Patent ID: 6737383
Filing Date: 2004-05-18
Classification: A01N,C07D

Abstract:
A compound selected from Formula 1, an N-oxide or an agriculturally suitable salt thereof, whereinQ is H; or C1-C12 alkyl, C3-C10 cycloalky, C6-C14 bicycloalkyl, C3-C12 alkenyl, C3-C10 cycloalkenyl, C6-C14 bicycloalkenyl or C3-C12 alkynyl, each optionally substituted with one or more R21; or Q is a 3- to 7-membered fully saturated or 5- to 7-membered partially saturated heterocyclic ring containing one or two X, provided that (a) when X is other than O or S(O)n, then only one X may be present and (b) when two X are present in the ring, they cannot be bonded directly to each other; or Q is a 5- or 6-membered aromatic heterocyclic ring system containing 1 to 3 heteroatoms independently selected from the group consisting of nitrogen, oxygen and sulfur, provided that the heterocyclic ring system contains no more than one oxygen and no more than one sulfur, and each heterocyclic ring system is optionally substituted with one or more R16; and when Q is a 5- or 6-membered aromatic heterocyclic ring system containing a nitrogen, then Q is bonded through any available carbon or nitrogen atom by replacement of a hydrogen on said carbon or nitrogen atom; or Q is phenyl optionally substituted with one or more substituents independently selected from the group consisting of R16, phenoxy and Z; or Q is Q is â€”C(R14)(&boxH;NOR15), â€”C(O)R19, â€”C(O)OR19, â€”C(O)SR19, â€”C(S)R19, â€”C(S)OR19, â€”C(S)SR19, â€”C(O)NR23R24, â€”C(S)NR23R24, â€”OR19, â€”NR19R20, â€”S(O)nR19 or â€”S(O)nNR19R20; each X is â€”Oâ€”, â€”S(O)nâ€”, â€”N&boxH;, â€”NR10â€” or â€”Si(R11)2â€”; Y is, together with the carbons to which it is attached, a fully or partially saturated 5-, 6- or 7-membered carbocyclic ring optionally substituted with one or more C1-C4 alkyl groups; or Y is, together with the carbons to which it is attached, a fully or partially saturated 5-, 6- or 7-membered heterocyclic ring which contains one or two X and is optionally substituted with one or more R12, provided that when said heterocyclic ring contains two X, then one X is other than O; Z is phenyl or a 5- or 6-membered aromatic heterocyclic ring system containing 1 to 3 heteroatoms independently selected from the group consisting of nitrogen, oxygen and sulfur, provided that the heterocyclic ring system contains no more than one oxygen and no more than one sulfur, and each phenyl and heterocyclic ring system is optionally substituted with one or more R16; R1 is C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 alkenyl, C3-C6 haloalkenyl, C3-C6 alkynyl, C3-C6 haloalkynyl, C1-C6 alkoxy, C2-C6 alkoxyalkyl or C2-C6 haloalkoxyalkyl; or R1 is C3-C7 cycloalkyl or C3-C7 cycloalkenyl, each optionally substituted with one or more R5; or R1 is phenyl optionally substituted with one or more R13; or R1 is a 5- or 6-membered aromatic heterocyclic ring system containing 1 to 3 heteroatoms independently selected from the group consisting of nitrogen, oxygen and sulfur, provided that the heterocyclic ring system contains no more than one oxygen and no more than one sulfur, and each heterocyclic ring system is optionally substituted with one or more R16; R2 is C1-C6 alkyl, C1-C6 haloalkyl, C3-C7 cycloalkyl, C3-C6 alkenyl, C3-C6 haloalkenyl, C3-C6 alkynyl, C3-C6 haloalkynyl, C1-C6 alkoxy, C2-C6 alkoxyalkyl, C2-C6 haloalkoxyalkyl or NR3R4; or R2 is R1 and R2 are taken together as â€”CH2CH2â€”, â€”CH2CH2CH2â€”, â€”CH2CH2CH2CH2â€”, â€”CH2CH2CH2CH2CH2â€” or â€”CH2CH2OCH2CH2â€”; R3 is C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 alkenyl, C3-C6 haloalkenyl, C3-C6 alkynyl, C3-C6 haloalkynyl; or R3 is C3-C7 cycloalkyl or C3-C7 cycloalkenyl, each optionally substituted with one or more R5; or R3 is a saturated or partially saturated 5-, 6- or 7-membered heterocyclic ring containing 1 to 2 heteroatoms independently selected from the group consisting of nitrogen, oxygen and sulfur, and each heterocyclic ring is optionally substituted with one or more R5; or R3 is phenyl optionally substituted with one or more R26 groups; or R1 and R3 are taken together with the two nitrogen atoms to which they are attached to form a saturated or partially saturated 5-, 6- or 7-membered heterocyclic ring containing an optional third heteroatom selected from the group consisting of oxygen, sulfur and nitrogen, and said heterocyclic ring is optionally substituted with one or more R9; or R2 and R13, together with the two atoms to which they are attached and the atom between them, form a fully saturated 5-, 6- or 7-membered carbocyclic or heterocyclic ring containing one oxygen, one sulfur or one or two nitrogen atoms, said heterocyclic ring is optionally substituted with one or more R12 provided that when said heterocyclic ring contains two nitrogen atoms, they are other than bonded directly to each other; R4 is H or C1-C4 alkyl; or R3 and R4 are taken together with the nitrogen atom to which they are attached to form a saturated or partially saturated 5-, 6- or 7-membered heterocyclic ring containing an optional second heteroatom selected from the group consisting of oxygen, sulfur and nitrogen, and said heterocyclic ring is optionally substituted with 1-4 R9; each R5 is independently halogen, C1-C4 alkyl or C1-C4 alkoxy; or when two R5 are attached to the same carbon, then said two R5 groups are taken together as (&boxH;O); each R6 and, R7 are independently H or C1-C4 alkyl; R8 is independently C1-C4 alkyl, C1-C4 haloalkyl or C1-C4 alkoxy; each R9 is independently C1-C4 alkyl or C1-C4 alkoxy; or when two R9 are attached to the same carbon, then said two R9 groups are taken together as (&boxH;O); W is, together with the carbons to which it is attached, a fully or partially saturated 5-, 6- or 7-membered heterocyclic ring containing one or two X, provided that (a) when X is other than O or S(O)n, then only one X may be present; (b) when two X are present in the ring, they cannot be bonded directly to each other; and (c) said heterocyclic ring is bonded to the group (CR17R18)q through other than X; R10 is H, C1-C4 alkyl, C1-C4 haloalkyl, C3-C4 alkenyl, C3-C4 alkynyl, C2-C4 alkoxycarbonyl or C2-C4 alkylcarbonyl; or R10 is phenyl optionally substituted with C1-C3 alkyl, halogen, cyano, nitro or C2-C4 alkoxycarbonyl; each R11 is C1-C4 alkyl; each R12 is independently halogen, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 haloalkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl or C2-C4 alkoxycarbonyl; each R13 is independently halogen, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C3-C6 alkenyloxy, C3-C6 alkynyloxy, C1-C4 alkylthio, C1-C4 haloalkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, cyano, amino, nitro or C2-C4 alkoxycarbonyl; R14 is H, C1-C6 alkyl, C1-C6 haloalkyl or C2-C6 alkoxyalkyl; or R14 and R6, together with the carbon atoms to which they are bonded, form a 5- or 6-membered saturated carbocyclic ring optionally substituted with one or more C1-C4 alkyl groups; R15 is H, C1-C6 alkyl, C1-C6 haloalkyl, C3-C4 alkenyl or C3-C4 alkynyl; each R16 is independently halogen, nitro, cyano, C1-C4 alkyl, C1-C4 haloalkyl, C3-C4 alkenyl, C3-C4 alkynyl, OR22, NR23R24 or S(O)nR19; each R17 and R18 are independently H or C1-C4 alkyl; each R19 and R20 are independently C1-C12 alkyl, C3-C8 cycloalkyl, C3-C12 alkenyl, C3-C8 cycloalkenyl or C3-C12 alkynyl, each optionally substituted with one or more R21; each R21 is halogen, C4-C8 trialkylsilylalkyl, CN, NO2, â€”OR22, â€”NR23R24, â€”S(O)nR22, â€”S(O)nNR23R24, â€”C(O)R22, â€”C(S)R22, â€”C(O)OR22, â€”C(S)OR22, â€”C(S)SR22, â€”C(O)NR23R24, â€”C(S)NR23R24, â€”CHR2, COR22, â€”CHR25P(O)(OR22)2, â€”CHR25P(S)(OR22)2, â€”CHR25C(O)NR23R24, â€”CHR25C(O)NH2, â€”CHR25CO2R22, phenyl optionally substituted with one or more R26 groups or benzyl optionally substituted with one or more R26 groups; each R22 is C1-C8 alkyl, C3-C8 cycloalkyl, C3-C8 alkenyl, C3-C8 alkynyl, C1-C8 haloalkyl, C2-C8 alkoxyalkyl, C2-C8 alkylthioalkyl, C2-C8 alkylsulfinylalkyl, C2-C8 alkylsulfonylalkyl, C4-C8 alkoxyalkoxyalkyl, C4-C8 cycloalkylalkyl, C4-C8 alkenoxyalkyl, C4-C8 alkynyloxyalkyl, C6-C8 cycloalkoxyalkyl, C4-C8 alkenyloxyalkyl, C4-C8 alkynyloxyalkyl, C3-C8 haloalkoxyalkyl, C4-C8 haloalkenoxyalkyl, C4-C8 haloalkynyloxyalkyl, C6-C8 cycloalkylthioalkyl, C4-C8 alkenylthioalkyl, C4-C8 alkynylthioalkyl, C1-C4 alkyl substituted with phenoxy or benzyloxy, each ring optionally substituted with halogen, C1-C3 alkyl or C1-C3 haloalkyl, C4-C8 trialkylsilylalkyl, C3-C8 cyanoalkyl, C3-C8 halocycloalkyl, C3-C8 haloalkenyl, C5-C8 alkoxyalkenyl, C5-C8 haloalkoxyalkenyl, C5-C8 alkylthioalkenyl, C3-C8 haloalkynyl, C5-C8 alkoxyalkynyl, C5-C8 haloalkoxyalkynyl, C5-C8 alkylthioalkynyl, C2-C8 alkyl carbonyl, C2-C8 alkoxy carbonyl, phenyl optionally substituted with halogen, CN, C1-C2 haloalkyl and C1-C2 haloalkoxy or benzyl optionally substituted with halogen, C1-C3 alkyl and C1-C3 haloalkyl; each R23 is H or C1-C4 alkyl; each R24 is C1-C4 alkyl or phenyl optionally substituted with one or more R26 groups; R23 and R24 may be taken together as â€”(CH2)5â€”, â€”(CH2)4â€” or â€”CH2CH2OCH2CH2â€”, each ring optionally substituted with C1-C3alkyl, phenyl or benzyl; each R25 is H or C1-C4 alkyl; each R26 is C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C2-C5 alkylcarbonyl, C2-C5 alkoxycarbonyl, halogen, amino, cyano or nitro; R28 is H or C1-C4 alkyl; X1 and X2 are independently O or S; X3 is O, S or NR28; m is 0, 1, 2, 3 or 4; each n is independently 0, 1 or 2; p is 0 or 1; each q is independently 0, 1 or 2; and t is 0, 1 or 2; provided that when Q is unsubstituted phenyl, X1, X2 and X3 are O, q is 0 and R2 is methyl, then R1 is other than methyl; provided that when q is 0, and X1, X2 and X3 are O, and R1 and R2 are CH3, then Q is other than ethyl.