Patent CA-1222748-A (CA)
Inventor: THOMPSON MARK E
IPC: A01N47/36
Filed: 1985-09-26
Granted: 1987-06-09
Abstract: Title HERBICIDAL ORTHO-HETEROCYCLIC SULFONAMIDES      Abstract of the Disclosure This invention relates to herbicidally active sulfonamide compounds, agriculturally suitable composi-tions thereof and a method of their use as general and/or selective herbicides or plant growth regulants.  More specifically, the herbicidally active sulfonamide compounds to this invention are of the formula:                               I wherein J is   ,    ,    ,    ,   ,    ,    ,   ,    ,    or   ;   W1 is O or S; R is H or CH3; W3 is O, S or NRII; R1a is H, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 halo-alkoxy, halogen, nitro, C1-C3 alkoxy SO2NRIRII, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 halo-alkylthio, C1-C3 alkylsulfonyl, CO2RIII, amino, CH2CN, CH2OCH3 or CH2SCH3; R1b, R1c and R1d are independently H, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 haloalkoxy, halogen, nitro, C1-C3 alkoxy, SO2NRIRII, C1-C3 alkylthio C1-C3 alkylsulfinyl, C1-C3 haloalkylthio, C1-C3 alkylsulfonyl, CO2RIII, amino, C1-C3 alkylamino, di(C1-C3) alkyl)amino, CH2CN, CH2OCH3 or CH2SCH3; RI is H, C1-C4 alkyl, C2-C3 cyanoalkyl, methoxy or ethoxy; RII is H, C1-C4 alkyl or C3-C4 alkenyl; or RI and RII may be taken together as -(CH2)3-, -(CH2)4-, -(CH2)5- or -CH2CH2OCH2CH2-; RIII is C1-C4 alkyl, C3-C4 alkenyl, C3-C4 alkynyl, C2-C4 haloalkyl, C2-C3 cyanoalkyl. C5-C6 cyclo-alkyl, C4-C7 cycloalkylalkyl or C2-C4 alkoxy-alkyl; N is H, C1-C4 alkyl, C3-C4 alkenyl, C3-C4 alkynyl, phenyl. phenyl substituted with Cl, NO2, CH3 or OCH3, C2-C3 alkoxycarbonyl, C1-C3 alkylsulfonyl or SO2NR4R5; Q is   ,    or   ;     G is C=O or SO2; W is O, S, CHR2 or NR3; W2 is O, S, SO2, CHR2 or NR3; R2 is H, C1-C2 alkyl, Cl, F or Br; R3 is H, C1-C4 alkyl, C1-C4 haloalkyl, C2-C4 alkoxyalkyl, C2-C4 cyanoalkyl, C3-C4 alkenyl or C3-C4 alkynyl; E is C3-C4 alkylene, C3-C4 alkenylene or C4 alkenyldienyl; E1 and E3 are independently C1-C2 alkylene or C2 alkenylene; E2 and E4 are independently C2-C3 alkylene or C2-C3 alkenylene; and E, E1, E2, E3, E4 may ooptionally be substi-tuted by 1-4  groups selected from C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkenyl, OH, halogen and C1-C4 haloalkoxy; further, when W is O, CHR2 or NR3, one of the carbon atoms of E may be in the form of a carbonyl group, and when W2 in O, CHR2 or NR3, one of the carbon atoms of E3 or E4 may be in the form of a carbonyl group, provided that said carbonyl groups are not bonded directly to G; A is   ,    ,    ,   ,    or   ;     X is H, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 haloalkyl, C1-C4 haloalkylthio, C1-C4 alkylthio, halogen, C2-C5 alkoxyalkyl, C2-C5 alkoxyalkoxy, amino, C1-C3 alkylamino or di(C1-C3 alkyl)amino; Y is H, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 halo-alkoxy, C1-C4 haloalkylthio, C1-C4 alkylthio, C2-C5 alkoxyalkyl, C2-C5 alkoxyalkoxy, amino, C1-C3 alkylamino, di(C1-C3 alkyl)amino, C3-C4 alkenyloxy,C3-C4 alkynyloxy, C2-C5 alkyl-thioalkyl, C1-C4 haloalkyl, C3-C5 cycloalkyl, C2-C4 alkynyl,  ,  ,  ,  , N(OCH3)CH3, C2-C5 alkylsulfinyl-alkyl or C2-C5 alkylsulfonylalkyl; n is 2 or 3; L1 and L2 are independently O or S; L4 and L5 are independently C1-C2 alkyl; R6 is H or CH3; Z is CH or N; Y1 is O or CH2; X1 is CH3, OCH3, OC2H5 or OCF2H; Y2 is H or CH3; X2 is CH3, OCH3 or SCH3; Y3 is CH3, CH2CH3, or CH2CF3; and X3 is CH3 or OCH3; and their agriculturally suitable salts; provided that a) when G is SO2, then W is O, CHR2 or NR3; b) when E1 or E3 is C2 alkylene or C2 alkenylene, then E2 or E4 is C2 alkylene or C2 alkenylene;     c) when X is Cl, F, Br, or I, then Z is CH and Y is OCH3, OC2H5, N(OCH3)CH3, NHCH3, N(CH3)2 or OCF2H; d) when X or Y is OCF2H, then ? is CH; e) when the total number of c??? atoms of X and Y is greater than four, then one number of car-bons of R1a, R1b, R1c or R1d is less than or equal to two and the number of carbons of Q is less than or equal to eight; and f) when W1 is S, then R is H, A is A-1, and Y is CH3, OCH3, OC2H5, CH2OCH3, C2H5, CF3, SCH3, OCH2CH=CH2, OCH2C?CH, OCH2CH2OCH3, CH(OCH3)2 or  .