Found: C, 50.5; H, 4.6; N, 17.6. Example 25 N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(1- and/or 2-methyl-lH-pyrazol-3-yl)benzenesulfonamide By the procedure of Example 14, 2 g of the sulfonamide prepared in Example 24, was reacted with 0.7 g of trimethylaluminum (4.8 ml of 2M toluene solution) and 1.6 g of methyl (4,6-dimethoxypyrimidin-2-yl)car- bamate in 100 ml of methylene chloride under a nitrogen atmosphere. After evaporation of the methylene chloride solvent in vacuo, the residue was recrystallized from acetonitrile to yield 0.8 g of the title compound; m.p. 210-2120. Anal. Calcd. for O17H18N6 05S: C, 48.8; H, 4.3; N, 20.1. Found: C, 49.4; H, 4.5; N, 21.4. Example 26 2-( lH-Pyrazol-l-yl)benzenesulfonamide A. To a solution of 52 g of l-(2-bromophenyl)pyrazole in 230 ml of diethyl ether under a nitrogen atmosphere and cooled at -700C was added dropwise 175 ml of a l.6M solution of n-butyl lithium in hexane. The suspension was allowed to warm from -70 C to -250C on its own, then a solution of 37 ml of sulfuryl chloride in 69 ml of hexane was added dropwise at -250 to -20 C. After allowing the suspension to warm to room temperature, the suspension was stirred for 5 hours, then filtered to yield 38 g of crude 2-(1H- pyrazol-l-yl)benzenesulfonyl chloride which was contaminated with inorganic salts. B. To a suspension of the above solid in 200 ml of tetrahydrofuran cooled at 10-20 C with an ice bath was added dropwise 50 ml of concentrated aqueous ammonium hydroxide. After adding 25 ml of water to dissolve the salts present, the suspension was stirred at 25 C for 10 hours, then concentrated in vacuo. After adding water to the residue, the mixture was filtered and the residue was recrystallized from 2-propanol to yield 11.2 g of the title compound; m.p. 167-i700C. Anal. Calcd. for O9H9N302S: C, 48.4; H, 4.1; N, 18.8. Found: C, 48.1; H, 4.1; N, 18.9. NMR (CDC13 - DMSO)Ï: 6.5 (t, 1H, NC=CHC=N); 7.3 (br, 2H, SO2NH2); and 7.3-8.2 (m, 6H, arom NCH=C-CHN). Example 27 N-[(4-Methoxy-6-methylpyrimidin-2-yl)aminocarbonyl)-2- (lH-pyrazol-l-yl)benzenesulfonamide By the procedure of Example 14, 1.3 g of the sulfonamide prepared in Example 26 was reacted in 100 ml of methylene chloride with 0.5 g of trimethylaluminum (3.5 ml of 2M toluene solution) followed by 1.3 g of methyl (4-methoxy-6-methylpyrimidin-2-yl)carbamate. After work-up and evaporation of the. methylene chloride solvent, the residue was triturated with warm ethyl' acetate to yield 1 g of the title compound; m.p. 200-2040C. Anal. Calcd. for C16Hl6N6û4S: C, 49.5; H, 4.2; N, 21.6. Found: C, 48.8; H, 4.2; N, 21.3. Example 28 Preparation of 2-(2-oxazolyl)benzenamine To 19.0 g of 2-(2-nitrophenyl)oxazole, (prepared by the procedure of W. E. Cass, J. Am. Chem. Soc., 64, 785 [1942)) 3.0 g of Raney-Nickel catalyst (purchased from Aldrich Chemical Company, Milwaukee, Wisc. 53201) and 200 ml ethanol were combined and reduced at ambi ent temperature and at a H2 pressure of 5-50 psi on a Paar Hydrogenator until the hydrogen uptake ceased. The catalyst was filtered through celite under a blanket of nitrogen. The solvent was removed on a rotary evaporator. 17.4 g of crude product with m.p. 31.320 was obtained and used in the next step. Example 29 Preparation of 2-(2-oxazolyl)benzenesulfonamide Diazotization To 100 ml H20 and 180 ml of concentrated HC1 was added 40.0 g of 2-(2-oxazolyl)benzenamine. The mixture was cooled to 0-5 . To this mixture was added dropwise a solution of 18.6 g NaNO2 in 30 ml of water, keeping the temperature in the range of 0-5 during the addition. The reaction mixture was stirred for 15 minutes after the nitrite addition was complete. Coupling (Sulfonyl Chloride Formation) A second flask was charged with 100 ml glacial acetic acid, 100 ml concentrated HC1 and 4.3 g CuC12. The mixture was cooled to 0-100C. The diazonium salt was added dropwise to the coupling mixture during a period of 15 minutes while maintaining the temperature between O-10 C. The progress of the reaction was monitored by -nitrogen evolution via. a bubbler attached to the reaction vessel. When nitrogen evolution ceased (approximately 2 hours reaction time), the reaction mixture was poured into 1500 ml ice-water. The crude solid sulfonyl chloride was filtered and converted directly to the sulfonamide in the next step. A small dried sample had a m.p. of 88-89 C. Amination (Sulfonamide Formation) The crude solid product from the previous steo was added to a solution of 400 ml tetrahydrofuran containing excess aqueous ammonia and cooled to 10-150. The reaction mixture was stirred for 30 minutes. 300-400 ml of water was added to the reaction mixture, which was then extracted several times with CH2C12. The CH2C12 extracts were combined and back extracted with water, then dried with anhydrous MgS04. The solution of the product was filtered and the solvent removed on a rotary evaporator yielding 36.4 g of crude sulfonamide with m.p. 139-1400. Example 30 Preparation of N-E(4-methoxy-6-methylpyrimidin-2-yl)- aminocarbonyl3-2-(oxazol-2-yl)benzenesulfonamide Under N2, 5.5 ml of 2M(CH,)3Al in toluene (purchased from Aldrich Chemical Co., Milwaukee, Wisc.) was'addled to 2.2 g (.Olm) of 2-(2-oXazolyl)- benzenesulfonamide dissolved in 80 ml dry CH2C12. The reaction was stirred for 15 minutes after the addition. 2.1 g of solid 4-methoxy-6-methylpyrimidin-2-yl)carbamic acid, methyl ester, (prepared by procedures described previously) was added. The reaction was stirred at ambient temperature for one hour and then refluxed for approximately 16 hours. After cooling to 1000, 50 ml of water was added cautiously, dropwise, followed by enough glacial HOAc to lower the pH of the reaction mixture to 3.0. The crude reaction mixture was extracted several times with CH2C12. The extracts were drIed with anhydrous Na2504, filtered, and the solvent stripped on a rotary evaporator. The crude product was triturated with n-butyl chloride-ethyl acetate 1:1. The resulting solid was filtered yielding 1.6 g product with m.p. 208-2090(d). Example 31 Preparation of 1-Methyl-2-(2-nitrophenyl)-1H-imidazole Under N2, 9.5 g of 2-(2-nitrophenyl)-lH-imida zole in a solution of 100 ml dimethylformamide and 25 ml of anhydrous tetrahydrofuran cooled to 0-5 C, was treated with 2.3 g of a 50% mineral oil dispersion of NaH. After the N2 evolution ceased, 8.5 g of 0H31 was added. dropwise over a period of 15 minutes maintaining the temperature at 0-5 . The reaction mixture was allowed to warm to ambient temperature and then stirred for two hours. The reaction mixture was then poured into water. The aqueous suspension of the product was extracted several times with CH2C12. The extracts were combined and dried with anhydrous Na2S04. The solvent was removed on a rotary evaporator. The last traces of dimethylformamide were removed under high vacuum; a waxy solid remained. The crude product was crystallized from CH3CN. Two crops totaling 3.6 g were obtained. The m.p. was 89-900. Example 32 Preaparation of 2-(1-methyl-1H-imidazol-2-yl)benzenamine 28.0 g Nitro compound from the preceding step was added to 120 ml of concentrated Hel and cooled to OlO0O. A solution of 96.6 g of SnC12ç2H20 in 120 ml concentrated HC1 (cooled to 0-10 C) was added to the nitro compound. The reaction mixture was warmed to 500 on a steam bath to complete the reduction. The reaction mixture was poured into ice-water and the pH raised to 10-12 with 50% NaOH solution. The precipitated product was filtered and taken up in CH2C12. The organic solution of the crude product was dried with anhydrous Na2SO4. The solvent was removed on a rotary evaporator yielding 16.9 g tan product with m.p. 152-1530. Example 33 Preparation of 2-(1-methyl-1H-imidazol-2-yl)benzenesulfonamide D iazot ization 16.0 g of Amino compound from the preceding step was added to 100 ml of concentrated HC1 and cooled to 0-50. A solution of 6.7 g NaN02 in 15 ml of water was added dropwise maintaining the temperature at 0-5 . The reaction mixture was stirred 10 minutes after the addition was completed. Couplina Into a vessel cooled to 0-5 C were charged 50.0 ml HC1, .16 g CuC12 and 21.5 ml S02. The cooled diazonium salt from the preceding step was added dropwise over a period of 10-15 minutes keeping the temperature between 0-5 C. The reaction was stirred for 1 hour at 0-5 C. A yellow precipitate formed which was filtered. A small sample of this product was crystallized from CH3CN and had a m.p. of 215-2180C. The spectral data and color are more consistent with the tricyclic salt EMI142.1 (1H-imidazo[1,2-ss][1,2]benzisothiazol-1-ium, 1-methyl5,5-dioxide chloride) rather than the sulfonyl chloride EMI142.2 The salt was then aminated as described below. Amination The crude yellow solid from the preceding step was dissolved in water and enough concentrated aqueous NH3 was added to raise the pH to 9.0. The reaction mixture was stirred at ambient temperature for about 30 minutes. The reaction mixture was poured into H20 and then extracted with CH2C12, dried with anhydrous Na2S04 and the solvent removed on a rotary evaporator. 4.5 9 of crude product was obtained. The product was purified by dry column chromatography on silica gel with 1% EtOH/EtOAc. The purified product was washed from the silica with MeOH. The MeOH was removed on a rotary evaporator yielding 3.6 g of product sulfonamide with a m.p. of l58l63O. Example 34 Preparation of N-[(4,6-dimethoxypyrimdin-2-yl)amino carbonyl)-2-(l-methyl-lH-imidazol-2-yl)benzenesulfon- amide Under N2, 2.3 ml of a 2M solution of (0H3)3A1 was added dropwise to a solution of 1.0 g of sulfonamide from the preceding step in 40 ml of CH2C12. The mixture was stirred at ambient temperature for 15 minutes after which .89 g of (4,6-dimethoxypyrimidin 2-yl)carbamic acid, methyl ester was then added. The reaction was stirred at ambient temperature for 15 minutes and then heated to reflux for 16 hours. The reaction mixture was cooled to 100 and 50 ml of water was added dropwise. The crude reaction mixture was extracted with CH2C12 several times. The organic extract of the product was dried with anhydrous Na2SO4, filtered and the solvent removed on a rotary evaporator. The crude product was triturated with EtOAc and filtered. .5 g of product with m.p. l82l830 was obtained. Example 35 Preparation of 2-(4,5-dihydro-4,4-dimethyloxazole-2yl)benzenesulfinic acid, lithium salt To 200 ml of dry tetrahydrofuran was added 16.3 g (.1M) of 2-phenyl-4,4-dimethyl-4,5-dihydrooxazole (prepared by the procedure taught in J. Org. Chem., 28, 2759 [1963)). The solution was cooled to 300 to -400 and 65 ml of 1.6M solution (.105M) of butyl lithium was added dropwise while maintaining the temperature. After the addition the reaction was allowed to warm to 00. The reaction was stirred for one hour at 0 and then cooled to -400. While maintaining the temperature, 4.7 ml of sulfur dioxide was added dropwise. When the last drop of SO2 was added, the reddish yellow solution of the lithium agent turned lemon yeliow. The reaction was stirred for one hour after the addition and allowed to warm to room temperature. The solvent was stripped on a rotary evaporator leaving a solid residue which was triturated with anhydrous ether. The product was filtered and dried in a vacuum oven at 700 for 16 hours. Example 36 Preparation of 2-(4,5-dihydro-4,4-dimethyloxazol-2-yl)- benzenesulfonamide 21.0 g of sulfinic acid from the preceding step was dissolved in 150 ml of anhydrous tetrahydrofuran and cooled to -50 . To this mixture was added a solution containing approximately an equivalent amount of chloramine prepared as follows: (see Coleman and Hauser, J. Am. Chem. Soc., 50, 1193 (1928). To 12.0 gms of aqueous NH3 and 300 ml of ether cooled to 0-5 C was added 286 g of aqueous NaOOl (5.25%) also cooled to 0-5 C. The mixture was stirred for 15 minutes. The ether layer was separated, the aqueous phase was extracted with 100 ml of ether cooled to 00. The ether extracts were cooled to -300 and dried with anhydrous CaC12. The resulting cold ethereal chloramine solution was added to the sulfinic acid maintaining the temperature at -3û to -500. The reaction mixture was allowed to warm to O to -100C and stirred for 30 minutes. The reaction mixture was then allowed to warm to ambient temperature over a period of one hour. The reaction mixture was extracted once with an aqueous NaHSO3 solution and then dried and filtered. The ether was stripped on a rotary evaporator to yield an oil. Trituration with CH2C12 yielded 1.1 g of product with m.p. l42l46o. Dry column chromatography of the filtrate on silica gel with ethyl acetate yielded an additional 1.2 g of product with m.p. 138-142 . Example 37 2-(4,5-dihydro-4,4-dimethyloxazol-2-yl)-N-[(4,6-di chloro-1,3,5-triazin-2-yl)aminocarbonyl]benzenesul- fonamide To 1.1 g of sulfonamide from the preceding step dissolved in 15 ml of anhydrous tetrahydrofuran under N2 at ambient temperature was added a solution of .78 g of 4,6-dichloro-l,3,5-triazine isocyanate dissolved in 5 ml of anhydrous tetrahydrofuran. The reaction mixture was refluxed for 30 minutes. After cooling to ambient temperature, the solvent was removed on a rotary evaporator. The crude product was triturated with hexane and filtered yielding 1.7 g which was used in the following step without further purification. Example 38 Preparation of 2-(4,5-dihydro-4,4-dimethyloxazol-2 yl)-N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocar- bonyl]benzenesulfonamide To 5 ml of CH30H was added .4 g of urea from the preceding step. Solid NaOCH3 (.157 g) was added and the reaction mixture refluxed for 30 minutes. The reaction mixture was poured into 50 ml H20. The aqueous solution was extracted with CH2C12 and the organic extract discarded. The pH was lowered to 3.0 with HOAc. The aqueous solution was then extracted with CH2C12 and the extracts were combined, dried with anhydrous Na2S04, filtered and the solvent was removed on a rotary evaporator yielding 300 mg of crude product, i.r. (nujol) 5.8211 (C=O). Example 39 Preparation of 5-[(2-phenylmethylthio)phenyl]oxazole A mixture of 22.8 g 2-(phenylmethylthio)benzaldehyde (prepared by the procedure of G. W. Stacy, et al., J. Oro. Chem., 35, 3495 (1970)), 19.5 g of p-toluene- sulfonylmethylisocyanide, 13.8 g of anhydrous potassium carbonate and 150 ml methanol was heated at reflux for 3.75 hours. The reaction solution was cooled and the solvent evaporated under reduced pressure. The resulting oily solid was partitioned between water and ether. The organic phase was dried over anhydrous magnesium sulfate, filtered, and the solvent evaporated under reduced pressure. Distillation of the crude oil gave 16.4 g of the title compound as a viscous yelloworange oil, bp 180-1940 (0.7-1.0 mm); NMR (CDC13) 6 4.05 (s, 2H, CH2), 7.2-7.6 (m, 9H, aromatic), 7.8 (s, lH, CH) and 7.95 (s, lH, CH). Example 40 Preparation of 2-(oxazol-5-yl)benzenesulfonamide A solution of 16.0 g of 5-[(2-phenylmethylthio) phenyl)oxazole in a mixture of 100 ml of acetic acid and 10 ml of water was cooled to 5 and 9.1 ml of chlorine was added portionwise while maintaining. the temperature below 150. When addition of chlorine was complete, the yellow-brown solution was stirred 15 minutes at 5-10 then poured into 600 ml of ice water. The aqueous mixture was extracted with ether. The organic solution was washed with water (3 x 250 ml) followed by brine (50 ml), then dried over anhydrous magnesium sulfate, filtered and the solvent removed under reduced pressure. The crude reaction product was dissolved in 150 ml of tetrahydrofuran and cooled to 0-5 . Ammonium hydroxide (8.0 ml) was added dropwise. The red-orange suspension was stirred 20 minutes at 0-5 then allowed to warm to ambient temperature and stirred until TLC (Hexane/ethyl acetate-l:l) showed no sulfenyl chloride remained. The solvent was removed under reduced pressure and the resulting oily solid triturated with 250 ml of cold water. The resulting oily solid was collected and washed sequentially with water, butyl chloride/hexane (1:1), isopropyl alcohol and butyl chloride giving 7.1 g of the title compound as a slightly yellow solid, m.p. l57l63C; ir (mull) 3420 and 3210 cm 1 (NH2). Using the techniques described in Equations 1 to 9.6 and Examples 1 to 40, or simple modifications thereof, the following compounds in Tables 1-15 may be made by one skilled in the art. Table 1 EMI148.1 R1 R2 R3 R13 X Y Z W Ww m.p.( C) H H H H CH3 CH3 CH O 0 180-185 H H H H CH3 OCH3 CH O 0 195-189 H H H H CH3 CH3 N O 0 183-185 H H H H CH3 OCH3 N O 0 164-172 H H H H OCH3 OCH3 N O 0 168-173 H H GH H Ch3 CH3 CH S O H H H H OCH3 CH3 CH S O H H H H OCH3 OCH3 CH S O H H H H CH3 CH3 N S O H H H H OCH3 CH3 N S O H H H H OCH3 OCH3 N S O 5-F H H H OCH3 OCH3 CH 0 0 6-C1 H H H OCH3 OCH3 CH O 0 4-Br H H H OCH3 OCH3 CH O 0 3-CH3 H H H CH3 OCH3 N O 0 5-CF3 H H H OCH3 OCH3 N O 0 5-OCH3 H H H OCH3 OCH3 CH O 0 H H H CH3 OCH3 OCH3 CH O 0 H H H CH3 OCH3 CH3 N O 0 H CH3 H H OCH3 OCH3 CH O O H CH3 H H CH3 OCH3 CH O 0 H CH3 H H CH3 CH3 CH O O H CH3 H H CH3 OCH3 N 0 0 H O2H5 H H OCH3 OCH3 CH 0 0 Table 1 (continued) R1 R2 R3 R13 X Y Z W W" m.p.( C) H C2H5 H H CH3 OCH3 CH O 0 H C2H5 H H Ch3 CH3 CH O O H C 2H5 H H OCH3 CH3 N O 0 H Cl H H OCH3 OCH3 CH O O H Br H H OCH3 OCH3 CH O O H H CH3 H OCH3 OCH3 CH 0 0 H H CH3 H CH3 OCH3 CH O O H H CH3 H CH3 CH3 CH O O H H CH3 H OCH3 CH3 N 0 0 H H C2H5 H OCH3 OCH3 CH O O H H C2H5 H CH3 OCH3 CH O 0 H H C2H5 H CH3 CH3 CH O O H H C2H5 H CH3 OCH3 N O O H H Cl H OCH3 OCH3 CH S O H H Br H OCH3 CH3 CH S 0 H H OCH3 H OCH3 OCH3 CH S O H H OC2H5 H CH3 OCH3 CH S O H H SCH3 H CH3 CH3 CH S O H H H H Cl NH2 CH O 0 H H H H Cl OCH3 CH O O H H H H Cl NHCH3 CH O 0 H H H H Cl N(CH3)2 CH O 0 H H H H CH3 CH2OCH3 CH O 0 H H H H CH3 C2H5 CH O O H H H H CH3 OC2H5 CH O O H H H H OCH3 CH(OCH3)2 CH O 0 H CH3 CH3 H OCH3 OCH3 CH O 0 H CH3 CH3 H OCH3 CH3 N O O H CH3 CH3 H OCH3 CH3 CH O O H H CH3 H OCH3 OCH3 N O 0 H H CH3 H CH3 CH3 N O O H CH3 H H OCH3 OCH3 N O 0 Table 1 (continued) EMI150.1 <tb> R1 <SEP> R2 <SEP> R3 <SEP> R13 <SEP> X <SEP> Y <SEP> Z <SEP> W <SEP> W" <SEP> m.p.( C) <tb> H <SEP> CH3 <SEP> H <SEP> H <SEP> OH <SEP> OH3 <SEP> N <SEP> O <SEP> 0 <tb> H <SEP> 3 <SEP> CH3 <SEP> H <SEP> OH <SEP> OH <SEP> OH <SEP> O <SEP> 0 <tb> <SEP> 3 <SEP> 3 <tb> H <SEP> OH3 <SEP> OH3 <SEP> H <SEP> OCH3 <SEP> ûCH3 <SEP> N <SEP> O <SEP> 0 <tb> H <SEP> OH3 <SEP> CH3 <SEP> H <SEP> C <SEP> OH3 <SEP> N <SEP> O <SEP> 0 <tb> H <SEP> H <SEP> C <SEP> H <SEP> OCH3 <SEP> ûCH3 <SEP> N <SEP> O <SEP> 0 <tb> H <SEP> H <SEP> C2Hs <SEP> H <SEP> CH <SEP> OH3 <SEP> N <SEP> O <SEP> 0 <tb> 025 <tb> H <SEP> H <SEP> H <SEP> 3 <SEP> 3 <SEP> N <SEP> O <SEP> O <tb> H <SEP> C <SEP> H <SEP> H <SEP> H <SEP> OH3 <SEP> 3 <SEP> N <SEP> O <SEP> O <tb> H <SEP> H <SEP> H <SEP> CH3 <SEP> CH3 <SEP> OCH3 <SEP> CH <SEP> O <SEP> 0 <tb> H <SEP> H <SEP> H <SEP> CH3 <SEP> CH3 <SEP> CH3 <SEP> CH <SEP> O <SEP> 0 <tb> H <SEP> H <SEP> H <SEP> CH3 <SEP> OCH3 <SEP> OCH3 <SEP> N <SEP> O <SEP> 0 <tb> H <SEP> H <SEP> H <SEP> CH3 <SEP> CH3 <SEP> CH3 <SEP> N <SEP> O <SEP> 0 <tb> H <SEP> H <SEP> H <SEP> H <SEP> OCH, <SEP> OCH3 <SEP> CH <SEP> O <SEP> 0 <SEP> 183-1870 <tb> H <SEP> H <SEP> H <SEP> H <SEP> OCH3 <SEP> OCH3 <SEP> CH <SEP> O <SEP> S <tb> H <SEP> H <SEP> H <SEP> H <SEP> OCH3 <SEP> Ooh3 <SEP> N <SEP> OS <tb> H <SEP> H <SEP> H <SEP> H <SEP> CH3 <SEP> OOPHS <SEP> CH <SEP> O <SEP> S <tb> H <SEP> H <SEP> H <SEP> H <SEP> CH3 <SEP> OCH2CH20CH3 <SEP> N <SEP> O <SEP> 0 <tb> H <SEP> H <SEP> H <SEP> H <SEP> CH3 <SEP> OCH2CF3 <SEP> N <SEP> O <SEP> 0 <tb> H <SEP> H <SEP> H <SEP> H <SEP> OCH3 <SEP> SCH3 <SEP> N <SEP> O <SEP> 0 <tb> H <SEP> H <SEP> H <SEP> H <SEP> CH3 <SEP> OF3 <SEP> OHOO <tb> <SEP> ,0 <tb> H <SEP> H. <SEP> H <SEP> H <SEP> CH3 <SEP> CH <SEP> CH <SEP> O <SEP> 0 <tb> H <SEP> H <SEP> H <SEP> H <SEP> C1 <SEP> OC2H5 <SEP> CH <SEP> O <SEP> 0 <tb> Table la EMI151.1 R R1 R2 R3 R5 R13 X Y Z Ww m.p.( C) CH3 H H H H H CH3 CH3 CH O 212-216 CH3 H H H H H CH3 OCH3 CH 0 207-211 CH3 H H H H H OCH3 OCH3 N 0 190-195 CH3 H H H H H CH3 CH3 N 0 192-197 CH3 H H H H H CH3 OCH3 N 0 202-205 H H H H H H OCH3 OCH3 CH O C2H5 H H H H H CH3 OCH3 CH O n-propyl H H H H H OCH3 OCH3 CH 0 CH(CH3)2 H H H H H OCH3 OCH3 CH O CH3 H H H H CH3 OCH3 OCH3 CH O CH3 H CH3 H H H OCH3 OCH3 CH O CH3 H CH3 H H H OCH3 CH3 CH O CH3 H CH3 H H H OCH3 CH3 N O CH3 H H CH3 CH3 H OCH3 OCH3 CH O CH3 H H CH3 CH3 H CH3 OCH3 CH O CH3 H H CH3 CH3 H OCH3 CH3 N O CH3 H CH3 CH3 CH3 H OCH3 OCH3 CH O CH3 H CH3 CH3 CH3 H OCH3 CH3 N O CH3 H C2H5 H H H OCH3 OCH3 CH 0 CH3 H H CH3 CH3 H CH3 CH3 CH O CH3 H H CH3 CH3 H OCH3 OCH3 N O CH3 H H CH3 CH3 H CH3 CH3 N O CH3 H CH3 H H H CH3 CH3 CH O CH3 H CH3 H H H OCH3 OCH3 N O Table 1a (continued) EMI152.1 <tb> R <SEP> R1 <SEP> R2 <SEP> R3 <SEP> R5 <SEP> R13 <SEP> X <SEP> Y <SEP> Z <SEP> w" <SEP> m.p.(oC) <tb> CH3 <SEP> H <SEP> CH3 <SEP> H <SEP> H <SEP> H <SEP> CH3 <SEP> CH3 <SEP> N <SEP> O <tb> CH3 <SEP> H <SEP> H <SEP> C9!5 <SEP> C2H5 <SEP> H <SEP> OCH3 <SEP> OC <SEP> 3 <SEP> CH <SEP> O <tb> CH3 <SEP> H <SEP> H <SEP> C5 <SEP> C2H3 <SEP> H <SEP> OCH3 <SEP> CH3 <SEP> CH <SEP> O <tb> CH3 <SEP> H <SEP> H <SEP> C <SEP> C2H5 <SEP> H <SEP> OCH3 <SEP> CH3 <SEP> 'N <SEP> O <tb> CH3 <SEP> H <SEP> H <SEP> C2H5 <SEP> C2H3 <SEP> H <SEP> CH3 <SEP> CH3 <SEP> CH <SEP> O <tb> CH3 <SEP> H <SEP> H <SEP> C5 <SEP> 5 <SEP> C2H5 <SEP> H <SEP> OCH3 <SEP> OCH3 <SEP> N <SEP> O <tb> CH3 <SEP> H <SEP> H <SEP> H <SEP> H <SEP> H <SEP> OCH3 <SEP> OCH3 <SEP> CH <SEP> 0 <SEP> 210-212 <tb> CH3 <SEP> H <SEP> H <SEP> H <SEP> H <SEP> H <SEP> C1 <SEP> OCH3 <SEP> CH <SEP> O <tb> CH2(CH2)2CH3 <SEP> H <SEP> H <SEP> H <SEP> H <SEP> H <SEP> OCH3 <SEP> OCH3 <SEP> CH <SEP> O <tb> CH3 <SEP> H <SEP> H <SEP> H <SEP> H <SEP> H <SEP> OCH3 <SEP> CH(OCH3)2 <SEP> CH <SEP> O <tb> CH3 <SEP> H <SEP> H <SEP> H <SEP> H <SEP> H <SEP> OCH3 <SEP> CH20CH3 <SEP> CH <SEP> O <tb> CH3 <SEP> H <SEP> H <SEP> H <SEP> H <SEP> H <SEP> CH3 <SEP> OC2H5 <SEP> CH <SEP> O <tb> CH3 <SEP> H <SEP> H <SEP> H <SEP> H <SEP> H <SEP> OCH3 <SEP> OH(: :J <SEP> or <SEP> 0 <tb> CH3 <SEP> H <SEP> H <SEP> H <SEP> H <SEP> H <SEP> OCH3 <SEP> OCH3 <SEP> CH <SEP> S <tb> Table Ib EMI153.1 R1 R2 R5 R13 X Y Z W Ww m.p.( C) H H H H CH3 OCH3 CH O O H H H H CH3 CH3 CH O 0 H H H H OCH3 OCH3 CH O 0 189-193 H H H H CH3 CH3 N O O H H H H OCH3 OCH3 N O 0 H H H H CH3 OCH3 N O 0 H H H H CH3 CH3 CH S O H H H H OCH3 OCH3 CH S O H H H H OCH3 CH3 CH S O H H H H CH3 CH3 N S O H H H H OCH3 OCH3 N S O H H H H CH3 OCH3 N S O H H H CH3 OCH3 OCH3 CH O 0 H H CH3 H OCH3 OCH3 CH O O H H CH3 H OCH3 CH3 CH O O H H CH3 H CH3 CH3 CH O O H H CH3 H OCH3 CH3 N O 0 H H C2H5 H OCH3 OCH3 CH O O H H C2H5 H OCH3 CH3 CH O O H H C2H5 H CH3 CH3 CH O O H H C2H5 H OCH3 CH3 N O 0 H H OCH3 H OCH3 OCH3 CH O 0 H H OCH3 H CH3 OCH3 CH O 0 H H OCH3 H Ch3 CH3 CH O O Table lb (continued) R1 R2 R5 R13 X Y Z W W" m.p.( C) H H OCH3 H OCH3 CH3 N O 0 H CH3 CH3 H OCH3 OCH3 CH O 0 H CH3 CH3 H OCH3 CH3 CH O 0 H H Cl H OCH3 OCH3 CH S O H H Br H OCH3 CH3 CH S O H H OCH3 H OCH3 OCH3 CH S O H H OC2H5 H OCH3 CH3 CH S O H H SCH3 H CH3 CH3 CH S O H H CH3 H OCH3 OCH3 N O 0 H H CH3 H CH3 CH3 N O 0 H H OCH3 H OCH3 OCH3 N O 0 H H OCH3 H CH3 CH3 N O 0 H H C2H5 H OCH3 OCH3 N O 0 H H H H Cl OCH3 CH O O H H H H OCH3 CH(OCH3)2 CH O 0 H H H H OCH3 OCH3 CH O S Table lc EMI155.1 R1 R12 R12' R13 X Y Z W Ww m.p.( C) H H H H CH3 CH3 CH O O 197-202 H H H H OCH3 CH3 CH O 0 181-1850 H H H H CH3 CH3 N 0 0 187-192 H H H H OCH3 OCH3 N O 0 180-185 H H H H CH3 OCH3 N O 0 178-1810 H CH3 H H OCH3 OCH3 CH O 0 H CH3 H H OCH3 CH3 CH O 0 H CH3 H H OCH3 CH3 N O 0 H CH3 H H CH3 CH3 CH O 0 H CH3 CH3 H CH3 CH3 CH O 0 H CH3 CH3 H OCH3 OCH3 CH O O H CH3 CH3 H OCH3 CH3 CH O O H CH3 CH3 H OCH3 CH3 N O O H H H CH3 OCH3 OCH3 CH O O H H H CH3 CH3 OCH3 CH O 0 H H H H CH3 CH2OCH3 CH O O H H H H CH3 OC2H5 CH O 0 H H H H OCH3 CH(OCH3)2 CH 0 0 H H H H CH3 C2H5 CH O O H H H H Cl OCH3 CH O O H H H H Cl NH2 CH O O H H H H Cl NHCH3 CH O 0 H H H H Cl N(CH3)2 CH O O Table lc (continued) R1 R12 R12' R13 X Y Z W Ww m.p.( C) H H H H CH3 CH3 CH NCH3 O 218-222 H H H H OCH3 CH3 CH NCH3 O 222-2260 H H H H OCH3 OCH3 CH NCH3 0 220-226 H H H H CH3 CH3 N NCH3 0 232-237 H H H H OCH3 OCH3 N NCH3 0 195-200 H CH3 H H OCH3 OCH3 CH NCH3 0 H CH3 H H OCH3 CH3 CH NCH3 0 H CH3 H H CH3 CH3 CH NCH3 O H CH3 H H OCH3 CH3 N NCH3 O H CH3 CH3 H CH3 CH3 CH NCH3 O H CH3 CH3 H OCH3 CH3 CH NCH3 O H CH3 CH3 H OCH3 OCH3 CH NCH3 O H CH3 CH3 H CH3 OCH3 N NCH3 O H CH3 CH3 H OCH3 OCH3 N NCH3 O H H H H CH3 CH2OCH3 CH NCH3 O H H H H CH3 OC2H5 CH NCH3 O H H H H CH3 CH(OCH3)2 CH NCH3 O H H H CH3 OCH3 OCH3 CH NCH3 O H H H CH3 CH3 OCH3 CH NCH3 O H H H H CH3 CH3 CH S O H H H H OCH3 CH3 CH S O H H H H OCH3 OCH3 CH S O H H H H CH3 CH3 N S O H H H H CH3 OCH3 N S O H H H H OCH3 OCH3 N S O H CH3 H H OCH3 OCH3 N O 0 H CH3 H H CH3 CH3 N O 0 H CH3 CH3 H OCH3 OCH3 N O 0 H CH3 CH3 H CH3 CH3 N 0 0 H H H H OCH3 OCH3 CH O 0 175-178 H H H H OCH3 CH3 N NCH3 0 221-224 Table ld EMI157.1 R1 R4 R6 R7 R13 X Y Z Ww m.p.( C) H H H H H CH3 CH3 CH O 98-202 H H H H H OCH3 OCH3 CH 0 194-198 H H H H H OCH3 CH3 CH O 200-204 H H H H H OCH3 OCH3 N 0 188-192 H H H H H OCH3 CH3 N 0 184-188 H CH3 H CH3 H CH3 CH3 CH O H CH3 H CH3 H OCH3 OCH3 CH O H CH3 H CH3 H OCH3 CH3 CH O H CH3 H CH3 H OCH3 OCH3 N O H CH3 H CH3 H OCH3 CH3 N O H CH3 H CH3 H CH3 CH3 N O H H H H CH3 OCH3 OCH3 CH O H CH3 C2H5 CH3 H OCH3 OCH3 CH O H H 02H5 H H OCH3 OCH3 CH O H CH3 CH3 CH3 H OCH3 OCH3 CH O H CH3 CH3 CH3 H OCH3 CH3 CH O H CH3 CH3 CH3 H OCH3 CH3 N O H CH2CH2CH3 H H H OCH3 OCH3 CH O H H H CH(CH3)2 H OCH3 CH3 N O H H H H H CH3 CH3 N 0 201-205 H C2H5 H C2H5 H OCH3 OCH3 CH o H CH2(CH2)2CH3 H H H OCH3 OCH3 CH O H H H CH2(CH2)2CH3 H OCH3 OCH3 CH O H H H H H Cl OCH3 CH O Table ld (continued) R1 R4 R6 R7 R13 X Y Z W" m.p.( C) H H H H H OCH3 C2H5 CH O H H H H H CH3 OC2H5 CH O H H H H H OCH3 CH2OCH3 CH O H H H H H OCH3 CH(OCH3)2 CH O H H H H H CH3 OC2H5 N O H H H H H OCH3 OCH3 CH S H H H H H OCH3 SCH3 CH O H H H H H CH3 CF3 3 CH O Table 2 EMI159.1 R1 R5 R13 X Y Z W' Ww m.p.( C) H H H CH3 CH3 CH O 0 H H H OCH3 OCH3 CH O 0 H H H OCH3 CH3 CH O 0 H H H CH3 CH3 N O 0 H H H OCH3 OCH3 N O 0 H H H OCH3 CH3 N O 0 H CH3 H CH3 CH3 CH O 0 209-212 H CH3 H OCH3 OCH3 CH O O 214-218 H CH3 H CH3 OCH3 CH O O 196-200 H CH3 H CH3 CH3 N O 0 182-192 H CH3 H OCH3 OCH3 N O 0 H CH3 H OCH3 CH3 N O 0 186-1900 H C2H5 H CH3 CH3 CH O O H C2H5 H OCH3 OCH3 CH O O H C2H5 H CH3 OCH3 CH O O H C2H5 H CH3 CH3 N O 0 H C2H5 H OCH3 OCH3 N O O H C2H5 H CH3 OCH3 N O 0 H CH3 H Cl NH2 CH O O H H H CH3 CH3 CH S O H H H OCH3 OCH3 CH S O H H H OCH3 CH3 CH S O H H H CH3 CH3 N S O H H H OCH3 OCH3 N S O H H H OCH3 CH3 N S O Table 2 (continued) EMI160.1 <tb> R1 <SEP> R5 <SEP> R13 <SEP> X <SEP> Y <SEP> Z <SEP> W' <SEP> W" <SEP> m.p.( C) <tb> H <SEP> CH3 <SEP> H <SEP> 3 <SEP> OH3 <SEP> CH <SEP> S <SEP> O <tb> H <SEP> CH7 <SEP> H <SEP> 3 <SEP> 0CH3 <SEP> CH <SEP> S <SEP> 0 <SEP> .22723O0 <tb> H <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> CH3 <SEP> CH <SEP> 5 <SEP> 0 <tb> H <SEP> CH3 <SEP> H <SEP> CH3 <SEP> CH3 <SEP> N <SEP> S <SEP> O <tb> H <SEP> CH3 <SEP> H <SEP> 3 <SEP> 3 <SEP> N <SEP> S <SEP> O <tb> H <SEP> CH3 <SEP> H <SEP> CH3 <SEP> OCH3 <SEP> N <SEP> S <SEP> O <tb> H <SEP> C <SEP> H <SEP> OCH3 <SEP> OCH3 <SEP> CH <SEP> S <SEP> O <tb> H <SEP> O2Hs <SEP> H <SEP> OCH3 <SEP> CH3 <SEP> CH <SEP> S <SEP> O <tb> H <SEP> O2Hs <SEP> H <SEP> CH3 <SEP> OCH3 <SEP> N <SEP> S <SEP> O <tb> H <SEP> H <SEP> CH3 <SEP> OCH3 <SEP> OCH <SEP> 3 <SEP> CH <SEP> O <SEP> 0 <tb> 5-F <SEP> CH3 <SEP> H <SEP> 3 <SEP> OCH3 <SEP> CH <SEP> O <SEP> 0 <tb> 6-C1 <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> OC <SEP> 3 <SEP> CH <SEP> O <SEP> 0 <tb> 4-Br <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> CH3 <SEP> CH <SEP> O <SEP> 0 <tb> 3-CH3 <SEP> OH <SEP> H <SEP> OCH <SEP> OCH <SEP> CH <SEP> O <SEP> 0 <tb> <SEP> 3 <SEP> 3 <tb> 5-CF <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> OCH3 <SEP> CH <SEP> O <SEP> 0 <tb> <SEP> 3 <tb> 54)OH3 <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> OCH3 <SEP> CH <SEP> O <SEP> 0 <tb> H <SEP> CH3 <SEP> H <SEP> C1 <SEP> OCH3 <SEP> CH <SEP> O <SEP> 0 <tb> H <SEP> CH3 <SEP> H <SEP> C1 <SEP> NHCH3 <SEP> CH <SEP> O <SEP> 0 <tb> H <SEP> CH3 <SEP> H <SEP> C1 <SEP> N(CH3)2 <SEP> CH <SEP> O <SEP> 0 <tb> H <SEP> CH3 <SEP> H <SEP> CH3 <SEP> CH20CH3 <SEP> CH <SEP> O <SEP> 0 <tb> H <SEP> CH3 <SEP> H <SEP> CH3 <SEP> O2Hs <SEP> CH <SEP> O <SEP> 0 <tb> H <SEP> CH3 <SEP> H <SEP> CH3 <SEP> OOPHS <SEP> CH <SEP> O <SEP> 0 <tb> H <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> CH(OCH3)2 <SEP> CH <SEP> O <SEP> 0 <tb> H <SEP> 02H5 <SEP> H <SEP> Ooh <SEP> 3 <SEP> CH3 <SEP> CH <SEP> S <SEP> O <tb> H <SEP> 02H5 <SEP> H <SEP> 3 <SEP> OCH <SEP> N <SEP> S <SEP> O <tb> H <SEP> C2Hs <SEP> H <SEP> CH, <SEP> CH3 <SEP> N <SEP> S <SEP> O <tb> H <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> OCH3 <SEP> CH <SEP> O <SEP> S <tb> H <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> CH3 <SEP> N <SEP> O <SEP> S <tb> H <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> CH <SEP> 3 <SEP> CH <SEP> O <SEP> 0 <tb> <SEP> O <tb> Table 2a EMI161.1 R1 R5 R13 X Y Z W' W" m.p.( C) H H H CH3 CH3 CH 0 0 H H H OCH3 OCH3 CH O 0 H H H OH3 OCH3 CH O 0 H H H CH3 CH3 N O 0 H H H OCH3 OCH3 N O 0 H H H CH3 OCH3 N O 0 H CH3 H CH3 CH3 CH O 0 H CH3 H OCH3 OCH3 CH O 0 H CH3 H CH3 OCH3 CH O O H CH3 H CH3 CH3 N O O H CH3 H OCH3 OCH3 N O 0 H CH3 H CH3 OCH3 N O 0 H C2H5 H CH3 CH3 CH O O H C2H5 H OCH3 OCH3 CH O O H C2H5 H CH3 OCH3 CH O O H C2H5 H CH3 OCH3 N O 0 H C2H5 H OCH3 OCH3 N O O H SCH3 H OCH3 OCH3 CH S O H OCH3 H OCH3 OCH3 CH S O H OC2H5 H OCh3 OCH3 CH S O H Cl H OCH3 OCH3 CH S O H Br H OCH3 CH3 CH S O H H CH3 OCH3 CH3 CH O 0 Table 2a (continued) R1 R5 R13 X Y Z W' Ww m.p.( C) H C2H5 H CH3 CH3 N O O H H H CH3 CH3 CH S O H H H OCH3 OCH3 CH S O H H H CH3 OCH3 CH S O H H H CH3 CH3 N S O H H H OCH3 OCH3 N S O H H H CH3 OCH3 N S O H Cl H CH3 CH3 CH S O H Cl H CH3 OCH3 CH S O H Cl H CH3 CH3 N S O H Cl H OCH3 OCH3 N S 0 H Cl H CH3 OCH3 N S O Table 2b EMI163.1 R1 R5 R13 X Y Z W' Ww m.p.( C) H H H CH3 CH3 CH O 0 H H H OCH3 OCH3 CH O 0 H H H CH3 OCH3 CH O 0 H H H CH3 CH3 N O 0 H H H OCH3 OCH3 N O 0 H H H OCH3 CH3 N O 0 H CH3 H CH3 CH3 CH O O 202-206 H CH3 H OCH3 OCH3 CH O 0 230-234 H CH3 H CH3 OCH3 CH O 0 189-193 H CH3 H CH3 CH3 N O O 211-214 H CH3 H OCH3 OCH3 N O 0 194-198 H CH3 H CH3 OCH3 N O 0 188-192 H H H CH3 CH3 CH S O H H H OCH3 OCH3 CH S O H H H CH3 OCH3 CH S O H H H CH3 CH3 N S 0 H H H OCH3 OCH3 N S 0 H H H OCH3 CH3 N S O H H CH3 OCH3 OCH3 CH 0 0 H C2H5 H OCH3 OCH3 CH O O H C2H5 H OCH3 CH3 CH O O H C2H5 H OCH3 OH3 N O 0 H CH3 H OCH3 OCH3 CH S 0 Table 2b (continued) EMI164.1 <tb> R1 <SEP> R5 <SEP> R13 <SEP> X <SEP> Y <SEP> Z <SEP> W' <SEP> W" <SEP> m. <SEP> p. <SEP> (OC) <tb> H <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> CH3 <SEP> CH <SEP> S <SEP> O <tb> H <SEP> CH3 <SEP> H <SEP> OCH <SEP> 3 <SEP> CH3 <SEP> N <SEP> S <SEP> O <tb> H <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> OCH3 <SEP> CH <SEP> O <SEP> S <tb> 3 <SEP> OH3 <SEP> H <SEP> CH3 <SEP> OCH2CH20CH3 <SEP> N <SEP> O <SEP> 0 <tb> H <SEP> CH3 <SEP> H <SEP> CH3 <SEP> 0CH2CF3 <SEP> N <SEP> O <SEP> 0 <tb> H <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> SCH3 <SEP> N <SEP> O <SEP> 0 <tb> H <SEP> CH3 <SEP> H <SEP> CH3 <SEP> OF <SEP> CH <SEP> O <SEP> 0 <tb> <SEP> 0 > <tb> H <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> CH <SEP> j <SEP> CH <SEP> O <SEP> 0 <tb> H <SEP> OH3 <SEP> H <SEP> 3 <SEP> 0H200H3 <SEP> CH <SEP> O <SEP> 0 <tb> H <SEP> CH3 <SEP> H <SEP> CH3 <SEP> OO2Hs <SEP> N <SEP> O <SEP> O <tb> H <SEP> CH3 <SEP> H <SEP> OCH3 <SEP> CH(OCH3)2 <SEP> CH <SEP> 0 <SEP> 0 <tb> Table 2c EMI165.1 R1 R13 R14 X Y Z W' Ww m.p.( C) H H H CH3 CH3 CH O O H H H OCH3 OCH3 CH O O H H H CH3 OCH3 CH O O H H H CH3 CH3 N O 0 H H H OCH3 OCH3 N O 0 H H H OCH3 CH3 N O 0 H H Cl OCH3 OCH3 CH O 0 H H Cl CH3 OCH3 CH O O H H OCH3 CH3 CH3 OH S O H H Cl OCH3 OCH3 N O 0 H H Cl CH3 OCH3 N O 0 H H OCH3 OCH3 OCH3 CH O 0 H H OC2H5 OCH3 OCH3 CH O O H H SCH3 OCH3 OCH3 CH O 0 H CH3 H OCH3 OCH3 Ch O O H H H CH3 CH3 CH S O H H H CH3 OCH3 CH S O H H H OCH3 OCH3 CH S O H H H CH3 CH3 N S O H H H CH3 OCH3 N S O H H H OCH3 OCH3 N S O H H Cl OCH3 OCH3 CH S O H H Cl OCH3 CH3 CH S O H H Cl OCH3 CH3 N S O Table 2c (continued) R1 <RTI ID=166.1> R13 R14 X Y Z W W" m.p.( C) H H OC2H5 OCH3 OCH3 CH S O H H SCH3 OCH3 OCH3 CH S O H H CH3 OCH3 OCH3 CH O O H H C2H5 OCH3 OCH3 CH O O Table 2d EMI167.1 EMI167.2 <tb> R1 <SEP> R6 <SEP> R13 <SEP> X <SEP> Y <SEP> Z <SEP> W" <SEP> m.p.(OC) <tb> H <SEP> H <SEP> H <SEP> OH <SEP> 3 <SEP> OH3 <SEP> CH <SEP> 0 <SEP> 189.1920 <tb> H <SEP> H <SEP> H <SEP> CH3 <SEP> OCHa <SEP> CH <SEP> 0 <SEP> 19l930 <tb> H <SEP> H <SEP> H <SEP> 3 <SEP> 0OH3 <SEP> CH <SEP> 0 <SEP> 199^2û3 <tb> H <SEP> H <SEP> H <SEP> CH3 <SEP> CH3 <SEP> N <SEP> 0 <SEP> 190-1940 <tb> H <SEP> H <SEP> H <SEP> OCH3 <SEP> CH3 <SEP> N <SEP> 0 <SEP> 174-1770 <tb> H <SEP> H <SEP> H <SEP> OCH3 <SEP> OCH3 <SEP> N <SEP> 0 <SEP> 167-1720 <tb> H <SEP> CH3 <SEP> H <SEP> OOH3 <SEP> 3 <SEP> CH <SEP> O <tb> H <SEP> CH3 <SEP> H <SEP> OH3 <SEP> OCH3 <SEP> N <SEP> O <tb> H <SEP> C2H5 <SEP> H <SEP> OOH3 <SEP> OCH3 <SEP> CH <SEP> O <tb> H <SEP> 02H5 <SEP> H <SEP> CH3 <SEP> OCH3 <SEP> N <SEP> O <tb> H <SEP> H <SEP> CH3 <SEP> OCH3 <SEP> OCH3 <SEP> CH <SEP> O <tb> H <SEP> H <SEP> H <SEP> OCH3 <SEP> OeH3 <SEP> CH <SEP> S <tb> H <SEP> H <SEP> H <SEP> Cl <SEP> OCH3 <SEP> CH <SEP> O <tb> H <SEP> H <SEP> H <SEP> OCH) <SEP> CH20CH3 <SEP> OH <SEP> 0 <tb> H <SEP> H <SEP> H <SEP> CH3 <SEP> OC2H5 <SEP> N <SEP> O <tb> H <SEP> H <SEP> H <SEP> OCH3 <SEP> CH( <SEP> OCH <SEP> OH <SEP> O <tb> H <SEP> H <SEP> H <SEP> OCH3 <SEP> CH <SEP> L <SEP> OH <SEP> O <tb> H <SEP> H <SEP> H <SEP> OCH3 <SEP> SCH3 <SEP> N <SEP> O <tb> H <SEP> H <SEP> H <SEP> CH3 <SEP> OF3 <SEP> CH <SEP> O <tb> H <SEP> H <SEP> OCH7 <SEP> C2H5 <SEP> OH <SEP> O <tb> H <SEP> H <SEP> H <SEP> C1 <SEP> NH2 <SEP> CH <SEP> O <tb> Table 2e EMI168.1 EMI168.2 <tb> R1 <SEP> R6 <SEP> R <SEP> X <SEP> Y <SEP> Z <SEP> W" <SEP> m.p.(OC) <tb> <SEP> v <SEP> U <tb> H <SEP> H <SEP> H <SEP> OH3 <SEP> CH, <SEP> CH <SEP> O <tb> H <SEP> H <SEP> H <SEP> CH3 <SEP> OCH3 <SEP> CH <SEP> O <tb> H <SEP> H <SEP> H <SEP> QOH3 <SEP> OCH3 <SEP> CH <SEP> O <tb> H <SEP> H <SEP> CH3 <SEP> CH3 <SEP> N <SEP> O <tb> H <SEP> H <SEP> H <SEP> OCH <SEP> 3 <SEP> CH, <SEP> N <SEP> O <tb> H <SEP> H <SEP> H <SEP> OCH3 <SEP> OCH3 <SEP> N <SEP> 0 <tb> H <SEP> CH3 <SEP> H <SEP> 00H3 <SEP> OCH3 <SEP> CH <SEP> o <tb> H <SEP> CH3 <SEP> H <SEP> CH3 <SEP> OCH3 <SEP> N <SEP> O <tb> H <SEP> C15 <SEP> H <SEP> 0OH3 <SEP> OCH3 <SEP> CH <SEP> O <tb> H <SEP> C2Hs <SEP> H <SEP> CH3 <SEP> OCH3 <SEP> N <SEP> O <tb> H <SEP> H <SEP> OH3 <SEP> OCH3 <SEP> -OCH3 <SEP> CH <SEP> O <tb> H <SEP> H <SEP> H <SEP> OCH3 <SEP> OCH3 <SEP> CH <SEP> S <tb> H <SEP> H <SEP> H <SEP> C1 <SEP> OCH3 <SEP> CH <SEP> O <tb> H <SEP> H <SEP> H <SEP> OCH3 <SEP> CH20CH3 <SEP> CH <SEP> O <tb> H <SEP> H <SEP> H <SEP> CH3 <SEP> OC2H5 <SEP> N <SEP> O <tb> H <SEP> H <SEP> H <SEP> OCH3 <SEP> CH(OCH3)2 <SEP> CH <SEP> O <tb> <SEP> /0n <tb> H <SEP> H <SEP> H <SEP> OCH3 <SEP> CH <SEP> J <SEP> CH <SEP> O <tb> H <SEP> H <SEP> H <SEP> OCH3 <SEP> SCH3 <SEP> N <SEP> O <tb> H <SEP> H <SEP> H <SEP> CH3 <SEP> OF3 <SEP> CH <SEP> O <tb> H <SEP> H <SEP> H <SEP> OCH <SEP> O2Hs <SEP> CH <SEP> O <tb> H <SEP> H <SEP> H <SEP> C1 <SEP> NH2 <SEP> CH <SEP> O <tb> Table 3 EMI169.1 R1 R4 R13 R15 X Y Z W" m.p.( C) H CH3 H CH3 CH3 CH3 CH 0 H CH3 H CH3 OCH3 OCH3 CH O H CH3 H CH3 CH3 OCH3 CH O H CH3 H CH3 CH3 CH3 N O H CH3 H CH3 OCH3 OCH3 N O H CH3 H CH3 CH3 OCH3 N O H H H CH3 OCH3 OCH3 CH 0 H C2H5 H CH3 OCH3 OCH3 Ch o H C2H5 H CH3 OCH3 CH3 N O H CH2CH2CH3 H CH3 OCH3 OCH3 CH O H CH2(CH2)2CH3 H CH3 OCH3 CH3 N O H CH3 H C2H5 OCH3 OCH3 CH O H CH3 H CH2CH2CH3 OCH3 OCH3 CH O H CH3 H CH(CH3)2 OCH3 OCH3 CH O H CH3 CH3 CH3 OCH3 OCH3 CH O Table 3a EMI170.1 R1 R6 R13 X Y Z Ww m.p.( C) H H H CH3 CH3 CH O H H H CH3 OCH3 CH O H H H OCH3 OCH3 CH O H H H CH3 CH3 N O H H H CH3 OCH3 N O H H H OCH3 OCH3 N O H CH3 H CH3 CH3 CH O H CH3 H OCH3 OCH3 CH O H CH3 H CH3 OCH3 CH O H CH3 H CH3 CH3 N O H CH3 H CH3 OCH3 N O H CH3 H OCH3 OCH3 N O H C2H5 H OCH3 OCH3 CH O H C2H5 H CH3 OCH3 CH O H C2H5 H OCH3 CH3 N O 5-F CH3 H OCH3 OCH3 CH O 6-Cl CH3 H OCH3 CH3 CH O 4-Br CH3 H OCH3 OCH3 CH O 3-CH3 CH3 H OCH3 OCH3 CH O 5-CF3 CH3 H OCH3 OCH3 CH O 5-OCH3 CH3 H OCH3 OCH3 CH O H CH3 CH3 OCH3 OCH3 CH O Table 3b EMI171.1 R1 R6 R13 X Y Z Ww m.p.( C) H CH3 H CH3 CH3 CH O H CH3 H OCH3 OCH3 CH O H CH3 H CH3 OCH3 CH O H CH3 H - CH3 CH3 N O H . CH3 H OCH3 OCH3 N O H CH3 H OCH 3 CH3 N O H C2H5 H OCH3 OCH3 CH O H C2H5 H CH3 OCH3 CH O H C2H5 H CH3 CH3 CH O H C2H5 H OCH3 OCH3 N O H C2H5 H CH3 OCH3 N O H H H OCH3 OCH3 CH O H H H OCH3 CH3 CH O H H H CH3 CH3 CH O H H H OCH3 OCH3 N O H H H OCH3 CH3 N O H CH3 CH3 OCH3 OCH3 CH O H CH3 CH3 CH3 OCH3 N O Table 3c EMI172.1 R1 R6 R12 R13 X Y Z Ww m.p.( C) H H H H CH3 CH3 CH 0 198-202 H H - H H CH3 OCH3 CH 0 214-217 H H H H OCH3 OCH3 CH O 228-231 H H H H CH3 OH3 N 0 220-224 H H H H OCH3 OCH3 N 0 202-210 H H H H CH3 OCH3 N 0 200-204 H CH3 CH3 H OCH3 OCH3 CH O H CH3 CH3 H OCH3 CH3 CH O H CH3 CH3 H CH3 CH3 CH O H CH3 CH3 H CH3 OCH3 N O H C2H5 CH3 H CH3 OCH3 CH O H C2H5 CH3 H OCH3 OCH3 CH O H C2H5 CH3 H OCH3 CH3 N O H C2H5 CH3 H Ch3 CH3 CH O H H H CH3 OCH3 OCH3 CH O H H H H OCH3 CH2OCH3 CH O H H H H CH3 OC2H5 N O H H H H OCH3 CH(OCH3)2 CH O H H H H CH3 C2H5 CH O H H H H Cl NH2 CH O H H H H Cl NHCH3 CH O H H H H Cl N(CH3)2 CH O H H H H Cl OCH3 CH O H CH3 Ch3 H OCH3 OCH3 N O H H H CH3 OCH3 CH3 N O H H H CH3 OCH3 CH3 CH O H CH3 CH3 H CH3 CH3 N O Table 3d EMI173.1 R1 R6 R12 R13 X Y Z W" m.p.( C) H H H H CH3 CH3 CH 0 H H H H OCH3 OCH3 CH O H H H H CH3 OCH3 CH O H H H H OH3 CH3 N O H H H H OCH3 OCH3 N O H H H H CH3 OCH3 N O H H H CH3 OCH3 OCH3 CH O H H CH3 H CH3 CH3 CH O H H CH3 H OCH3 CH3 CH O H H CH3 H OCH3 OCH3 CH O H H CH3 H CH3 CH3 N O H H CH3 H OCH3 OCH3 N O H H CH3 H OCH3 CH3 N O H CH3 CH3 H OCH3 OCH3 CH O H CH3 CH3 H OCH3 CH3 CH O H CH3 CH3 H CH3 CH3 CH O H CH3 CH3 H OCH3 OCH3 N O H CH3 OH3 H OCH3 CH3 N O H C2H5 CH3 H OCH3 OCH3 CH O H C2H5 CH3 H OCH3 CH3 N O H C2H5 CH3 H OCH3 CH3 CH O 5-F H H H OCH3 OCH3 CH O 6-C1 H H H OCH3 OCH3 CH O 4-Br H H H OCH3 CH3 CH O 3-CH3 H H H OCH3 CH3 CH O H H H CH3 OCH3 CH3 CH O H H H CH3 OCH3 CH3 N O H CH3 CH3 H CH3 CH3 N O Table 4 EMI174.1 EMI174.2 <tb> Q <SEP> R1 <SEP> R13 <SEP> W" <SEP> X1 <SEP> G <SEP> m.p.( C) <tb> <SEP> H <SEP> H <SEP> H <SEP> O <SEP> CH3 <SEP> 0 <tb> <SEP> r--N <tb> <SEP> < <SEP> <SEP> H <SEP> H <SEP> O <SEP> CH3 <SEP> 0 <tb> <SEP> 2/O <SEP> H <SEP> H <SEP> O <SEP> a'13 <SEP> 0 <tb> <SEP> H <SEP> S <SEP> H <SEP> O <SEP> O <SEP> C1 <SEP> 0 <tb> <SEP> ,N <SEP> O <SEP> H <SEP> H <SEP> O <SEP> CH3 <SEP> 0 <tb> <SEP> r <SEP> N-CH <tb> <SEP> 4 <SEP> \ <SEP> 3 <SEP> H <SEP> H <SEP> O <SEP> OCH3 <SEP> 0 <tb> <SEP> X <SEP> H <SEP> O <SEP> CH3 <SEP> O <tb> <SEP> -NXN) <SEP> H <SEP> H <SEP> O <SEP> CH3 <SEP> 0 <tb> <SEP> H <SEP> S <SEP> r <SEP> H <SEP> O <SEP> CH3 <SEP> 0 <tb> <SEP> N-N <tb> <SEP> S <SEP> X <SEP> CH3 <SEP> H <SEP> H <SEP> O <SEP> CH3 <SEP> 0 <tb> <SEP> O-N <tb> <SEP> NCH <SEP> H <SEP> H <SEP> 0 <SEP> OOH3 <SEP> OH2 <tb> <SEP> 3 <tb> Table 4 (continued) EMI175.1 <tb> Q <SEP> R1 <SEP> R13 <SEP> W" <SEP> X1 <SEP> G <SEP> m.p.(0C) <tb> <SEP> a <SEP> I <tb> <SEP> t <SEP> O <SEP> CH <SEP> H <SEP> H <SEP> O <SEP> CH3 <SEP> 0 <tb> <SEP> N-N <tb> <SEP> t <SEP> Ooh3 <SEP> H <SEP> H <SEP> Q <SEP> cH3 <SEP> CH2 <tb> <SEP> CH <tb> <SEP> N-N <tb> )%OH3 <SEP> H <SEP> H <SEP> 0 <SEP> C1 <SEP> OH2 <tb> Table 5 EMI176.1 EMI176.2 <tb> R1 <SEP> R13 <SEP> W'l <SEP> X1 <SEP> m.p.(OC) <tb> Q <SEP> 1 <tb> <SEP> H <SEP> H <SEP> O <SEP> <SEP> CH3 <tb> <SEP> ON <tb> H <SEP> H <SEP> H <SEP> O <SEP> C1 <tb> <SEP> H <SEP> H <SEP> O <SEP> O <SEP> OCH3 <tb> / <SEP> NN <tb> <SEP> r=N <SEP> H <SEP> H <SEP> O <SEP> CH <tb> <SEP> H <SEP> O <SEP> CH3 <tb> <SEP> H <SEP> H <SEP> H <SEP> <SEP> CH3 <tb> <SEP> S <tb> <SEP> N-N <tb> <SEP> H <SEP> H <SEP> 0 <SEP> OH3 <tb> Table 6 EMI177.1 EMI177.2 <tb> Q <SEP> R1 <SEP> R13 <SEP> W" <SEP> X <SEP> m.p.( C) <tb> <SEP> DN <SEP> H <SEP> H <SEP> <SEP> CH3 <tb> <SEP> r- <SEP> N <tb> H <SEP> S <SEP> H <SEP> 0 <SEP> O <SEP> Cl <tb> H <SEP> H <SEP> H <SEP> <SEP> OCH3 <tb> <SEP> r- <SEP> N <SEP> H <SEP> 0 <SEP> CH3 <tb> <SEP> ) <SEP> H <SEP> H <SEP> O <SEP> Qi, <tb> <SEP> N=N <tb> <SEP> H <SEP> 5 <SEP> H <SEP> O <SEP> CH3 <tb> <SEP> N-N <tb> <SEP> N-N <tb> <SEP> OH3 <SEP> H <SEP> H <SEP> 0 <SEP> CH3 <tb> Table 7 EMI178.1 EMI178.2 <tb> Q <SEP> R1 <SEP> R13 <SEP> W <SEP> X2 <SEP> Y2 <SEP> m.p.( C) <tb> <SEP> H <SEP> H <SEP> H <SEP> <SEP> CH3 <SEP> OCH3 <tb> <SEP> I/ <SEP> H <SEP> H <SEP> O <SEP> CH <SEP> OCH <tb> <SEP> H <SEP> K <SEP> H <SEP> H <SEP> <SEP> 02H5 <SEP> OCH3 <tb> <SEP> H <SEP> H <SEP> H <SEP> O <SEP> CH2CH2CH3 <SEP> OCH3 <tb> <SEP> H <SEP> S <SEP> H <SEP> O <SEP> o <SEP> CH2CF3 <SEP> OCH3 <tb> /g <SEP> <SEP> H <SEP> H <SEP> <SEP> CH3 <SEP> OC2Hg <tb> <SEP> o <SEP> N/ <SEP> ;; <SEP> H <SEP> H <SEP> O <SEP> CH3 <SEP> OCH3 <tb> <SEP> H <SEP> H <SEP> O- <SEP> or <SEP> CH3 <SEP> SCH3 <tb> <SEP> CH3 <tb> <SEP> N=N <tb> <SEP> f <SEP> H <SEP> H <SEP> O <SEP> CH <SEP> OCH3 <tb> <SEP> N-N <tb> <SEP> H <SEP> ) <SEP> H <SEP> O <SEP> <SEP> CH3 <SEP> SC2H5 <tb> <SEP> S <SEP> OH3 <tb> Table 7 (continued) EMI179.1 <tb> Q <SEP> 8 <SEP> R13 <SEP> R13 <SEP> X2 <SEP> Y2 <SEP> m.p.(00) <tb> , <SEP> N%N <SEP> H <SEP> H <SEP> 0 <SEP> OH3 <SEP> 00H3 <tb> <SEP> I <SEP> cN <tb> <SEP> O-N <tb> 1NS <SEP> C <SEP> { <SEP> H <SEP> H <SEP> <SEP> OH2OF3 <SEP> SOH3 <tb> <SEP> 3 <tb> <SEP> N-N <tb> cho <tb> In Tables 8-15, the headings refer to the following structure. EMI179.2 Table 8 [In Formula I] Q is EMI180.1 R1 R13 R8 R9 X Y Z m.p.( C) 5-F H H H CH3 CH3 N 6-C1 H H H CH3 OCH3 N 4-Br H H H OCH3 OCH3 N 3-CH3 H H H CH3 CH3 CH 5-OCH3 H H H CH3 OCH3 OH 5-CF3 H H H OCH3 OCH3 CH H CH3 H H CH3 CH3 N H CH3 H H CH3 OCH3 N H CH3 H H OCH3 OCH3 N H CH3 H H CH3 CH3 OH H CH3 H H OCH3 CH3 CH H CH3 H H OCH3 OCH3 CH H H H H Cl OCH3 CH H H H H Cl NH2 CH H H H H . Cl NHCH3 CH H H H H Cl N(CH3)2 CH H H H H CH3 CH2CH3 CH H H H H OCH3 CH2OH3 N H H H H CH3 OOH2OH3 N H H H H OCH3 OCH2CH3 CH H H H H CH3 CGH(OCH3)2 OH H H H H CH3 CH3 N 207-209 H H H H OCH3 CH3 N 199-201 H H H H OCH3 OCH3 N 191-192 H H H H CH3 CH3 CH 213-214 H H H H OCH3 CH3 CH 208-209 H H H H OCH3 OCH3 Ch 197-200 H H CH3 H CH3 CH3 N Table 8 (continued) R1 R13 R8 R9 X Y Z H H CH3CH2 H OCH3 CH3 N H H H CH3 OCH3 OCH3 N H H H CH3CH2 CH3 CH3 CH H H H OCH3 OCH3 CH3 CH H H H OCH2CH3 OCH3 OCH3 CH H H H SCH3 CH3 OCH3 N H H H Cl OCH3 OCH3 N H H H Br OCH3 CH3 CH H H H H OCH3 SCH3 N H H H H CH3 CF3 CH H H H H CH3 OCH2CF3 CH H H H H CH3 OCF2CF3 N H H H H CH3 OCH2CH20CH3 N H H H H CH3 CH2OCH3 CH Table 8a [In Formula I] Q is EMI182.1 R1 R13 R8 R9 X Y Z 5-F H H H CH3 CH3 N 6-Cl H H H CH3 OCH3 N 4-Br H H H OCH3 OCH3 N 3-CH3 H H H CH3 CH3 CH 5-OCH3 H H H CH3 OCH3 CH 5-CF3 H H H OCH3 OCH3 CH H CH3 H H CH3 CH3 N H CH3 H H CH3 OCH3 N H CH3 H H OCH3 OCH3 N H CH3 H H CH3 CH3 CH H CH3 H H OCH3 CH3 CH H CH3 H H OCH3 OCH3 CH H H H H Cl OCH3 CH H H H H Cl NH2 CH H H H H Cl NHCH3 - CH H H H H CH3 CH2CH3 CH H H H H OCH3 CH2OCH3 N H H H H CH3 OCH2CH3 N H H H H OCH3 OCH2CH3 CH H H H H CH3 CH(OCH3)2 CH H H H H CH3 CH3 N H H H H OCH3 CH3 N H H H H OCH3 OCH3 N H H H H CH3 CH3 CH H H H H OCH3 CH3 CH H H H H OCH3 OCH3 CH H H OH3 H CH3 CH3 N Table 8a (continued) R1 R13 R8 R9 X Y Z H H CH3CH2 H OCH3 CH3 N H H H CH3 OCH3 OCH3 N H H H CH3CH2 CH3 CH3 CH H H H OCH3 OCH3 CH3 CH H H H OCH2CH3 OCH3 OCH3 CH H H H SCH3 CH3 OCH3 N H H H Cl OCH3 OCH3 N H H H Br OCH3 CH3 CH H H H H OCH3 SCH3 N H H H H CH3 CF3 CH H H H H CH3 OCH2CF3 CH H H H H CH3 OCF2CF3 N H H H H CH3 OCH2CH2OCH3 N H H H H CH3 CH2OCH3 CH Table 8b [In Formula I] Q is EMI184.1 R R1 R13 R8 R9 X Y Z CH3 H H H H CH3 CH3 N CH3CH2 H H H H OCH3 CH3 N CH3CH2CH2 H H H H OCH3 OCH3 N (CH3)2CH H H H H CH3 CH3 CH CH3CH2CH2CH2 H H H H OCH3 CH3 CH (CH3)2CHCH2- H H H H OCH3 OCH3 CH CH3CHCH2CH3 H H H H CH3 CH3 N (CH3)3C H H H H OCH3 CH3 N H H H H H OCH3 OCH3 N CH3 5-F H H H CH3 CH3 N CH3 6-C1 H H H CH3 OCH3 N CH3 4.Br H H H OCH3 OCH3 N CH3 3-CH3 H H H CH3 CH3 CH CH3 5-OCH3 H H H CH3 OCH3 CH CH3 5-CF3 H H H OCH3 OCH3 OH CH3 H CH3 H H CH3 CH3 N CH3 H CH3 H H CH3 OCH3 N CH3 H CH3 H H OCH3 OCH3 N CH3 H CH3 H H CH3 CH3 CH CH3 H CH3 H H OCH3 CH3 CH CH3 H CH3 H H OCH3 OCH3 CH CH3 H H H H Cl OCH3 CH CH3 H H H H Cl NH2 CH CH3 H H H H Cl NHCH3 CH CH3 H H H H Cl N(CH3)2 CH CH3 H H H H CH3 CH2CH3 CH CH3 H H H H OCH3 CH20CH3 N CH3 H H H H CH3 OCH2CH3 N Table 8b (continued) R R1 R13 R8 R9 X Y Z m.p( c) CH3 H H H H OCH3 OCH2CH3 CH CH3 H H H H CH3 CH(OCH3)2 CH CH3 H H H H CH3 CH3 N CH3 H H H H OCH3 CH3 N CH3 H H H H OCH3 OCH3 N CH3 H H H H CH3 CH3 CH 175-177 CH3 H H H H OCH3 CH3 CH 200-205 CH3 H H H H OCH3 OCH3 CH 182-183 CH3 H H CH3 H CH3 CH3 N CH3 H H CH3CH2 H OCH3 CH3 N CH3 H H H CH3 OCH3 OCH3 N CH3 H H H CH3CH2 CH3 OH3 CH CH3 H H H OCH3 OCH3 CH3 CH CH3 H H H OCH2CH3 OCH3 OCH3 CH CH3 H H H SCH3 CH3 OCH3 N CH3 H H H Cl OCH3 OCH3 N CH3 H H H Br OCH3 CH3 CH H H H H H OCH3 SCH3 N H H H H H CH3 CF3 CH H H H H H CH3 OCH2CF3 CH H H H H H CH3 OCF2CF3 N H H H H H CH3 OCH2CH2OCH3 N H H H H H CH3 CH2OCH3 CH Table 9 [In Formula I] Q is EMI186.1 R1 R13 R16 R11 X Y Z 5-F H H H CH3 CH3 N 6-C1 H H H CH3 OCH3 N 4-Br H H H OCH3 OCH3 N 3-CH3 H H H CH3 CH3 CH 3-OCH3 H H H CH3 OCH3 CH 5-CF3 H H H OCH3 OCH3 CH H CH3 H H CH3 CH3 N H CH3 H H CH3 OCH3 N H CH3 H H OCH3 OCH3 N H CH3 H H CH3 CH3 CH H CH3 H H OCH3 CH3 CH H CH3 H H OCH3 OCH3 CH H H H H CL OCH3 CH H H H H CL NH2 CH H H H H CL NHCH3 CH H H H H CL N(CH3)2 CH H H H H CH3 CH2CH3 CH H H H H OCH3 CH20CH3 N H H H H CH3 0CH2CH3 N H H H H OCH3 0CH2CH3 CH H H H H CH3 CH(OCH3)2 CH H H H H CH3 CH3 N H H H H OCH3 OH3 N H H H H OCH3 N H H H H CH3 CH3 CH H H H H OCH3 CH3 CH H H H H OCH3 OCH3 CH H H CH3 H CH3 CH3 N Table 9 (continued) R1 R13 R16 R11 X Y Z H H CH3CH2 H OCH3 CH3 N H H H CH3 OCH3 OCH3 N H H H CH3CH2 CH3 CH3 CH H H H OCH3 OCH3 CH3 CH H H H OCH2CH3 OCH3 OCH3 CH H H H SOH3 CH3 OCH3 N H H H CL OCH3 OCH3 N H H H Br OCH3 CH3 CH H H H H OCH3 SCH2 N H H H H CH3 CF3 CH H H H H CH3 OCH2CF3 CH H H H H CH3 OCF2CF3 N H H H H CH3 OCH2CH2OCH3 N H H H H CH3 CH2OCH3 CH Table 9a [In Formula I) Q is EMI188.1 R1 R13 R16 R11 X Y Z 5-F H H H CH3 CH3 N 6-C1 H H H CH3 OCH3 N 4-Br H H H OCH3 OCH3 N 3-CH3 H H H CH3 CH3 CH 5-OCH3 H H H CH3 OCH3 CH 5-CF3 H H H OCH3 OCH3 CH H CH3 H H CH3 CH3 N H CH3 H H CH3 OCH3 N H CH3 H H OCH3 OCH3 N H CH3 H H CH3 CH3 CH H CH3 H H OCH3 CH3 CH H CH3 H H OCH3 OCH3 CH H H H H Cl OCH3 CH H H H H Cl NH2 CH H H H H Cl NHCH3 CH H H H H Cl N(CH3)2 CH H H H H CH3 CH2CH3 CH H H H H OCH3 CH2OCH3 N H H H H CH3 OCH2CH3 N H H H H OCH3 OCHCH3 CH H H H H CH3 CH(OCH3)2 CH H H H H CH3 CH3 N H H H H OCH3 CH3 N H H H H OCH3 OCH3 N H H H H CH3 CH3 CH H H H H OCH3 CH3 CH H H H H OCH3 OCH3 CH H H CH3 H CH3 CH3 N Table 9a (continued) R1 R13 R16 R11 X Y Z H H CH3CH2 H OCH3 CH3 N H H H CH3 OCH3 OCH3 N H H H CH3CH2 CH3 CH3 CH H H H OCH3 OCH3 CH3 CH H H H OCH2CH3 OCH3 OCH3 CH H H H SCH3 CH3 OCH3 N H H H Cl OCH3 OCH3 N H H H Br OCH3 CH3 CH H H H H OCH3 SCH3 N H H H H CH3 CF3 CH H H H H CH3 OCH2CF3 CH H H H H CH3 OCF2CF3 N H H H H CH3 OCH2CH20CH3 N H H H H CH3 CH2OCH3 CH Table 9b [In Formula I] Q is EMI190.1 R R1 R13 R16 R11 X Y Z CH3 H H H H CH3 CH3 N CH3CH2 H H H H OCH3 CH3 N CH3CH2CH2 H H H H OCH3 OCH3 N (CH3)2CH H H H H CH3 CH3 CH CH3CH2CH2CH2 H H H H OCH3 CH3 CH (CH3)2CHCH2- H H H H OCH3 OCH3 CH CH3CHCH2CH3 H H H H CH3 CH3 N (CH3)3C H H H H OCH3 CH3 N H H H H H OCH3 OCH3 N CH3 5-F H H H CH3 CH3 N CH3 6-Cl H H H CH3 OCH3 N CH3 4-Br H H H OCH3 OCH3 N CH3 3-CH3 H H H CH3 CH3 CH CH3 5-OCH3 H H H CH3 OCH3 CH CH3 5-CF3 . H H H OCH3 OCH3 CH CH3 H CH3 H H CH3 CH3 N CH3 H CH3 H H CH3 OCH3 N CH3 H CH3 H H OCH3 OCH3 N CH3 H CH3 H H CH3 CH3 CH CH3 H CH3 H H OCH3 CH3 CH CH3 H CH3 H H OCH3 OCH3 CH CH3 H H H H Cl OCH3 CH CH3 H H H H Cl NH2 CH CH3 H H H H Cl NHCH3 CH CH3 H H H H Cl N(CH3)2 CH CH3 H H H H CH3 CH2CH3 CH CH3 H H H H OCH3 CH20CH3 N CH3 H H H H CH3 OCH2CH3 N Table 9b (continued) R1 R R13 R16 R11 X Y Z OH3 H H H H OCH3 OCH2CH3 CH CH3 H H H H CH3 CH(OCH3)2 CH CH3 H H H H CH3 CH3 N CH3 H H H H OCH3 CH3 N CH3 H H H H OCH3 OCH3 N CH3 H H H H CH3 CH3 CH CH3 H H H H OCH3 CH3 CH CH3 H H H H OCH3 OCH3 CH CH3 H H CH3 H CH3 CH3 N CH3 H H CH3CH2 H OCH3 CH3 N CH3 H H H CH3 OCH3 OCH3 N CH3 H H H CH3CH2 CH3 CH3 CH CH3 H H H OCH3 OCH3 CH3 CH CH3 H H H OCH2CH3 OCH3 OCH3 CH CH3 H H H SCH3 CH3 OCH3 N CH3 H H H Cl OCH3 OCH3 N CH3 H H H Br OCH3 CH3 CH H H H H H OCH3 SCH3 N H H H H H CH3 CF3 CH H H H H H CH3 OCH2CF3 CH H H H H H CH3 OCF2CF3 N H H H H H CH3 OCH2CH2OCH3 N H H H H H CH3 CH20CH3 CH Table 10 [In Formula I] Q is EMI192.1 R1 R13 R19 R18 X Y Z 5-F H H H CH3 CH3 N 6-Cl H H H CH3 OCH3 N 4-Br H H H OCH3 OCH3 N 3-CH3 H H H CH3 CH3 CH 5-OCH3 H H H CH3 OCH3 CH 5-CF3 H H H OCH3 OCH3 CH H CH3 H H CH3 CH3 N H CH3 H H CH3 OCH3 N H CH3 H H OCH3 OCH3 N H CH3 H H CH3 CH3 CH H CH3 H H OCH3 CH3 CH H CH3 H H OCH3 OCH3 CH H H H H Cl OCH3 CH H H H H Cl NH2 CH H H H H Cl NHCH3 CH H H H H Cl N(CH3)2 CH H H H H CH3 CH2CH3 CH H H H H OCH3 CH2OCH3 N H H H H CH3 OCH2CH3 N H H H H OCH3 OCH2CH3 CH H H H H CH3 CH(OCH3)2 CH H H H H CH3 CH3 N H H H H OCH3 CH3 N H H H H OCH3 OCH3 N H H H H CH3 CH3 CH H H H H OCH3 CH3 CH H H H H OCH3 OCH3 OH H H CH3 H CH3 CH3 N Table 10 (continued) R1 R13 R19 R18 K Y Z H H CH3CH2 H OCH3 CH3 N H H H CH3 OCH3 OCH3 N H H H CH3CH2 CH3 CH3 CH H H H OCH3 OCH3 CH3 CH H H H OCH2CH3 OCH3 OCH3 CH H H H 5CH3 CH3 OCH3 N H H H Cl OCH3 OCH3 N H H H Br OCH3 CH3 CH H H H H OCH3 5CH3 N H H H H CH3 CF3 CH H H H H CH3 OCH2CF3 CH H H H H CH3 OCF2CF3 N H H H H CH3 OCH2CH2OCH3 N H H H H CH3 CH2OCH3 CH Table lOa [In Formula I] Q is EMI194.1 R1 R13 R19 R18 X Y Z 5-F H H H CH3 CH3 N 6-Cl H H H CH3 OCH3 N 4-Br H H H OCH3 OCH3 N 3-CH3 H H H CH3 CH3 CH 5-OCH3 H H H CH3 OCH3 CH 5-CF3 H H H OCH3 OCH3 CH H CH3 H H CH3 CH3 N H CH3 H H CH3 OCH3 N H CH3 H H OCH3 OCH3 N H CH3 H H CH3 CH3 CH H CH3 H H OCH3 CH3 CH H CH3 H H OCH3 OCH3 CH H H H H Cl OCH3 CH H H H H Cl NH2 CH H H H H Cl NHCH3 CH H H H H CH3 CH2CH3 CH H H H H OCH3 CH2OCH3 N H H H H CH3 OCH2CH3 N H H H H OCH3 OCH2CH3 CH H H H H CH3 CH(OCH3)2 CH H H H H CH3 CH3 N H H H H OCH3 CH3 N H H H H OCH3 OCH3 N H H H H CH3 CH3 CH H H H H OCH3 CH3 CH H H H H OCH3 OCH3 CH H H CH3 H CH3 CH3 N Table 10a (continued) R1 R13 R19 R18 X Y Z H H CH3CH2 H OCH3 CH3 N H H H CH3 OCH3 OCH3 N H H H CH3CH2 CH3 CH3 CH H H H OCH3 OCH3 CH3 CH H H H OCH2CH3 OCH3 OCH3 CH H H H SCH3 CH3 OCH3 N H H H Cl OCH3 OCH3 N H H H Br OCH3 CH3 CH H ' H H H OCH3 SCH3 N H H H H CH3 CF3 CH H H H H CH3 OCH2CF3 CH H H H H CH3 0CF2CF3 N H H H H CH3 OCH2CH2OCH3 N H H H H CH3 CH2OCH3 CH Table 10b [In Formula I] Q is EMI196.1 R R1 R13 R16 R11 X Y Z CH3 H H H H CH3 CH3 N CH3CH2 H H H H OCH3 CH3 N CH3CH2CH2 H H H H OCH3 OCH3 N (CH3)2CH H H H H CH3 CH3 CH CH3CH2CH2CH2 H H H H OCH3 CH3 CH (CH3)2CHCH2- H H H H OCH3 OCH3 CH CH3CHCH2CH3 H H H H CH3 CH3 N (CH-)-C H H H H OCH3 CH3 N H H H H H OCH3 OCH3 N CH3 5-F H H H CH3 CH3 N CH3 6-Cl H H H CH3 OCH3 N CH3 4-Br H H H OCH3 OCH3 N CH3 3-CH3 H H H CH3 CH3 CH CH3 5-OCH3 H H H CH3 OCH3 CH CH3 5-CF3 H H H OCH3 OCH3 CH CH3 H CH3 H H CH3 CH3 N CH3 H CH3 H H CH3 OCH3 N CH3 H CH3 H H OCH3 OCH3 N CH3 H CH3 H H CH3 CH3 CH CH3 H CH3 H H OCH3 CH3 CH CH3 H CH3 H H OCH3 OCH3 CH CH3 H H H H Cl OCH3 CH CH3 H H H H Cl NH2 CH CH3 H H H H Cl NHCH3 CH CH3 H H H H Cl NH(CH3)2 CH CH3 H H H H CH3 CH2CH3 CH CH3 H H H H OCH3 CH2OCH3 N Table 10b (continued) R1 R R13 R16 R11 X Y Z CH3 H H H H CH3 OCH2CH3 N CH3 H H H H OCH3 OCH2CH3 CH CH3 H H H H CH3 CH(OCH3)2 CH OH3 H H H H CH3 CH3 N CH3 H H H H OCH3 CH3 N CH3 H H H H OCH3 OCH3 N CH3 H H H H CH3 CH3 CH CH3 H H H H OCH3 CH3 CH CH3 H H H H OCH3 OCH3 CH CH3 H H CH3 H CH3 CH3 N CH3 H H CH3CH2 H OCH3 CH3 N CH3 H H H CH3 OCH3 OCH3 N CH3 H H H CH3CH2 CH3 CH3 CH CH3 H H H OCH3 OCH3 CH3 CH CH3 H H H OCH2CH3 OCH3 OCH3 CH CH3 H H H SCH3 CH3 OCH3 N H H H H H OCH3 SCH3 N H H H H H CH3 CF3 CH H H H H H CH3 OCH2CF3 CH H H H H H CH3 OCF2CF3 N H H H H H CH3 OCH2CH2OCH3 N H H H H H CH3 CH2OCH3 CH Table 11 (In Formula I] Q is EMI198.1 R1 R10 R17 R20 R21 X Y Z 5-F H H H H OCH3 # OCH3 N 6-C1 H H H H OCH3 OCH3 N 4-Br H H H H OCH3 OCH3 N 3-CH3 H H H H OCH3 OCH3 CH 5-OCH3 H H H H OCH3 OCH3 CH 5-CF3 H H H H H OCH3 OCH3 CH H H H H H OCH3 OCH3 N H H H H H Cl OCH3 CH H H H H H Cl OCH3 N H H H H H OCH3 OCH3 CH H H H H H OCH3 OCH2CH3 N H H H H H OCH3 OCH2CH3 CH H CH3 H H H OCH3 OCH3 N H CH3 CH3 H H OCH3 OCH3 CH H CH3 CH3 CH3 H OCH3 OCH3 N H CH3 CH3 CH3 CH3 OCH3 OCH3 CH H CH3CH2 CH3 CH3 H OCH3 OCH3 N H CH3CH2 CH3CH2 H H OCH3 OCH3 CH H H H CH3CH2 CH3CH2 OCH3 OCH3 N H CH3CH2CH2 H H H OCH3 OCH3 CH H H CH3CH2CH2 H H OCH3 OCH3 N H H H CH3CH2CH2 H OCHµ OCH3 CH H H H H CH3CH2CH2 OCH3 OCH3 N H CH3(CH2)3- H H H OCH3 OCH3 CH H H CH3(CH2)3 H H OCH3 OCH3 N H H H CH3(CH2)3- H OCH3 OCH3 CH Table 11 (continued) R1 R10 R17 R20 R21 X Y Z H H H H CH3(CH2)3- OCH3 OCH3 N H (CH3)3C- H H H OCH3 OCH3 CH H H (CH3)3C- H H OCH3 OCH3 N H H H (CH3)3C- H OCH3 OCH3 CH H H H H (CH3)3C- OCH3 OCH3 N H CH3CHCH2CH3 H H H OCH3 OCH3 CH H H (CH3)2CHCH2- H H OCH3 OCH3 N H H H CH3CHCH2CH3 H OCH3 OCH3 CH H H H H (CH3)2CHCH2- OCH3 OCH3 N H CH3 CH3 H H OCH3 OCH3 CH H CH3 CH3 H H OCh3 OCH3 N Table ila EIn Formula I) Q is EMI200.1 R1 R10 R17 R20 R21 X Y 5-F H H H H OCH3 OCH3 N 6-Cl H H H H OCH3 OCH3 N 4-Br H H H H OCH3 OCH3 N 3-CH3 H H H H OCH3 OCH3 CH 5-OCH3 H H H H OCH3 OCH3 CH H H H H OCH3 OCH3 CH H H H H H OCH3 OCH3 N H H H H H Cl OCH3 CH H H H H H Cl OCH3 N H H H H H OCH3 OCH3 CH H H H H H OCH3 OCH2CH3 N H H H H H OCH3 OCH2CH3 CH H CH3 H H H OCH3 OCH3 N H CH3 CH3 H H OCH3 OCH3 CH H CH3 CH3 CH3 H OCH3 OCH3 N H CH3 CH3 CH3 CH3 OCH3 OCH3 CH H CH3CH2 CH3 CH3 H OCH3 OCH3 N H CH3CH2 CH3CH2 H H OCH3 OCH3 CH H H H CH3CH2 CH3CH2 OCH3 OCH3 N H CH3CH2CH2 H H -H OCH3 OCH3 CH H H CH3CH2CH2 H H OCH3 OCH3 N H H H CH3CH2CH2 H OCH3 OCH3 CH H H H H CH3CH2CH2 OCH3 OCH3 N H CH3(CH2)3- H H H OCH3 OCH3 CH H H CH3(CH2)3- H H OCH3 OCH3 N H H H CH3(CH2)3- H OCH3 OCH3 CH Table 11a (continued) R1 R10 R17 R20 R21 X Y Z H H H H CH3(CH2)3- OCH3 OCH3 N H (CH3)3C- H H H OCH3 OCH3 CH H H (CH3) i H H OCH3 OCH3 N H H H (CH3)3C- H OCH3 OCH3 CH H H H H (CH3)3C- OCH3 OCH3 N H CH3CHCH2CH3 H H H OCH3 OCH3 CH H H (CH3)2CHCH2- H H OCH3 OCH3 N H H H CH3CHCH2CH3 H OCH3 OCH3 CH H H H H (CH3)2CHCH2- OCH3 OCH3 N H CH3 CH3 H H OCH3 OCH3 CH H CH3 CH3 H H OCH3 OCH3 N Table lib [In Formula I] Q is EMI202.1 R R1 R10 R17 R20 R21 X Y Z CH3 H H H H H OCH3 OCH3 CH CH3 H H H H H OCH3 OCH3 N CH3CH2 H H H H H OCH3 OCH3 CH CH3CH2CH2 H H H H H OCH3 OCH3 N CH3(CH2)3 H H H H H OCH3 OCH3 CH (CH3)2CH H H H H H OCH3 OCH3 N (CH3)2CHCH2- H H H H H OCH3 OCH3 CH CH3CHCH2CH3 H H H H H OCH3 OCH3 N CH 5-F H H H H OCH3 OCH3 N CH3 6-Cl H H H H OCH3 OCH3 N CH3 4-Br H H H H OCH3 OCH3 N CH3 3-CH3 H H H H OCH3 OCH3 CH CH3 3-OCH3 H H H H OCH3 OCH3 CH CH3 5-CF3 H H H H OCH3 OCH3 CH H H H H H OCH3 OCH3 N CH3 H H H H H cl CCH3 CH CH3 H H H H H Cl OCH3 N CH3 H H H H H OCH3 OCH3 CH CH3 H H H H H OCH3 OCH2CH3 N CH3 H H H H H OCH3 OCH2CH3 CH CH3 H CH3 H H H OCH3 OCH3 N CH3 H CH3 CH3 H H OCH3 OCH3 CH CH3 H CH3 CH3 CH3 H OCH3 OCH3 N CH3 H CH3 CH3 CH3 CH3 OCH3 OCH3 CH CH3 H CH3CH2 CH3 CH3 H OCH3 OCH3 N CH3 H CH3CH2 CH3CH2 H H OCH3 OCH3 CH Table lib (continued) R R1 R10 R17 R20 R21 X Y Z CH3 H H H CH3CH2 CH3CH2 OCH3 OCH3 N CH3 H CH3CH2Ch2 H H H OCH3 OCH3 CH CH3 H H CH3CH2CH2 H H OCH3 OCH3 N CH3 H H H CH3CH2CH2 H OCH3 OCH3 CH CH3 H H H H CH3CH2CH2 OCH3 OCH3 N CH3 H CH3(CH2)3- H H H OCH3 OCH3 CH CH3 H H CH3(CH2)3- H H OCH3 OCH3 N CH3 H H H CH3(CH2)3- H OCH3 OCH3 CH CH3 H H H H CH3(CH2)3- OCH3 OCH3 N CH3 H H (CH3)3C- H H H OCH3 OCH3 CH CH3 H H (CH3)3C- H H OCH3 OCH3 N CH3 H H H (CH3)3C- H OCH3 OCH3 CH CH3 H H H H (CH3)3C- OCH3 OCH3 N CH3 H CH3CHCH2CH3 H H H OCH3 OCH3 CH CH3 H H (CH3)2CHCH2- H H OCH3 OCH3 N CH3 H H H CH3CHCH2CH2 H OCH3 OCH3 CH CH3 H H H H (CH3)2CHCH2- OCH3 OCH3 N CH3 H CH3 CH3 H H OCH3 OCH3 CH CH3 H CH3 CH3 H H OCH3 OCH3 N Table 12 [In Formula I] Q is EMI204.1 R1 R10 R17 R20 R21 R12 X Y Z 5-F H H H H H OCH3 OCH3 N 6-Cl H H H H H OCH3 OCH3 N 4-Br H H H H H OCH3 OCH3 N 3-CH3 H H H K H OCH3 OCH3 CH 5-OCH3 H H H H H OCH3 OCH3 CH 5-CH3 H H H H H OCH3 OCH3 CH H H H H H H OCH3 OCH3 CH H H H H H H Cl OCH3 CH H H H H H H Cl OCH3 N H H H H H H OCH3 OCH3 N H CH3 H H H H OCH3 OCH2CH3 CH H H CH3 H H H OCH3 OCH2CH3 N H H H CH3 H H OCH3 OCH3 CH H H H H CH3 H OCH3 OCH3 N H H H H H CH3 OCH3 OCH3 CH H CH3CH2 CH3 CH3 H H OCH3 OCH3 N H CH3CH2 CH3CH2 H H H OCH3 OCH3 CH H H H CH3CH2 CH3CH2 H OCH3 OCH3 N H CH3CH2CH2 H H H H OCH3 OCH3 CH H H CH3CH2CH2 H H H OCH3 OCH3 N H H H CH3CH2CH2 H H OCH3 OCH3 CH H H H H CH3CH2CH2 H OCH3 OCH3 N H CH3(CH2)3 H H H H OCH3 OCH3 CH H H CH3CHCH2CH3 H H H OCH3 OCH3 N H H H (CH3)2CHCH2 H H OCH3 OCH3 CH H H H H (CH3)3C- H OCH3 OCH3 N Table 12 (continued) R1 R10 R17 R20 R21 R12 X Y Z H CH3 CH3 H H H OCH3 OCH3 CH H CH3 CH3 H H H OCH3 OCH3 N Table 12a [In Formula I] Q is EMI206.1 R1 R10 R17 R20 R21 R12 X Y Z 5-F H H H H H OCH3 OCH3 N 6-Cl H H H H H OCH3 OCH3 N 4-Br H H H H H OCH3 OCH3 N 3-CH3 H H H H H OCH3 OCH3 CH 5-OCH3 H H H H H OCH3 OCH3 CH 5-CH3 H H H H H OCH3 OCH3 CH H H H H H H OCH3 OCH3 CH H H H H H H Cl OCH3 CH H H H H H H Cl OCH3 N H H H H H H OCH3 OCH3 N H CH3 H H H H OCH3 OCH2CH3 CH H H CH3 H K H OCH3 OCH2CH3 N H H H CH3 H H OCH3 OCH3 CH H H H H CH3 H OCH3 OCH3 N H H H H H CH3 OCH3 OCH3 CH H CH3CH2 CH3 CH3 H H OCH3 OCH3 N H CH3CH2 CH3CH2 H H H OCH3 OCH3 CH H H H CH3CH2 CH3CH2 H OCH3 OCH3 N H CH3CH2CH2 H H H H OCH3 OCH3 CH H H CH3CH2CH2 H H H OCH3 OCH3 N H H H CH3CH2CH2 H H OCH3 OCH3 CH H H H H CH3CH2CH2 H OCH3 OCH3 N H CH3(CH2)3 H H H H OCH3 OCH3 CH H H CH3CHCH2CH3 H H H OCH3 OCH3 N H H H (CH3)2CHCH2 H H OCH3 OCH3 CH H H H H (CH3)3C- H OCH3 OCH3 N Table 12a (continued) R1 R10 R17 R20 R21 R12 X Y Z H CH3 CH3 H H H OCH3 OCH3 CH H CH3 CH3 H H H OCH3 OCH3 N Table 12b [In Formula I) Q is EMI208.1 R R1 R10 R17 R20 R21 R12 X Y CH3 H H H H H H OCH3 OCH3 N CH3CH2 H H H H H H OCH3 OCH3 CH CH3CH2CH2 H H H H H H OCH3 OCH3 N (CH3)2CH H H H H H H OCH3 OCH3 CH CH3(CH2)3 H H H H H H OCH3 OCH3 N (CH3)2CHCH2- H H H H H H OCH3 OCH3 CH CH3CHCH2CH3 H H H H H H OCH3 OCH3 N (CH3)3C H H H H H H OCH3 OCH3 N CH3 5-F H H H H H OCH3 OCH3 N CH3 6-C1 H H H H H OCH3 OCH3 N CH3 4-Br H H H H H OCH3 OCH3 N CH3 3-CH3 H H H H H OCH3 OCH3 CH CH3 5-OCH3 H H H H H OCH3 OCH3 CH CH3 5-CF3 H H H H H OCH3 OCH3 CH CH3 H H H H H H OCH3 OCH3 N CH3 H H H H H H Cl OCH3 CH CH3 H H H H H H Cl OCH3 N CH3 H H H H H H OCH3 OCH3 CH CH3 H H H H H H OCH3 OCH2CH3 N CH3 H H H H H H OCH3 OCH2CH3 CH CH3 H CH3 H H H H OCH3 OCh3 N CH3 H CH3 CH3 H H H OCH3 OCH3 CH CH3 H CH3 CH3 CH3 H H OCH3 OCH3 N CH3 H CH3 CH3 CH3 CH3 H OCH3 OCH3 CH CH3 H CH3CH2 CH3 CH3 H H OCH3 OCH3 N CH3 H CH3CH2 CH3CH2 H H H OCH3 OCH3 CH Table 12b (continued) R R1 R10 R17 R20 R21 R12 X Y Z CH3 H H H CH3CH2 CH3CH2 H OCH3 OCH3 N CH3 H CH3CH2CH2 H H H H OCH3 OCH3 CH CH3 H H CH3CH2Ch2 H H H OCH3 OCH3 N CH3 H H H CH3CH2CH2 H H OCH3 OCH3 CH CH3 H H H H CH3CH2CH2 H OCH3 OCH3 N CH3 H CH3(CH2)3- H H H H OCH3 OCH3 CH CH3 H H CH3(CH2)3- H H H OCH3 OCH3 N H H H H CH3(CH2)3- H H OCh3 OCH3 CH CH3 H H H H H CH3(CH2)3 H OCH3 OCH3 N CH3 H (CH3)3C- H H H H OCH3 OCH3 CH CH3 H H (CH3)3C- H H H OCH3 OCH3 N CH3 H H H (CH3)3C- H H OCH3 OCH3 CH CH3 H H H H (CH3)3C- H OCH3 OCH3 N CH3 H Ch3CHCH2CH3 H H H H OCH3 OCH3 CH CH3 H H (CH3)2CHCH2- H H H OCH3 OCH3 N CH3 H H H CH3CHCH2CH3 H H OCH3 OCH3 CH CH3 H H H H (CH3)2CHCH2- H OCH3 OCH3 N H Ch3 CH3 H H H OCH3 OCH3 CH H CH3 CH3 H H H OCH3 OCH3 N H H H H H CH3 OCH3 OCH3 CH Table 13 [In Formula I] Q is EMI210.1 R1 R13 R22 R23 R24 X Y 5-F H H H H H CH3 CH3 N 6-Cl H H H H CH3 OCH3 N 4-Br H H H H OCH3 OCH3 N 3-CH3 H H H H CH3 CH3 CH 5-OCH3 H H H H CH3 OCH3 CH 3-CF3 H H H H OCH3 OCH3 CH H H H H H Cl OCH3 CH H H H H H Cl NH2 CH H H H H H Cl NHCH3 CH H H H H H Cl N(CH3)2 CH H H H H H CH3 CH3CH2 CH H H H H H OCH3 CH2OCH3 N H H H H H CH3 OCH2CH3 N H H H H H OCH3 OCH2CH3 CH H H H H H CH3 CH(OCH3)2 CH H CH3 H H H CH3 CH3 CH H CH3 H H H CH3 OCH3 CH H CH3 H H H OCH3 OCH3 CH H CH3 H H H CH3 CH3 N H CH3 H H H OCH3 CH3 N H CH3 H H H OCH3 OCH3 N H H CH3 H H CH3 CH3 CH H H CH3CH2 H H CH3 OCH3 CH H H CH30 H H OCH3 OCH3 CH H H - CH3CH2O H H CH3 OCH3 N H H CH3S H H CH3 OCH3 N H H Cl H H OCH3 OCH3 N Table 13 (continued) R1 R13 R22 R23 R24 X Y Z H H Br H H OCH3 OCH3 N H H H CH3 H CH3 CH3 CH H H H H CH3 CH3 OCH3 CH H H H CH3 CH3 OCH3 OCH3 CH H H H CH3CH2 H CH3 OCH3 N H H H H CH3CH2 OCK3 OCH3 N H H H H H CH3 CH3 N H H H H H CH3 OCH3 N H H H H H OCH3 OCH3 N H H H H H CH3 CH3 CH H H H H H CH3 OCH3 CH H H H H H OCH3 OCH3 CH Table 14 EMI212.1 EMI212.2 <tb> <SEP> Q <SEP> R1 <SEP> R13 <SEP> A <tb> 0 <SEP> O <SEP> H <SEP> H <tb> <SEP> N <SEP> O <SEP> H <SEP> H <tb> <SEP> Na <SEP> J <tb> <SEP> 00H3 <tb> <SEP> 3 <SEP> K <SEP> K <tb> <SEP> N <SEP> O <SEP> H <SEP> H <SEP> < v0tl <tb> <SEP> 0 <tb> <SEP> o <SEP> OK <tb> <SEP> AN <SEP> O <SEP> Nt03 <tb> <SEP> NB <SEP> O <SEP> H <SEP> K <tb> <SEP> 7 <tb> <SEP> N <SEP> <tb> <SEP> NB <SEP> N <SEP> CH3 <tb> <SEP> N <SEP> N <tb> <SEP> S <SEP> O <SEP> H <SEP> K <SEP> 010H <tb> <SEP> 3 <tb> Table 14 (continued) EMI213.1 <tb> R1 <SEP> R13 <SEP> A <tb> <SEP> O <SEP> H <SEP> H <SEP> 00K3 <tb> <SEP> OH3 <tb> Table 15 EMI214.1 EMI214.2 <tb> <SEP> Q <SEP> W" <SEP> R1 <SEP> R13 <SEP> x2 <SEP> Y <tb> <SEP> - <SEP> 2 <tb> <SEP> o <tb> O <SEP> K <SEP> H <SEP> H <SEP> CH3 <SEP> OCH3 <tb> <SEP> S <tb> O <SEP> 0 <SEP> H <SEP> H <SEP> CH3 <SEP> OCH3 <tb> <SEP> O,K3 <tb> <SEP> N <tb> 4 <SEP> N <SEP> ) <SEP> <SEP> H <SEP> K <SEP> CH3 <SEP> OCH3 <tb> <SEP> ,CH3 <tb> <SEP> t <tb> <SEP> 0 <SEP> O <SEP> H <SEP> H <SEP> CH3 <SEP> OCH <tb> <SEP> ; ;J <SEP> 3 <tb> 0 <SEP> O <SEP> H <SEP> H <SEP> CH3 <SEP> OCH <tb> <SEP> 3 <tb> <SEP> / <SEP> n <tb> <SEP> O <SEP> K <SEP> K <SEP> H <SEP> H <SEP> CH3 <SEP> 00K3 <tb> <SEP> 3 <tb> <SEP> +N-R <SEP> O <SEP> H <SEP> It <SEP> CH3 <SEP> OCH3 <tb> <SEP> S <tb> <SEP> 1, <SEP> K <SEP> H <SEP> H <SEP> CH3 <SEP> OCH <tb> <SEP> J <SEP> 3 <tb> <SEP> 4oN <SEP> O <SEP> H <SEP> H <SEP> CH3 <SEP> OCH3 <tb> Table 15 (continued) EMI215.1 <tb> <SEP> Q <SEP> W" <SEP> W, <SEP> R13 <SEP> X, <SEP> v <tb> <SEP> Q <SEP> ', <SEP> R1 <SEP> R13 <SEP> X2 <SEP> Y2 <tb> sN <SEP> N <SEP> O <SEP> H <SEP> H <SEP> CH3 <SEP> OCH3 <tb> <SEP> Q <SEP> K <SEP> K <SEP> H <SEP> H <SEP> OH <SEP> 3 <SEP> 00K3 <tb> OH <tb> <SEP> 3 <tb> -N <SEP> N <SEP> O <SEP> H <SEP> K <SEP> CH3 <SEP> H2CH3 <tb> <SEP> rn\ <tb> NvN <SEP> O <SEP> H <SEP> H <SEP> CH3 <SEP> OH3S <tb> NvN <SEP> O <SEP> H <SEP> H <SEP> CH3 <SEP> CH3OH2S <tb> -N <SEP> Y <SEP> N <SEP> o <SEP> H <SEP> H <SEP> CH3CH2 <SEP> OCH3 <tb> <SEP> 5 <tb> <SEP> 0 <SEP> K <SEP> H <SEP> H <SEP> CH3CH2CH3 <SEP> OCH3 <tb> <SEP> N <tb> <SEP> O <SEP> K <SEP> ss <SEP> O <SEP> H <SEP> H <SEP> (CH3)2CH <SEP> 00K3 <tb> <SEP> 3s <tb> <SEP> 0 <SEP> O <SEP> H <SEP> H <SEP> CF3CH2 <SEP> OCH <tb> Formulations Useful formulations of the compounds of Formula I can be prepared in conventional ways. They include dusts, granules, pellets, solutions, suspensions, emulsions, wettable powders, emulsifiable concentrates and the like. Many of these may be applied directly. Sprayable formulations can be extended in suitable media and used at spray volumes of from a few liters to several hundred liters per hectare. High strength compositions are primarily used as intermediates for further formulation. The formulations, broadly, contain about 0.1% to 99% by weight of active ingredient(s) and at least one of (a) about 0.1% to 20% surfactant(s) and (b) about 1% to 99.9% solid or liquid inert diluent(s). More specifically, they will contain these ingredients in the following approximate proportions: Table 16 Weight Percent* Active Ingredient Diluent(s) Surfactant(s) Wettable Powders 20-90 0-74 1-10 Oil Suspensions, 3-50 40-95 0-15 Emulsions, Solutions, (including Emulsifiable Concentrates) Aqueous Suspension 10-50 40-84 1-20 Dusts 1-25 70-99 0-5 Granules and Pellets 0.1-95 5-99.9 0-15 High Strength 90-99 0-10 0-2 Compositions * Active ingredient plus at least one of a Surfactant or a Diluent equals 100 weight percent. Lower or higher levels of active ingredient can, of course, be present depending on the intended use and the physical properties of the compound. Higher ratios of surfactant to active ingredient are sometimes desirable, and are achieved by incorporation into the formulation or by tank mixing. Typical solid diluents are described in Watkins, et al., "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Dorland Books, Caldwell, New Jersey, but other solids, either mined or manufactured, may be used. The more absorptive diluents are preferred for wettable powders and the denser ones for dusts. Typical liquid diluents and solvents are described in Marsden, "Solvents Guide," 2nd Ed., Interscience, New York, 1950. Solubility under 0.1S is preferred for suspension concentrates; solution concentrates are preferably stable against phase separation at OaC, "McOutcheon's Detergents and Emulsifiers Annual", MC Publishing Corp., Ridgewood, New Jersey, as well as Sisely and Wood, "Encyclopedia of Surface Active Agents", Chemical Publishing Co., Inc., New York, 1964, list surfactants and recommended uses. All formulations can contain minor amounts of additives to reduce foaming, caking, corrosion, microbiological growth, etc. The methods of making such compositions are well known. Solutions are prepared by simply mixing the ingredients. Fine solid compositions are made by blending and, usually, grinding as in a hammer or fluid energy mill. Suspensions are prepared by wet milling (see, for example, Littler, U.S. Patent 3,060,084). Granules and pellets may be made by spraying the active material upon preformed granular carriers or by agglomeration techniques. See J. E. Browning, "Agglomeration", Chemical Enaineerinq, December 4, 1967, pp. 147ff. and "Perry's Chemical Engineer's Handbook", 5th Ed., McGraw-Hill, New York, 1973, pp. 8-57ff. For further information regarding the art of formulation, see for example: H. M. Loux, U.S. Patent 3,235,361, February 15, 1966, Col. 6, line 16 through Col. 7, line 19 and Examples 10 through 41; R. W. Luckenbaugh, U.S. Patent 3,309,192, March 14, 1967, Col. 5, line 43 through Col. 7, line 62 and Examples 8, 12, 15, 39, 41, 52, 53, 58, 132, 138-140, 162-164, 166, 167 and 169-182; H. Gysin and E. Knusli, U.S. Patent 2,891,855, June 23, 1959, Col. 3, line 66 through Col. 5, line 17 and Examples 1-4; G. C. Klingman, "Weed Control as a Science", John Wiley and Sons, Inc., New York, 1961, pp. 81-96; and J. D. Fryer and S. A. Evans, "Weed Control Handbook", 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pp. 101-103. In the following examples, all parts are by weight unless otherwise indicate. Example 41 Wettable Powder 2-(isoxazol-5-yl)-N-[( 4, 6-dimethoxypyrimidin-2-yl) aminocarbonyl]benzenesulfonamide 80% sodium alkylnaphthalenesulfonate 2% sodium ligninsulfonate 2% synthetic amorphous silica 3% kaolinite 13% The ingredients are blended, hammer-milled until all the solids are essentially under 50 microns, reblended, and packaged. Example 42 Wettable Powder 2-(isoxazol-5-yl) N t(4-methoxy-6-methylpyrimidin-2- Y1)aminocarbony1]benzenesulfonamide 50% sodium alkylnaphthalenesulfonate 2% low viscosity methyl cellulose 2% diatomaceous earth 46% The ingredients are blended, coarsely hammer- milled and then air-milled to produce particles essentially all below 10 microns in diameter. The product is reblended before packaging. Example 43 Granule Wettable Powder of Example 42 5% attapulgite granules 95% (U.S.S. 20-40 mesh; 0.84-0.42 mm) A slurry of wettable powder containing ¯ 25% solids is sprayed on the surface of attapulgite granules in a double-cone blender. The granules are dried and packaged. Example 44 Extruded Pellet N-[(4,6-dimethoxypyrimidin-2-y1)aminocarbony1]-2 (1- and/or 2-methyl-lH-pyrazol-3-yl)benzene- sulfonamide 25% anhydrous sodium sulfate 10% crude calcium ligninsulfonate 5% sodium alkylnaphthalenesulfonate 1% calcium/tnagnesium bentonite 59% The ingredients are blended, hammer-milled and then moistened with about 12% water. The mixture is extruded as cylinders about 3 mm diameter which are cut to produce pellets about 3 mm long. These may be used directly after drying, or the dried pellets may be crushed to pass a U.S.S. No. 20 sieve (0.84 mm openings). The granules held on a U.S.S. No. 40 sieve (0.42 mm openings) may be packaged for use and the fines recycled. Example 45 Oil Suspension N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonylu-2- (1-methyl-lH-pyrazol-4-yl)benzenesulfonamide 25% polyoxyethylene sorbitol hexaoleate 5% highly aliphatic hydrocarbon oil 70% The ingredients are ground together in a sand mill until the solid particles have been reduced to under about 5 microns. The resulting thick suspension may be applied directly, but preferably after being extended with oils or emulsified in water. Example 46 Wettable Powder N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino- carbonyl]-2- (1- and/or 2-methyl-lH-pyrazol-3-yl)- benzenesulfonamide 20% sodium alkylnaphthalenesulfonate 4% sodium ligninsulfonate 4% low viscosity methyl cellulose 3% attapulgite 69% The ingredients are thoroughly blended. After grinding in a hammer-mill to produce particles essentially all below 100 microns, the material is reblended and sifted through a U.S.S. No. 50 sieve (0.3 mm opening) and packaged. Example 47 Low Strength Granule N-t(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino- carbonyl )-2- ( l-methyl-lH-pyrazol-4-yl) benzene- sulfonamide 1% N ,N-dimethylformamide 9% attapulgite granules 90% (U.S.S. 20Z40 sieve) The active ingredient is dissolved in the solvent and the solution is sprayed upon dedusted granules in a double cone blender. After spraying of the solution has been completed, the blender is allowed to run for a short period and then the granules are packaged. Example 48 Aqueous Suspension N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2- tisoxazol-4-yl)benzenesultonamide 40% polyacrylic acid thickener 0.3% dodecylphenol polyethylene glycol ether 0.5% disodium phosphate 1% monosodium phosphate 0.5% polyvinyl alcohol 1.0% water 56.7% The ingredients are blended and ground together in a sand mill to produce particles essentially all under 5 microns in size. Example 49 Solution 2-(isoxazol-4-yl)-N-[(4-methoxy-6-methylpyrimidin- 2-yl)aminocarbonyl]benzenesulfonamide, sodium salt 5% water 95% The salt is added directly to the water with stirring to produce the solution, which may then be packaged for use. Example 50 Low Strenqth Granule 2-(isoxazol-4-y1)-N-[(4-methoxy-6-methyl-1,3,5 triazin-2-y1)aminocarbony1]benzenesulfonamide 0.1% attapulgite granules 99.9% (U.S.S. 20-40 mesh) The active ingredient is dissolved in a solvent and the solution is sprayed upon dedusted granules in a double-cone blender. After spraying of the solution has been completed, the material is warmed to evaporate the solvent. The material is allowed to cool and then packaged. Example 51 Granule 2-(isoxazol-5-yl)-N-[(4,6-dimethoxypyrimidin-2-yl)- aminocarbonyl]benzenesulfonamide 80% wetting agent 1% crude ligninsulfonate salt (containing 10% 5-20X of the natural sugars) attapulgite clay 9% The ingredients are blended and milled to pass through a 100 mesh screen. This material is then added to a fluid bed granulator, the air flow is adjusted to gently fluidize the material, and a fine spray-of water is sprayed onto the fluidized material. The fluidization and spraying are continued until granules of te desired size range are made. The spraying is stopped, but fluidization is continued, optionally with heat, until the water content is reduced to the desired level, generally less than 1%. The material is then discharged, screened to the desired size range, generally 14-100 mesh (1410-149 microns) , and ka°wayeJ for use. Example 52 High Strenqth Concentrate N-E(4,6-dimethoxypyrimidin-2-yl)aminocarbo yl]-2- (l-methyl-lH-pyrazol-4-yl)benzenesulfonamide 99% silica aerogel 0.5% synthetic amorphous silica 095% The ingredients are blended and ground in a hammer-mill to produce a material essentially all passing a U.S.S. No. 50 screen (0.3 mm opening). The concentrate may be formulated further if necessary. Example 53 Wettable Powder N-E(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2- (1- and/or 2-methyl-lH-pyrazol-3-yl)benzene sulfonamide 90% dioctyl sodium sulfosuccinate 0.1% synthetic fine silica 9.9% The ingredients are blended and ground in a hammer-mill to produce particles essentially all below 100 microns. The material is sifted through a U.S.S. No. 50 screen and then packaged. Example 54 Wettable Powder 2-(isoxazol-5-yl)-N-[( 4-methoxy-6-methylpyrimidin- 2-yl)aminocarbonyl)benzenesulfonamide 40% sodium ligninsulfonate 20% montmorillonite clay 40% The ingredients are thoroughly blended, coarsely hammer-milled and then air-milled to produce particles essentially all below 10 microns in size. The material is reblended and then packaged. Example 55 Oil Suspension N-E(4-methoxy-6-methyl-1,3,5-triazin-2-yl))amino- carbonyl]-2-(l- and/or 2-methyl-lH-pyrazol-3 yl)benzenesulfonamide 35% blend of polyalcohol carboxylic 6% esters and oil soluble petroleum sulfonates xylene 59% The ingredients are combined and ground together in a sand mill to produce particles essentially all below 5 microns. The product can be used directly, extended with oils, or emulsified in water. Example 56 Dust N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino- carbonyl]-2-(l-methyl-lH-pyrazol-4-yl) benzene- sulfonamide 10% attapulgite 10% Pyrophyllite 80% The active ingredient is blended with attapulgite and then passed through a hammer-mill to produce particles substantially all below 200 microns. The ground concentrate is then blended with powdered pyrophyllite until homogeneous. Utility The compounds of the present invention are powerful herbicides. They have utility for broadspectrum pre- and/or post-emergence weed control in areas where complete control of all vegetation is desired, such as around fuel storage tanks, ammunition depots, industrial storage areas, parking lots, drivein theaters, around billboards, highway and railroad structures. Alternatively, the subject compounds are useful for the selective pre- or post-emergence weed control in crops, such as wheat, barley, rice, soybeans and corn. The rates of application for the compounds of the invention are determined by a number of factors, including their use as selective or general herbicides, the crop species involved, the types of weeds to be controlled, weather and climate, formulations selected, mode of application, amount of foliage present, etc. In general terms, the subject compounds should be applied at levels in the range of about 0.01 to 10 kg/ha, the lower rates being suggested for use on lighter soils and/or those having a low organic matter content, for selective weed control or for situations where only short-term persistence is required. The compounds cf the invention may be used in combination with any other commercial herbicide examples of which are those of the triazine, triazole, uracil, urea, amide, diphenylether, darbamate and bipyridylium types. The herbicidal properties of the subject compounds were discovered in a number of greenhouse tests. The test procedures and results follow. Test A Seeds of crabgrass (Oiqitaria sp.), barnyardgrass (Echinochloa crusgalli), wild oats (Avena fatua), sicklepod (Cassia obtusifolia), morningglory (Ipomoea sp.), cocklebur (Xanthium sp.), sorghum, corn, soybean, rice, wheat and nutsedge tubers (Cyperus rotundus) were planted in a growth medium and treated pre-emergence with a non-phytotoxic solvent solution of the compounds of Table A. At the same time, cotton having five leaves (including cotyledonary ones), bush beans with the third trifoliolate leaf expanding, crabgrass, barnyardgrass and wild oats with two leaves, sicklepod with three leaves (including cotyledonary ones), morningglory and cocklebur with four leaves (including the cotyledonary ones), sorghum and corn with four leaves, soybean with two cotyledonary leaves, rice with three leaves, wheat with one leaf, and nutsedge with three-five leaves were sprayed with a non-phytotoxic solvent solution of the com pounds of Table A. Other containers of the above-mentioned weeds and crops were treated pre- or post-emergence with the same non-phytotoxic solvent so as to provide a solvent control. A set of untreated control plants was also included for comparison. Preemergence and post-emergence treated plants and controls were maintained in a greenhouse for sixteen days, then all treated plants were compared with their respective controls and rated visually for response to treatment. The following rating system was used: 0 = no effect; 10 = maximum effect; C = chlorosis or necrosis; D = defoliation; E = emergence inhibition; G = growth retardation; H = formative effects; I = increased chlorophyl; P = terminal bud kill; S = albinism; U = unusual pigmentation; X = axillary stimulation; 6F = delayed flowering; and 6Y = abscised buds or flowers. The ratings are summarized in Table A. The compounds tested are highly active herbicides. Certain of the compounds have utility for weed control in wheat. Compound Structures Compound 1 EMI228.1 Compound 2 EMI228.2 Compound 3 EMI228.3 Compound 4 EMI228.4 Compound 5 EMI229.1 Compound 6 EMI229.2 Compound 7 EMI229.3 Compound 8 EMI229.4 Compound 9 EMI229.5 Compound 10 EMI230.1 Compound 11 EMI230.2 Compound 12 EMI230.3 Compound 13 EMI230.4 Compound 14 EMI230.5 Compound 15 EMI231.1 Compound 16 EMI231.2 Compound 17 EMI231.3 Compound 18 EMI231.4 Compound 19 EMI232.1 Compound 20 EMI232.2 Compound 21 EMI232.3 Compound 22 EMI232.4 Compound 23 EMI232.5 Compound 2A EMI233.1 Compound 23 EMI233.2 Compound 26 EMI233.3 Compound 27 EMI233.4 Compound 28 EMI233.5 Compound 29 EMI234.1 compound 30 EMI234.2 Compound 31 EMI234.3 Compound 32 EMI234.4 Compound 33 EMI234.5 Compound 34 EMI235.1 Compound 35 EMI235.2 Compound 36 EMI235.3 Compound 37 EMI235.4 Compound 38 EMI235.5 Compound 39 EMI236.1 Compound 40 EMI236.2 Compound 41 EMI236.3 Compound 42 EMI236.4 Compound 43 EMI236.5 Compound 44 EMI237.1 Compound 45 EMI237.2 Compound 46 EMI237.3 Compound 47 EMI237.4 Compound 48 EMI238.1 Compound 49 EMI238.2 Compound 50 EMI238.3 Compound 51 EMI238.4 Compound 52 EMI238.5 Compound 53 EMI239.1 Compound 54 EMI239.2 Compound 55 EMI239.3 Compound 56 EMI239.4 Compound 57 EMI240.1 Compound 58 EMI240.2 Compound 59 EMI240.3 Compound 60 EMI240.4 Comoound 61 EMI241.1 Compound 62 EMI241.2 Compound 63 EMI241.3 Compound 64 EMI241.4 Table A Cmpd. 1 Cmpd. 2 Cmpd. 3 Cmpd. 3 Rate kg/ha .05 .05 0.4 .05 POST-EMERGENCE Bush bean 90 100 90 90 Cotton 9C 9C 6C, 9G 6C, 9G Morningglory 4C, 8G 10C 6C, 9G 6C, 9G Cocklebur 90 100 90 6C,gG Sicklepod 9C 9C 6C, 9G 6C, 9G Nutsedge 6C, 9G 4C, 8G 6C, 9G 6C, 9G Crabgrass 2C, 6G 2C, 8G 6C, 9G 5G Barnyardgrass 90 90 90 4C, 9H Wild Oats 8G,5X 30,90 2C, 9G 20,90 Wheat 20,70 30,90 2U,9G 3C, 9G Corn 5U,9G 5U,9G 5U,9G 3U,9G Soybean 90 90 6C, 9G 90 Rice 50,90 6C, 9G 50,90 50,90 Sorghum 3U,9G 3U,9G 4U,9G lU,9G PRE-EMERGENCE Morningglory 30,90 90 30,90 90 Cocklebur 9H 9H 9H 9H Sicklepod 3C, 9G 3C, 9G 3C, 9G 5C, 8G Nutsedge 10E lOE lOE lOE Crabgrass 20,50 2C, 8G 20,60 10,30 Barnyardgrass 5C, 9G 6C, 9H 9H 2C, 9H Wild Oats 2C, 9G 5C, 9G 2C, 9G 2C, 9H Wheat 20,90 20,90 9H 20,90 Corn 2U,9G 90 20,90 20,90 Soybean 9H 9H 9H 2C, 8H Rice 10E 10E 10E 2C, 9H Sorghum 2C, 9G 9H 10H 2C, 9H Table A (continued) Cmpd. 4 Cmpd. 4 Cmpd. 5 Cmpd. 5 Rate kg/ha 0.4 .05 0.4 .05 POST-EMERGENCE Bush bean 9C 5C, 9G, 6Y 5C, 9G, 6Y 6C, 9G, 6Y Cotton 6C, 9G 5C, 9G 6C, 9G 6C, 9G Morningglory 5C, 9G 5C, 9H 5C, 9H 6C, 9G Cocklebur 9C 5C, 9H 5C, 9H 10C Sicklepod 3C, 5H 4C, 5H 4C, 9G 6C, 9G Nutsedge 2G 0 6C, 9G 5C, 9G Crabgrass 2C, 8G 1C 3C, 8G 2C, 5H Barnyardgrass 100 9C 100 100 Wild Oats 2C 0 3C, 9H 2C, 5G Wheat 0 0 2C, 9G 2C, 3G Corn 7U, 9C 5C, 9G 5C, 9G 5C, 9G Soybean 3C, 9G 3C, 9G 5C, 9G 6C, 9G Rice 1C, 3G 0 6C, 9G 5C, 9G Sorghum 3C, 9H 2C, 9G 1C, 9H 9H PRE-EMERGENCE Morningglory 3C, 9G 9G 2C, 9H 3C, 9G Coclebur 3C, 9H 8H 9H 2C, 9H Sicklepod 3C, 7H 2C, 5H 2C, 9G 3C, 9H Nutsedge O 0 lOE lOE Crabgrass 1C 0 3C, 9G 2C, 6G Barnyardgrass 2C, 9H 2C, 6H 6C, 9H 5C, 9H Wild Oats 1C 0 3C, 9G 2C, 9G Wheat 0 0 1C, 9G 2C, 9G Corn 2C, 9G 9G 5C, 9G 2C, 9G Soybean 9H 2C, 5H 9H 8H Rice 2C, 3G 2C, 3G 10E 5C, 9H Sorghum 2C, 9H 2C, 9H 2C, 9H 2C, 8H Table A (continued) Cmpd. 6 Cmpd. 7 Cmpd. 8 Cmpd. 8 Rate kg/ha .05 .05 0.4 .05 POST-EMERGENCE Bush bean 90 90 90 90 Cotton 60,90 90 9C 60,90 Morningglory 60,90 100 100 90 Cocklebur 60,90 90 90 90 Sicklepod 60,90 90 100 90 Nut sedge 90 80 100 100 Crabgrass 2C, 7H 2C, 6G 3C, 8G 3C, 7H Barnyardgrass 90 6C, 9H, 90 90 Wild Oats 20,90 20 30,90 20,50 Wheat 30,90 0 40,90 20,80 Corn 90 5U,9G 90 5U,9G Soybean 90 90 90 90 Rice 50,90 20,70 60,90 40,90 Sorghum 4U, 9C 30,80 4U,9C 4U,9G PRE-EMERGENCE Morningglory 9C 10C 9C 1C, 9H Cocklebur 9H 9H 9H 9H Sicklepod 50,90 90 90 30,90 Nutsedge lOE 10,60 lOE lOE Crabgrass 2C, 9G 1C, 3G 2C, 9G 2C, 7H Barnyardgrass 5C, 9H 2C, 7H 9C 5C, 9H Wild Oats 30,90 20,60 2C, 9H 20,90 Wheat 2C, 9H 20 9H 20,90 Corn 50,90 10,90 90 30,90 Soybean 9H 9H 9H 2C, 8H Rice 10E 5G 10E 5C, 9H Sorghum 7C, 9H 1C, 6H 7C, 9H 2C, 9H Table A (continued) Cmpd. 9 Cmpd. 9 Rate kg/ha 004 .05 POST-EMERGENCE Bush bean 9C 9C Cotton 9C 6C, 9G Morningglory 6C, 9G 9C Cocklebur 9C 9C Sicklepod 6C, 9G 6C, 9G Nutsedge 6C, 9G 1C, 5G Crabgrass 3C, 8G 2C, 7G Barnyardgrass 9C 10C Wild Oats 5C, 9G 2C, 8G Wheat 1C 0 Corn 7U, 9C 5U, 9C Soybean 9C 2C, 9G Rice 4C, 9G 3C, 9G Sorghum 6U, 9G 2C, 9G PRE-EMERGENCE Morningglory 9C 1C, 9H Cocklebur - Sicklepod 9C 7C, 9G Nutsedge 5C, 9G 6G Crabgrass 4C, 8G 2C, 5G Barnyardgrass 9C 3C, 9H Wild Oats 3C, 9H 3C, 8G Wheat 3G 0 Corn 3C, 9H 2C, 8H Soybean 9H 3C, 7H Rice 10E 3C, 8G Sorghum 2C, 9H 9G Table A (continued) Cmpd. 10 Cmpd. 11 Cmpd. 12 Cmpd. 13 Rate kg/ha 0.05 0.05 0.05 0.05 POST-EMERGENCE Bush bean 90 90 90 6C, 9G, 6Y Cotton 50,90 40,90 50,90 40,80 Sorghum 90 10C 100 50,90 Corn 100 100 90 5U,9G Soybean . 90 90 90 10,20 Wheat 50,90 90 90 0 Wild Oats 90 90 90 5C, 9H Rice 6C, 9G 60,90 60,90 50,90 Barnyardgrass 9C 90 90 5C, 9H Crabgrass 90 50,90 90 20,50 Morningglory 9C 10C 10C 4C, 8H Cocklebur 90 100 100 5C, 9H Sicklepod 90 90 90 3H,5C Nutsedge 50,90 100 60,90 30,90 Sugar beet 90 90 90 50,80 PRE-EMERGENCE Sorghum 10H 10H 6C, 9H 2C, 8H Corn 5C, 9H 10H 5C, 9G 4C, 7G Soybean 9H 9H 3C, 6H 1C Wheat 3C, 9H 5C, 9H 4C, 9G 2G Wild Oats 4C, 8G 6C, 9H 5C, 9H 6H Rice lOE lOE lOE 20,50 Barnyardgrass 5C, 9G 6C, 9G 5C, 9G 3C, 7G Crabgrass 20,80 60,90 50,90 30 Morningglory 90 90 90 2C, 3H Cocklebur 9H 9H 90 90 Sicklepod 90 90 90 1C Nutsedge lOE lOE lOE 0 Sugar beet lOE lOE lOE 5G Table A (continued) Cmpd. 14 Cmpd. 15 Cmpd. 16 Cmpd. 17 Rate kg/ha 0.05 0.05 0.05 0.05 POST-EMERGENCE Bush bean 9C 9C 9C 9C Cotton 5C, 9G 4C, 9G 4C, 9G 4C, 9G Sorghum 2U, 9G 3C, 9G 2C, 9H 9G Corn 5U, 9H 6U, 9G 4C, 9G 3C, 9H Soybean 5C, 9G 5C, 9G 4C, 9G 5C, 9G Wheat 1C, 6G 9C, 9G 2C, 8G 0 Wild Oats 2C, 9G 6C, 9G 5C, 9H 2C Rice 5C, 9G 5C, 9G 5C, 9G 6G Barnyardgrass 9C 9C 5C, 9H 3C, 6H Crabgrass 5C, 9G 2C, 9G 3C, 8G 1C Morningglory 5C, 9G 4C, 9G 3C, 8G 9C Cocklebur 10C 5C, 9G 3C, 9H 9C Sicklepod 9C 5C, 9G 3C, 7H 4C, 9G Nutsedge 10C 9C 4C, 9G 5C, 9G Sugar beet 9C 9C 5C, 9G 9C PRE-EMERGENCE Sorghum 10H 10H 3C, 9H 4C, 9H Corn 4C, 9G 10E 3C, 9H 3C, 9H Soybean 9H 9H 8H 2C, 9H Wheat 5C, 9G 5C, 9G 2C, 9G 0 Wild Oats 5C, 9G 5C, 9G 2C, 9H 1C Rice lOE 10E 10E 3C, 6G Barnyardgrass 5C,9H 3C, 9H 3C, 8H 2G Crabgrass 2C,4G 3C, 7G 1C, 4G 1C Morningglory 9C 9C 9H 9C Cocklebur 9H 9H 9H 9H Sicklepod 5C, 9G 9C 8H 5C, 9G Nutsedge 10E 10E 10E 10E Sugar beet 10E 10E 5C, 9G 9C Table A (continued) Cmpd. 18 Cmpd. 19 Cmpd. 20 Cmpd. 21 Rate kg/ha 0.05 0.05 0.05 0.05 POST-EMERGENCE Bush bean 90 4C,9G,6Y 90 6C, 9G, 6Y Cotton 40,90 30,40 6C, 9G 40,90 Sorghum 1C, 8H 20 3U,9G 50,90 Corn 3C, 9H 10,40 2U,9G 5U,9G Soybean 50,90 4H 40,80 40,90 Wheat O O 1C 10,70 Wild Oats O 0 20 3C, 9H Rice 1C,2G 30 40,80 50,90 Barnyardgrass 0 0 5C, 8H 6C, 9H Crabgrass O 0 30,80 20,80 Morningglory 50,90 3C, 4H 50,90 50,90 Cocklebur 100 2C, 8H 90 100 Sicklepod 50,90 1C 5C, 9G 50,90 Nutsedge 40,90 2C, 7H 90 90 Sugar beet 90 40 90 90 PRE-EMERGENCE Sorghum 2C, 8H 3H 3C, 9H 5C, 9H Corn 9H 2C, 7H 2C, 9G 2C, 9G Soybean 9H 2C, 2H 2C, 2H 2C, 6G Wheat O 0 50 10,90 Wild Oats O 0 70 20,90 Rice 2C, 4G 20,40 lOE 5C,9H Barnyardgrass 2C 0 5C, 9H 5C, 9H Crabgrass O 0 20 20,50 Morningglory 9C 2C, 9H 9C 5C, 9G Cocklebur 9H 8H - 9H Sicklepod 40,90 3H 30,90 20,90 Nutsedge lOE 0 lOE lOE Sugar beet 50,90 70 5C,9G lOE Table A (continued) Ompd. 22 Gmpd. 23 Cmpd. 24 Cmpd. 25 Rate kg/ha 0.05 0.05 0.05 0.05 POST-EMERGENCE Bush bean 9C 9C 9C 5C, 9G, 6Y Cotton 4C, 9G 5C, 9G 6C, 9G 4C, 9G Sorghum 9C 1C, 5H 2C, 6H 2U, 9G Corn 9G 1U,9H 2U,9H 3U,9G Soybean 2C, 8H 5C, 9G 2C, 8G 3C, 9G, 5X Wheat 1C, 9G 1C 1C, 3G 1C, 2G Wild Oats 9C 1C 1C 1C, 4G Rice 5C, 9G 4G 1C, 5G 5C, 9G Barnyardgrass 9C 2C, 5H 1C, 4H 3C, 8H Crabgrass 6C, 9G 3G 0 2C, 5G Morningglory 5C, 9G 5G, 9G 9C 5C, 9G Cocklebur 9C 100 106 100 Sicklepod 9C 3C, 8G 6C, 9G 3C, 7G Nutsedge 10C 2C, 6G 4C, 8G 5C, 9G Sugar beet 9C 9C 9C 9C PRE-EMERGENCE Sorghum 5C, 9H 2C, 7H 2C, 8H 2C, 9H Corn 10E 3C, 8G 2C, 9H 2C, 9H Soybean 2C, 5H 3C, 4H 3C, 4H 3C, 3H Wheat 2C, 9H 0 0 1C, 7G Wild Oats 3C, 9H 0 1C, 3G 3C, 8H Rice 10E 2C, 6G 3C, 7G 10E Barnyardgrass 3C, 9H 3C, 5H 2C, 6G 2C, 5H Crabgrass 2C, 5G 1C 0 1C, 2G Morningglory 2C, 9G 5c, 9G 9C 9G Cocklebur 9H 8H 9K Sicklepod 2C, 9G 3C, 9G 3C, 9G 5C, 9G Nutsedge lOE lOE 7G 2C, 7G Sugar beet 5C, 9G 9C 10E 6C, 9G Table A (continued) Cmpd. 26 Cmpd. 27 Cmpd. 28 Cmpd. 29 Rate kg/ha 0.05 0.05 0.05 0.05 POST-EMERGENCE Bush bean 9C 9C 9C 9C Cotton 5C, 9G 5C, 9G 9C 5C, 9G Sorghum 5C, 9G 2C, 7H 2C 1C, 9G Corn 3U, 9C 3C, 9G 3U 4U, 9C Soybean 40,80 90 90 90 Wheat 60,90 0 40 80 Wild Oats 6C, 9G 0 1C 2C, 9H Rice 5C, 9G 1C, 7G 4C 5C, 9G Barnyardgrass 10C 2C, 9H 5C 3C, 9H Crabgrass 40,90 10,50 60 30,80 Morningglory 100 100 100 100 Cocklebur 100 30,90 100 90 Sicklepod 90 50,90 90 50,90 Nutsedge 50,90 20,60 60 10,50 Sugar beet PRE-EMERGENCE Sorghum 10H 1C, 6G 4C, 8H 2C, 9H Corn 10H 3C, 9G 2C, 9G 3U, 9H Soybean 9H 9H 8H 8H Wheat 5C, 9H 0 4G 9H Wild Oats 5C, 9H 2C 2C, 6G 10H Rice 10E 4C, 9H 5C, 9H 10E Barnyardgrass 5C, 9H 2C, 5H 2C, 7H 10H Crabgrass 20,80 20 20 20,50 Morningglory 9H 9H 9C 9G Cocklebur 9H 9H 9H 9H Sicklepod 90 90 90 90 Nutsedge lOE lOE 90 90 Sugar beet lOE lOE lOE lOE Table A (continued) Cmpd. 30 Cmpd. 31 Cmpd. 32 Cmpd. 33 Rate kg/ha 0.05 0.05 0.05 0.05 POST-EMERGENCE Bush bean 9C 6C, 9G, 6Y 4C, 9G, 6Y 6C, 9G, 6Y Cotton 9C 5C, 9G 4C, 9G 6C, 9G Sorghum 4C, 9G 2C, 9G 1C, 9G 2C, 9H Corn 2U, 8G 9G 3U, 9G 2C, 8G Soybean 9C 9C 6C, 9G 5C, 9G Wheat 6C, 9G 9G 3G 2C, 9G Wild Oats 9C 9G 2C, 9G 4C, 9G Rice 5C, 9G 4C, 9G 4C, 9G 5C, 9G Barnyardgrass 9C 5C, 9H 5C, 9H 5C, 9H Crabgrass 4C, 8G 1C, 5G 2C, 6G 5C, 9G Morningglory 2C, 8G 5C, 9G 2C, 7G 9C Cocklebur 9C 5C, 9G 5C, 9G 6C, 9G Sicklepod 5C, 9G 4C, 8H 4C, 7H 4C, 8H Nutsedge 9G 2C, 8G 4G 8G Sugar beet 5G, 9G 5C, 9G 4C, 9G 4C, 9G PRE-EMERGENCE Sorghum 5C, 9H 4C, 9H 3C, 8G 5C, 9H Corn 9H 3C, 2H 1C, 8G 9H Soybean 9H 2C, 8H 1C 8H Wheat 1C, 9H 8G 1C, 5G 3C, 9G Wild Oats 4C, 9H 8G 2C, 7H 4C, 8G Rice 10E 3C, 8H 5C, 9H 4C, 9H Barnyardgrass 9H 3C, 9H 3C, 7H 3C, 9H Crabgrass 1C, 7G 2C 0 3C, 8G Morningglory 7G 9G 1C 9G Cocklebur 9H 2C, 3H 1C 9H Sicklepod 9G 2C, 2H 4C, 6H 2C, 8G Nutsedge lOE 9C 0 lOE Sugar beet lOE 4C, 9G lOE lOE Table A (continued) Cmpd. 34 Cmpd. 35 Cmpd. 36 Cmpd. 37 Rate kg/ha 0.05 0.05 0.05 0.05 POST-EMERGENCE Bush bean 5C,9G, 6Y 3C, 9G, 6Y 4C, 9G, 6Y 5C, 9G, 6Y Cotton 40,90 30,90 40,90 40,90 Sorghum 4C, 9G 2C, 7H 9G 4C, 9G Corn 2C, 9G 3C, 9H 2C, 9H 2C, 9H Soybean 9C 4C, 9G 2C, 8H 4C, 9G Wheat 9G 0 2C, 9H 2C, 9G Wild Oats 4C, 9H 0 2C, 9H 4C, 9G Rice 6C, 9G 1C, 4G 4C, 9G 4C, 8G Barnyardgrass 5C, 9G 4C, 9H 4C, 9H 5C, 8H Crabgrass 3C, 9G 1C, 3G 1C, 6G 8G Morningglory 50,90 4C, 9G 50,90 50,90 Cocklebur 5C, 9G 3C, 8H 4C, 9H 4C, 9G Sicklepod 5C, 8H 4C, 8H 4C, 8H 4C, 6H Nutsedge 90 1C 1C, 9G 20,90 Sugar beet 20,8G 4C,9G 3C, 6H 20,7G PRE-EMERGENCE Sorghum 4C, 9H 1C, 4G 2C, 8H 5C, 9H Corn 3C, 9G 2C, 5G 2C, 5G 2C, 9G Soybean 3C, 7H 0 0 3C, 6H Wheat 3C, 9G O 1C 20,90 Wild Oats 40,80 0 20 40,80 Rice 3C, 9H 0 3C, 8H 3C, 9H Barnyardgrass 5C, 9H 3C, 8H 2C, 5G 4C, 9H Crabgrass 20,80 20 1C 20,70 Morningglory 90 90 20,70 90 Cocklebur 9H 9H - - 9H Sicklepod 3C, 8G 2C, 7G 1C 2C, 5G Nutsedge 10E 7G 7G 8G Sugar beet 40,90 10E 30,60 20,70 Table A (continued) Cmpd. 38 Cmpd. 39 Cmpd. 40 Cmpd. 40 Rate kg/ha 0.05 0.05 0.4 0.05 POST-EMERGENCE Bush bean 4C, 5G, 6Y 6C, 9G, 6Y 6C, 6G, 6Y 1C Cotton 2C, 5G 3C, 8G 4C 1C Sorghum 3C, 7H 2C, 5H 3C, 8H 1C Corn 0 2C, 8H 2C, 9H 1C Soybean 3C, 8G 3C, 8G 3C, 7G, 7X 1C Wheat 1C, 5G 0 1C 0 Wild Oats 2C 0 2C 0 Rice 3C, 8G 0 3C, 9G 1C Barnyardgrass 5C, 8H 4C, 7H 2C, 8H 1C Crabgrass 1C, 4G 1C 1C, 3G 0 Morningglory 4C, 8G 4C, 8H 3G, 7H 4C Cocklebur 2C, 2H 4C, 8H 3C 1C Sicklepod 2C, 2H 5C 4C 1C Nutsedge 5G 0 0 0 Sugar beet 2C, 5G 3C, 8G 4C, 7G 1C PRE-EMERGENCE Sorghum 2C, 5G 3C, 5G 2C, 3G 1C Corn 1C 4C, 8G 3C, 6H 1C Soybean 0 4C, 3H 2C 0 Wheat 3G 1C, 2G 0 0 Wild Oats 2G 1C, 3G 0 0 Rice 1C 0 2C 1C Barnyardgrass 2C, 4G 2C, 3G 2C 1C Crabgrass 2G 0 1G 3G Morningglory 2C, 4G 3C, 8H 3C, 7H 0 Cocklebur 0 3C, 9H 0 2G Sicklepod 2C 3C 0 0 Nutsedge 4G 1C 0 3G Sugar beet 0 3C, 7G 2G 0 Table A (continued) Cmpd. 41 Cmpd. 42 Cmpd. 43 Rate kg/ha 0.05 0.05 0.05 POST-EMERGENCE Bush bean 4C,9G,6Y 6C, 9G, 6Y 6C,9G,6Y Cotton 5C, 9G 4C, 8H 4C, 4H Sorghum 5C, 9G 2C 3C, 4G Corn 2C, 9G 2C, 8H 2C Soybean 4C, 8H 2C, 5H 2C, 2H Wheat 3C, 9G 0 0 Wild Oats 2C, 9G 0 0 Rice 5C, 9G 20 1C Barnyardgrass 4C, 8H 2C 1C Crabgrass 1C, 4G 1C O Morningglory 5C, 9G 3C 2C, 2H Cocklebur 5C, 9G 30 1C Sicklepod 5C, 9G 2C 2C, 5G Nutsedge 2C, 5G 0 0 Sugar beet PRE-EMERGENCE Sorghum 3C, 6G 0 1C Corn 4C, 7G 1C 2C, 5G Soybean 1C, 1H 0 0 Wheat 4G 0 0 Wild Oats 1C, 3G 0 0 Rice 3C, 5H 0 0 Barnyardgrass 1C 2H 1C Crabgrass 0 2G 26 Morningglory 8H 0 0 Cocklebur 8H 0 0 Sicklepod 2C 0 0 Nutsedge O 0 0 Sugar beet - - Table A (continued) Cmpd. 44 Cmpd. 45 Cmpd. 46 Cmpd. 47 Rate kg/ha 0.0.5 0.05 0.05 0.05 POST-EMERGENCE Bush bean 9C 9D, 9G, 6Y 2C, 9H, 6Y 9C Cotton 5C, 9G 6C, 9G 6C, 9G 5C, 9H Sorghum 9H 5C, 9G 3C, 9G 2C, 8H Corn 3U, 9G 2U, 9H 3C, 8H 2C, 8H Soybean 5C, 9G 5C, 9G 5C, 9G 5C, 9G Wheat O 1G 1C, 3G 0 Wild Oats 2C, 6G 3C, 9G 2C, 9G 1C Rice 2C, 9G 5C, 9G 5C, 9G 4G Barnyardgrass 9C 5C, 9H 3C, 7H 0 Crabgrass 2C, 7G 8G 3C, 5H 0 Morningglory 5C, 9G 5C, 9G 5C, 9G 5C, 9H Cocklebur 5C, 9G 5C, 9G 4C, 9G 10C Sicklepod 9C 5C, 9G 4C, 8H 5C, 9G Nutsedge 10C 5C, 9G 4C, 9G 5G Sugar beet 5C, 9G 9C 3C, 8G 9C PRE-EMERGENCE Sorghum 9C 9C 4C, 9H 2C, 9H Corn 9H 3C, 9H 3C, 9H 2C, 8H Soybean 9H 9H 3C, 7H 2C, 8H Wheat 0 1C, 7G 4G 0 Wild Oats 3C, 5G 2C, 9G 3C, 9G 0 Rice 5C, 9H 5G, 9H 4C, 9G 3C, 4G Barnyardgrass 4C, 9H 2C, 8H 2C 0 Crabgrass 1C, 3G 2C 1C 0 Morningglory 9C 9C 9H 9C Cocklebur 9H 9H 9H 9H Sicklepod 5G, 9G 5C, 9G 2C, 9G 9C Nutsedge lOE 9G 2C, 8G 0 Sugar beet 10E 5C, 9G 3C, 9H 9C Table A (continued) Cmpd. 48 .Cmpd. 49 Cmpd. 50 .Cmpd. 51 Rate kg/ha 0.05 0.05 0.05 0.05 POST-EMERGENCE Bush bean 90 5C,9G,6Y 6C,9G,6Y 90 Cotton 5C, 9G 4C, 8H 4C, 8G 9C Sorghum 4C 0 5U, 9G 5U Corn 6G 2C, 2H 9C 4U Soybean 4C, 9G 2C, 9G 4C, 9G 5C Wheat 0 0 0 9G Wild Oats 0 0 1C, 3G 2C Rice 0 6G 8G 5C Barnyardgrass 0 0 5C, 9H 9C Crabgrass 0 0 1C, 5G 6C Morningglory 9C 4C, 9H 2C, 8G 9C Cocklebur 8G 3C, 9G 100 90 Sicklepod 4C, 9G 3C, 4H 4C, 8H 9C Nutsedge 9G 2C 6C, 9G 10C Sugar beet 90 90 90 90 PRE-EMERGENCE Sorghum 2C, 7G 3G 2C, 9H 10H Corn 3C, 8H 2C, 4G 5C, 9H 9H Soybean 9H 2C, 4H 4C, 7H 9H Wheat 0 0 1C 2C, 8G Wild Oats O O 1C 2C, 9G Rice 1C 2C, 4G 5C, 8G 10E Barnyardgrass 0 0 2C, 7H 3C, 9G Crabgrass O 0 0 2C, 3G Morningglory 9C 2C, 8H 8G 90 Cocklebur 2C, 8H 2C, 7G 9H 9H Sicklepod 5C, 9G 2C, 7G 8G 2C, 9G Nutsedge 7G 3G 2C, 9G 10E Sugar beet 5C, 9G 2C, 6H 4C, 8G 4C, 9G Table A (continued) Cmpd. 52 Cmpd. 53 Cmpd. 54 Rate kg/ha 0.05 0.05 0.05 POST-EMERGENCE Bush bean 9C 9C 5S, 9G, 6Y Cotton 3C, 9G 6C, 9G 5C, 9G Sorghum 3C, 9G 2C, 9G 5C, 9G Corn lU,9H 2U,9G 5C, 9G Soybean 5C, 9G 9C 6C, 9G Wheat 1C, 7G 4G 8G Wild Oats 2C, 9G 5G, 5X 2C, 9H Rice 6C, 9G 4C, 9G 5C, 9G Barnyardgrass 9C 5C, 9H 10C Crabgrass 3C, 7G 3C, 8G 3C, 7G Morningglory 5C, 9G 100 9C Cocklebur 9C 9C 9C Sicklepod 5C, 9G 9C 4C, 6G Nutsedge 6C, 9G 5C, 9G 2C, 8G Sugar beet 9C - PRE-EMERGENCE Sorghum 5C, 9H 10E 6C, 9H Corn 2C, 8H 2C, 9H 5C, 9H Soybean 3C, 5H 9H 9H Wheat 8G 6G 2C, 9H Wild Oats 2C, 8H 2C, 6G 3C, 9H Rice lOE 10E 9H Barnyardgrass 5C, 9H 2C, 9G 3C, 9H Crabgrass 1C, 5G 2C, 7G 3C, 6G Morningglory 9G 9C 2C, 9G Cocklebur 9H 9H 9H Sicklepod 2C, 9G 9G 2C, 8G Nutsedge lOE lOE lOE Sugar beet 10E Table A (continued) Cmpd. 55 .Cmpd. 56 Cmpd. 56 Cmpd. 57 Rate kg/ha 0.4 0.4 0.05 0.4 POST-EMERGENCE Bush bean 9C 9D, 9G, 6Y 7C, 9G, 6Y 4C, 5G Cotton 5C, 9G 7C, 9G 5C, 5H, 9G 2C Morningglory 6C, 9G 5C, 9G 5C, 9G 2C, 3H Cocklebur 2C, 9G 2C, 6G 2C, 5G 1C Sicklepod 5C, 9G 3C, 7G 3C, 7G 2C Nutsedge 5G 2C, 7G 1C, 8G 0 Crabgrass 1C 3C, 7G 3C, 7G 2G Barnyardgrass 3C, 8H 9C 3C, 9H 2C, 4G Wild Oats 0 4C, 9G 3C, 8H 2C, 6G Wheat 0 3C, 9G 9G 1C, 5G Corn 3C, 9H 2C, 7H 2C, 5H 0 Soybean 3C, 9G 4C, 9G 3C, 8G 2C, 3H Rice 3C, 8G 5C, 9G 6C, 9G 6C, 8G Sorghum 2C, 9G 6C, 9G 4C, 9G 2C, 5G PRE-EMERGENCE Morningglory 9G 8H 2C, 9G 3C, 7H Cocklebur 9G 9H 9H 2C, 5G Sicklepod 9G 3C, 8G 2C, 6G 3C Nutsedge 9G 2C, 8G 6G 0 Crabgrass 2G 7C, 9G 5C, 8G 1C Barnyardgrass 4C, 9H 7C, 9H 7C, 8G 3C Wild Oats 5G 6C, 9H 6C, 9H 0 Wheat 0 5C, 9H 5C, 9H 0 Corn 2C, 8G 5C, 9H 6C, 9H 1C, 5G Soybean 2C, 8H 4C, 6H 4C, 5H 1C Rice 2C, 8G 10E 9H 1C, 3G Sorghum 2C, 7G 5C, 9H 6C, 9H 1C Table A (continued) Cmpd. 58 Cmpd. 58 Cmpd. 59 Rate kg/ha 0.4 0.05 0.05 POST-EMERGENCE Bush bean 6C, 8G, 6Y 4C,8G,6Y 4C,9G,6Y Cotton 4C, 5H 2C 5C, 9G Morningglory 20,7G 3C, 7H 3C,9G Cocklebur 4C, 8G 1C 50,9G Sicklepod 4C, 4H 1C 5C, 8G Nutsedge 2C, 8G 2G 3C, 8G Crabgrass 2C, 5G 2G 1C, 3H Barnyardgrass 4C, 9H 3H 9C Wild Oats 2C, 9G 1H 2C, 9H Wheat 1C, 8G 1H 2C, 9G Corn 2C, 3H 2G 2U,9G Soybean 3C, 8G 2C, 5H 4C, 9G Rice 4C, 9G 5C, 7G 2C, 7G Sorghum 4C, 8H 2C, 5G 3U, 9G PRE-EMERGENCE Morningglory 2C,9G 4C 7G Cocklebur 2C, 9H 7G 8H Sicklepod 2C 3C 3C, 7G Nutsedge 2C, 3G 2G 9G Crabgrass 4C, 7G 2C 2C Barnyardgrass 3C, 6H 2C 2C,7H Wild Oats 3C, 8H 2C, 6G 2C, 9G Wheat 3C, 8G 1C 2C, 7G Corn 3C, 6G 2C 1C, 8G Soybean 4t 1C 2C, 6H Rice 5C, 9H 3C 2C, 8H Sorghum 4C, 8G 2C 2C, 9H Table A (continued) Cmpd. 60 Cmpd. 61 Cmpd. 62 Cmpd. 63 Rate kg/ha 0.05 0.05 0.05 0.05 POST-EMERGENCE Bush -bean 90 9.0 3C, 9G, 6Y 90 Cotton 6C, 9G 5C, 9H 3C, 7H 6C, 9G Morningglory 9C 6C, 9G 4C, 9G 9C Cocklebur 90 90 2C, 8H 90 Sicklepod 9C 9C 4C, 5H 9C Nutsedge 9C 9C 2C, 5G, 5X 1C, 5G Crabgrass 2C, 7G 2C, 8G 1C 1C, 5G Barnyardgrass 9C 6C, 9H 3C, 7H 4C, 6H Wild Oats 9C 2C, 9G 2C, 7G 3C Wheat 6U, 9G 3C, 9G 0 0 Corn 6U,9G 6U,9G 2U,8G 4U, 9G Soybean 9C 9C 3C, 8G 6C, 9G Rice 5C, 9G 5C, 9G 5C, 9G 2C, 8G Sorghum 5U,9H 6U,9C 2C, 7H lC,9H PRE-EMERGENCE Morningglory 20,9G 9H 8H 9H Cocklebur 9H - 9H 8H Sicklepod 2C, 9G 3C, 9G 2C, 5H 5C, 9G Nutsedge 10E 10E 0 5G Crabgrass 2C, 7G 2C, 8G 0 1C, 5H Barnyardgrass 6C, 9H 6C, 9H 1C 2C, 8G Wild Oats 5C, 9H 2C, 9G 2C, 6G 2C Wheat 2C, 9H 10,80 0 0 Corn 9H 2U,9H 20 20,80 Soybean 9H 9H 2C 3C, 8H Rice 10E 10E 2C 2C, 7G Sorghum 10H 10H 2C 2C, 8H Table A (continued) Cmpd. 64 Rate kg/ha 0.05 POST -EMERGENCE Bush bean 9C Cotton 5C, 9G Morningglory 9C Cocklebur 9C Sicklepod 9C Nutsedge 3C, 8G Crabgrass 1C, 2H Barnyardgrass 3C, 9H Wild Oats 1C, 4G Wheat 0 Corn 2C, 8H Soybean 9C Rice 6G Sorghum 1C, 8H PRE-EMERGENCE Morningglory 9C Cocklebur 3C, 9H Sicklepod 2C, 9G Nutsedge 8G Crabgrass 10 Barnyardgrass 4C, 7H Wild Oats 1C, 8G Wheat 10 Corn 2C, 8H Soybean 9H Rice 3C, 8G Sorghum 2C, 8H

Claims: Claims 1. A compound of the formula: EMI262.1 wherein Q is EMI262.2 EMI263.1 W is O, S or NR; W' is O or S; W" is 0 or S; R is H or C1-C4 alkyl; R1 is H,.F, C1, Br, CH3, CF3 or OCH3; R2 is H, CH3, C2H5, Cl or Br; R3 is H, CH3, C2H5, C1, Br, OCH3, OC2H5 or SCH3; R4 is H or C1-C4 alkyl; R5 is H, CH3, C2Hgs C1, Br, OCH3, OC2H5 or SCH3; R6 is H, CH3 or C2H5; R7 is H or C1-C4 alkyl; R8 is H, CH3, C2H5, OCH3, OC2H5, SCH3, Cl or Br; R9 is H, CH3, C2H5, OCH3, OC2H5, SCH3, Cl or Br; R10, R17, R20 and R21 are independently H or C1-C4 alkyl R11 is H, CH3, C2H5, OCH3, OC2H5, SCH3, Cl or Br; R12 is H or CH R'12 is H or OH3; R13 is H or CH3; R14 is H, CH3, C2H5, Cl, OCH3, OC2H5 or SCH3; R15 is C1-C3 alkyl; ; R16 is H, CH3 or C2H5; R18 is H, CH3, C2H5, OCH3, OC2H5, SCH3, Cl or Br; R19 is H, CH3 or C2H5; R22 is H, CH3, C2H5, C1, Br, CH3O, C2H5O or CH3S; R23 is H, CH3 or C2H5; R24 is H, CH3 or C2H5; EMI264.1 X is CH3, OCH3 or Cl; X1 is CH3, OCH3 or Cl; X2 is C1-C3 alkyl or CH2CF3; Y is CH3, C2H5, CH20CH3, OCH3, OC2H5, CH(OCH3)2, NH2, NHCH3, N(CH3)2, OCH2CH2OCH3, OCH2CF3, SCH3, CF3 or EMI264.2 Y2 is CH3O, C2H5O, CH3S or C2H5S; Z is CH or N; G is O or CH2; and their agriculturally suitable salts; provided that (a) when R2 is Cl or Br, then W is 0 or S; (b) when X is Cl, then Z is CH and Y is OCH3, OC2H5, NH2, NHCH3 or N(CH3)2; (c) when W" is S, then R13 is H, A is EMI265.1 Y is CH3, OCH3, C2H5, OC2H5, CH2OCH3, CH(OCH3)2 or EMI265.2 and is not EMI265.3 (d) when Q is EMI265.4 then one of R2 or R3 must be H, CH3 or C2H5; (e) when q is EMI265.5 then one of R2 or R5 must be H, CH3 or C2H5; (f) the total number of carbon atoms of Q must be less than or equal to.8; (g) when R18 is other than H, OK3, 02H5: or CH3S, then W is S or O; (h) the total number of carbon atoms of R10, R17, R20 and R21 is less than or equal to 4; and (i) when Q is EMI266.1 then R13 is H, R is other than H, X is C1 or OCH3 and Y is OCH3 or OC2H5; which comprises (a) reacting a sulfonamide of formula EMI266.2 with a methyl carbamate of formula EMI266.3 under catalytic conditions; R1, Q, R13 and A being as defined above except that Q is not Q1S or (b) reacting a sulfonylcarbamate of ¯formula EMI266.4 with an amine of formula EMI267.1 wherein R1, R13, A and Q are as defined above except that R3 and R14 can only be H or C1-C2 alkyl, R5 can only be C1-C2 alkyl and R can only be C1"C4 alkyl; or (c) displacing one of the chlorine atoms in an intermediate of formula EMI267.2 by OCH3 or OC2H5 and if desired displacing the other chlorine atom by OCH3; wherein R1, Q and Z are as defined above except that R3 and R5 cannot be C1 or Br and R14 cannot be Cl; or (.d) reacting a sulfonyl isocyanate of formula EMI267.3 with an amine of formula (VII) as defined in process (b); R1, R13 and A being as defined above and Q being as defined in process (a); or (e2 reacting said sulfonamide of formula (II) with a triazine or pyrimidine isothiocyanate of formula EMI267.4 wherein R1, Q , X, Y and Z are as defined above. 2. The process of claim 1 wherein the product has the formula EMI268.1 wherein Q is Q16, Q17, Q18, Q19, Q20 or Q21; Y is CH3, C2H5, CH2OCH3, OCH3, OC2H5, CH(OCH3)2, NH2, NHCH3 or N(CH372; R8 is H, CH3 or C2H5; and R1, R9, R10, R11, R13, R16, R17, R18, R19, R20, R21, R22, R23, R24, and Z are as defined in claim 1; or an agriculturally suitable salt thereof. 3. The process of claim 1 wherein Q is Q16' Q17' Q18, Q19, Q20 or Q21. 4. The process of claim 1 wherein the product has the formula EMI268.2 wherein Q is Q1, Q2, Q3, Q4, Q5, Q6, Q7, Q8, Q11, Q12, Q13, Q14 or Q15, R4 is H or C1-C3 alkyl; R7 is H or C1-C3 alkyl; Y is CH3, C2H5, CH20CH3, OCH3, OC2H5, CH(OCH3)2, NH2, NHCH3 or N(CH3)2 and the remaining substituents are as defined in claim 1; or an agriculturally suitable salt thereof. N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2 (1,2,3-thiadiazol-4-yl)benzenesulfonamide. 18. The compound of Claim 1 which is N-[(4-methoxy- 6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-(1,2,3thiadiazol-4-yl)benzenesulfonamide. 19. A compound of claim 1 having the formula EMI269.1 wherein Q is Q16, Q17, Q18, Q19, Q20 or Y is CH3, C2H5, CH2OCH3, OCH3, OC2H5, CH(OCH3)2, NH2, NHCH3 or N(CH3)2; R8 is H, CH3 or C2H5; and R1, R9, R10, R11, R13, R16, R17, R18, R19, R20, R21, R22, R23, R24, X and Z are as defined in claim 1; and its agriculturally suitable salts. 20. A compound of claim 1 wherein Q is Q16, Q17, Q18, Q19, Q20 or Q21 21. A compound of claim 1 having the formula EMI269.2 wherein Q is Q1, Q2, Q3, Q4, Q5, Q6, Q7, Q8, Q11, Q12, Q13' Q14 or Q15' R4 is H or C1-C3 alkyl; R7 is H or C1-C3 alkyl; Y is CH3, C2H5, CH2OCH3, OCH3, OC2H5, CH(OCH3)2, NH, NHCH3 or N(CH3)2 and the remaining substituents are as defined in claim 1; and its agriculturally suitable salts. 22. A composition suitable for controlling the growth .of undesired vegetation which comprises an effective amount of a herbicidal compound and at least one of the following: surfactant, solid or liquid diluent; characterised in -that said herbicidal compound cordr)rises a compound of any of claims 1 -to 21. 23.. A method for controlling the growth of undesired vegetation by applying to the locus to be protected an effective amount of a herbicidal compound, characterised in that said herbicidal compound comprises a compound of any of claims I to 21. 24. A method for regulating the growth of plants by applying to the locus of such plants an effective but substantially non-phytotoxic amount of a plant growth regulant, characterised in that said plant growth regulant comprises a compound of any of claims 1 to 21. 25. A method for the preparation of a compound of claim 1 which comprises Ca) reacting a sulfonamide of formula EMI270.1 with a methyl carbamate of formula EMI270.2 under catalytic conditions; R1, Q, R13 and A being as defined in claim 1 except that Q is not Ql9 or (.b) reacting a sulfonylcarbamate of formula EMI270.3 with an amine of formula HN-A (VII) R13 wherein R1, R131 A and 0 are as defined in claim 1 except that R3 and R14 can only be H or C1-C2 alkyl, R5 can only be C1-C2 alkyl and R can only be C1-C4 alkyl; or (c) displacing one of the chlorine atoms in an intermediate of formula EMI271.1 by OCH3 or OC2H5 and if desired displacing the other chlorine atom by OCH3; wherein R1, Q and Z are as defined in claim 1 except that R3 and R; cannot be C1 or Br and R14 cannot be Cl; or (d) reacting a sulfonyl isocyanate of formula EMI271.2 with an amine of formula CVII) as defined above; R1, R13 and A being as defined in claim 1 and Q being as defined in (a) above; or (el reacting said sulfonamide of formula (II) with a triazine or pyrimidine isothiocyanate of formula EMI271.3 wherein R1, Q, X, Y and Z are as defined in claim 1. Claims 1. A process for the preparation of a compound of the formula: EMI272.1 wherein Q is EMI272.2 EMI273.1 W is O, S or NR; W' is O or S; W" is O or S; R is H or C1-C4 alkyl; R1 is H, F, Cl, Br, CH3, CF3 or OCH3; R2 is H, CH3, C2H5' Cl or Br; is is H, CH3, C2H5, C1, Br, OCH3, OC2H5 or SCH3; R4 is H or C1-C4 alkyl; R5 is H, CH3, C2H5, C1, Br, OCH3, OC2H5 or SCH3; R6 is H, CH3 or C2H5; R7 is H or C1-C4 alkyl; R8 is H, CH3, C2H5, OCH3, OC2H5, SCH3, Cl or Br; R9 is H, CH3, C2H5, OCH3, OC2H5, SCH3, Cl or Br; R10, R17, R20 and R21 are independently H or C1-C4 alkyl; R11 is H, CH3, C2H5, OCH3, OC2H5, SCH3, Cl or Br; R12 is H or CH3; R'12 is H or CH3; R13 is H or CH3; R14 is H, CH3, C2H5, C1, OCH3, OC2H5 or SCH3; ; R15 is C1-C3 alkyl.; R16 is H, CH3 or C2H5; R18 is H, CH3, C2H5, OCH3, OC2H5, SCH3, Cl or Br; R19 is H, CH3 or C2H5; R22 is H, CH3, C2H5, C1, Br, CH3O C2H50 or CH3S; R23 is H, CH3 or C2H5; R24 is H, CH3 or C2H5; EMI274.1 X is CH3, OCH3 or Cl; X1 is CH3, OCH3 or C1; X2 is C1-C3 alkyl or CH2CF3; Y is CH3, C2H5, CH20CH3, OCH3, OC2H5, CH(OCH3)2, NH2, NHCH3, N(CH3)2, OCH2CH2OCH3, OCH2CF3, SCH3, CF3 or EMI274.2 Y2 is CH3O, C2H5O, CH3S, or C2H5S; Z is CH or N; G is O or C.H2; and their agriculturally suitable salts; provided that (a) when R2 is Cl or Br, then W is O or S; (b) when X is C1, then Z is CH and Y is OCH3, OC2H5, NH2, NHCH3 or N(CH3)2; (c) when W" is S, then R13 is H, A is EMI275.1 Y is CH3, OCH3, C2H5, OC2H5, CH2OCH3, CH(OCH3)2 or EMI275.2 and Q is not EMI275.3 (d) when Q is EMI275.4 then one of R2 or R3 must be H, CH3 or C2H5; (e) when Q is EMI275.5 then one of R2 or R5 must be, H, CH3 or C2H5; (f) the total number of carbon. atoms of Q must be less -than or equal to. 8; (g) when R18 is other than H, CH3, 02K5 or CH3S, then W is S or O; (h) the total number of carbon atoms of R10, R17, R20 and R21 is less than or equal to '4; and (i) when Q is EMI276.1 then R13 is H, R is other than H, X is C1 or OCH3 and Y is OCH3 or OC2H5. 2. Compounds of Claim 1 where R and R15 are independently CH3 or C2H5; R2, R3, R4, R5, R6, R7 and R14 are independently H or OK3; R8, R9, R11, R16, R18, R19, R22, R23 and R24 are independently H, CH3 or C2H5; R10, R17, R20 and R21 are inde pendently H or CH3; and W" is 0. 3. Compounds of Claim 2 where R1 and R13 are H. 4. Compounds of Claim 3 where Y is CH3, CH20CH3, OCH3, OC2H5, CH(OCH3)2 or EMI276.2 5. Compounds of Claim 4 where W = 0. 6. Compounds of Claim 4 where W " 7. Compounds. of Claim 4 where W = NR. 8. Compounds of Claim 4 where W' = 0. 9. Compounds of Claim 4 where W' = S. 10. A compound of Claim 1 where W" is O; R and R15 are OH3; R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, R18, R19, R20, R21, R22, R23 and R24 are H; X is OH3, OH3O or Cl; Y is CH3, CH3O or CH20CH3; and Q is Qi, Q2, Q3' Q4' Q5' Q6' Q7' Q8' Q9, Q10, Q11, Q12, Q13, Q14, Q15, Q16, Q17, Q18 or Q21 11. The compound of Claim 1 which is 2-(isoxa- zol-5-yl)-N-t(4,6-dimethoxypyrimidin=2-yl)iminocar- bonyl]benzenesulfonamide; or 2- Cisoxazol-5-yl) -N- L(4-methoxy-6-methylpyrimidin-2-yl) aminocarbonyl]benzenesulfonamide. 12. The compound of Claim 1 which is N-((4,6- dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(1- and/or 2-methyl-1H-pyrazol-3-yl)benzenesulfonamide; N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2 (1- and/or 2-methyl-1H-pyrazol-3-yl)benzenesulfonamide; N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl)-1-(1-methyl 1H-pyrazol-4-yl)benzenesulfonamide; or N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2 (1-methyl-1H-pyrazol-4-yl)benzenesulfonamide. 13. The compound of claim r which is N-[(4,6- dimethoxypyrimidin-2-yl) aminocarbonyl 1-2- (isoxazol-4- yl)benzenesulfonamide; 2-(isoxazol-4-yl)-N-[(4-methoxy-6-methylpyrimidin-2-yl) aminocarbonyl]benzenesulfonamide; or 2-(isoxazol-4-yl)-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl) aminocarbonyl]benzenesulfonamide. 14. The compound of Claim 1 which is N-[(4,6 dimethoxypyrimidin-2-yl) aminocarbonyl) -2- (5-methyl- 1,3,4-oxadiazol-2-yl)benzenesulfonamide; N- [ (4-methyl-6-methoxypyrimidin-2-yl) aminocarbonyl) -2- (5- methyl-1,3,4-oxediazol-2-yl)benzenesulfonamide; N-[(4,6 dimethyipyrimidin-2-yl) aminocarbonyll -2- (5-methyl- 1,3,4-oxadiazol-2-yl)benzenesulfonamide; N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2 (5-methyl-1,3,4-oxadiazol-2-yl)benzenesulfonamide; N-[(4,6-dimethoxypyrimidin-2-yl)aminecarbonyll-2-(3-methyl- 1,2,4-oxadiazol-5-yl)benzenesulfonamide; N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2-(3 methyl-1,2,4-oxadiazol-5-yl)benzenesulfonamide; N-[(4,6-dime.thylpyrlmidin-2-yl)aminocarbonyl]-2-(3-methyl- 1,2,4-oxadiazol-5-yl)benzenesulfonamide; or N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2 (3-methyl-1,2,4-oxadiazol-5-ylAbenzenesulfonamide. 15. The compound of Claim 1 which is N-[(4-methoxy 6-methylpyrimidin-2-yl)aminocarbonyl]-2-(1-methyl-lH- imidazol-2-yl) benzenesulfonamide. 16. The compound of Claim 1 which is N-[(4,6 dimethOxypyrimidin-2-ylEaminocarbonyl]-2-(oxazol-2-yl)- benzenesulfonamide; N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2-(oxazol-2-yl)benzenesulfonamide; N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2 (oxazol-2-yl)benzenesulfonamide; or 2-(4,5-dihydro 5,5-dimethyloxazol-2-yl)-N-[(4,6-dimethoxy- 1,3,5-triazin-2-yl)aminocarbonyl3ben2enesulfonamide. 17. The compound of Claim 1 which is N-[(4,6 dimethOxypyrimidin-2-yl)aminocarbonyl]-2-11,2,3-thiadiazol- 4-yl)benzenesulfonamide; N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2 (1,2,3-thiadiazol-4-yl)benzenesulfonamide; N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2-(1,2,3-thia diazoi-4-yl) benzenesulfonamide; or 5. The process of any of claims 1 to 4 where R and R15 are independently CH3 or C2H5; R2, R3 R4 R5, R6, R7 and R14 are independently H or CH3 R8, R9, R11, R16, R18, R19, R22, R23 and R24 are independently K, CH3 or 02H5; R10, R17, R20 and R21 are inde pendently H or CH3; and W" is 0. 6. The process of claim 5 where R1 and R13 are H. 7. The process of claim 6 where Y is CH3, CH2OCH3, OCH3, OC2H5, CH(OCH3)2 or EMI279.1 8. The process of claim 1 where W" is O; R and R15 are CH3 R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, R18, R19, R20 R21, R22, R23 and R24 are H; X is CH3, CH3O or Cl; Y is CH3, CH3O or CH2OCH3; and Q is Q1, Q2, Q3, Q4, Q5, Q6, Q7, Q8, Q9, Q10, Q11, Q12, Q13, Q14, Q15, Q16, Q17, Q18 or Q21. 9. The process of claim 1 wherein the product is a compound selected from 2-(isoxazol-5-yl)-N-[(4,6dimethoxypyrimidin-2-yl)aminocarbonyl]benzenesulfonamide; 2-(isoxazol-5-yl)-N-[(4-methoxy-6-methylpyrimidin-2yl)aminocarbonyl]benzenesulfonamide; N- [ (4, 6-dimethoxypyrimidin-2-yl) aminocarbonyl] -2 (1- and/or 2-methyl-1H-pyrazol-3-yl)benzenesulfonamide; N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino- carbonyl]-2-(1-nethyl-lH-pyrazol-4-yl)benzenesulfonamide; N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2- isoxazol-4-yl)benzenesulfonamide; 2-(isoxazol-4-yl)-N-[4-methoxy-6-methylpyrimidin-2-yl) aminocarbonyl]benzenesulfonamide; 2-(isoxazol-4-yl)-N-[4-methoxy-6-methyl-1,3,5-triazin2-yl)aminocarbonyl]benzenesulfonamide; ; N-t(4,6-dimethoxypyrimidin-2-vl)aminocarbonyl]-2- (5-methyl-1,3,4-oxadiazol-2-yl)benzenesul-onamide; N-[(4-methyl-6-methoxypyrimidin-2-yl)aminocarbonyl]2-(5-methyl-1,3,4-oxadiazol-2-yl)benzenesulfonamide; N-[(4,6-dimethylpyrimidin-2-ylEaminocarbonyl]-2- (5-methyl-1,3,4-oxÅadiazol-2-yl)benzenesulfonamide; N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-(5-methyl-1,3,4-oxadiazol-2-yl)benzenesulfonamidei N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2 (3-methyl-1,2,4-oxadiazol-5-yl)benzenesulfonamidei N-tt4-methoxy-6-methxTlpyrimidin-2-yl)aminocarbonyl]- 2-(3-methyl-1,2,4-oxadiazol-5-yl)benzenesulfonamide; N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2-(3-methy3 1,2, 4-oxadiazol-5-yl) benzenesulfonamide; ; N- [(4-methoxy-6-methyl-l, 3,5-triazin-2-yl) amino- carbonyl]-2-(3-methyl-1,2,4-oxadiazol-5-yl)benzenesulfonamide; N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]2-(1-methyl-1H-imidazol-2-yl)benzenesulfonamide; N- [(4 ,6-dimethoxypyrimidin-2-yl) aminocarbonyl] -2- (oxazol-2-yl-benzenesulfonamide; N-[(4,6-dimethylpyrimidin-2-yl)aminocarbonyl]-2- (oxazol-2-yl)benzenesulfonamide; N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2 (oxazol-2-yl)benzenesulfonamide; 2-(4,5-dihydro-5,5-dimethyloxazol-2-yl)-N-[(4,6 dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]benzenesulfonamide; N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2 (1,2,3-thiadiazol-4-yl)benzenesulfonamide; N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]2-(1,2,3-thiadiazol-4-yl)benzenesulfonamide; ; S-t(4,6-dimethylpyrimidin-2-ylÇaminocarbonyl]-2- (1,2, 3-thiadiazol-4-yl) benzenesulfonamide; N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyll-2- (1,2,3-thiadiazol-4-yl)benzenesulfonamide; or N- [ (4-methoxy-6-methyl-l, 3 , 5 -tria z in-2-yl) aminocarbonyll - 2-(1,2,3-thiadiazol-4-yl)benzenesulfonamide. 10. A method for controlling the growth of undesired vegetation by applying to the locus to be protected an effective amount of a herbicidal compound, characterised in that said herbicidal compound comprises a compound of formula (I) as defined.in any of claims 1 to 9. 11. A method for regulating the growth of plants by applying to the locus of such plants an effective but substantially non-phytotoxic amount of a plant growth regulant, characterised in that said plant growth regulant comprises a compound of formula CI) as defined in any of claims 1 to 9.

Inventors: RORER, MORRIS PADGETT, WOLF, ANTHONY DAVID
Applicants: E.I. DU PONT DE NEMOURS AND COMPANY
Application year: 1983
Main classification: C07D403
IPC codes: C07D231, C07D491, A01N47, C07D521, C07D417, C07D233, C07D403, C07D261, C07D239, C07D413