HERBICIDAL SULFONAMIDES

摘要

Title HERBICIDAL SULFONAMIDES This invention relates to herbicidal benzene sulfonamides containing a five or six membered heterocyclic ring consisting of 2-3 heteroatoms and 1-2 carbonyl groups as a substituent on benzene. The sulfonamides have the formula: < IMG > wherein J is < IMG > , < IMG > , < IMG >, J-1 J-2 J-3 < IMG > , < IMG > J-4 J-5 W is O or S; R is H or CH3; E is a single bond, CH2 or O: Q is a saturated 5- or 6-membered heterocyclic ring, bonded through carbon or nitrogen, containing a carbonyl group and 2-3 heteroatoms selected from the group consisting of 0-2 oxygen, 0-2 sulfur or 0-2 nitrogen; a 5-membered heterocyclic ring, bonded through carbon or nitrogen, containing a carbonyl group and 2-3 heteroatoms selected from the group consisting or 0-2 oxygen, 0-2 sulfur or 1-3 nitrogen and containing one endocyclic double bond; a 6-membered heterocyclic ring, bonded through carbon or nitrogen, containing a carbonyl group and 2-3 heteroatoms selected from the group consisting of 0-2 oxygen, 0-2 sulfur or 1-3 nitrogen and containing one or two endocyclic double bonds; or a 5-membered heterocyclic ring, bonded through or nitrogen, containing two adjacent carbonyl groups and 2 heteroatoms selected from the group consisting of 0-1 oxygen, 0-1 sulfur, or 1-2 nitrogen and containing one endocyclic double bond, said Q value may be substituted or unsubstituted wherein the substituent groups are selected from the group consisting of C1-C4 alkyl, C1-C4 haloalkyl, C3-C4 alkenyl, C3-C4 haloalkenyl, C3-C4 alknyl, C3-C4 haloalknyl, C1-C3 cyanoalkyl, C2-C4 alkoxyalky, C2-C4 alkylthioalkyl, C2-C4 alkylcarbonyl, C3-C4 alkylcarbonylalkyl, C1-C4 alkyl substituted with OH or NH2, C2-C4 alkylaminoalkyl, C3-C4 dialkylaminoalkyl, CH2CH(OCH3)2, < IMG >, C(O)N(CH3)2, P(O)(OC1-C2 alkyl)2, P(S)(OC1-C2 alkyl)2 or C1-C2 alkyl substituted with C1-C2 alkoxycarbonyl; R1 is H, C1-C3 alkyl, C1-C3 haloalkyl, halogen, nitro, C1-C3 alkoxy, SONRaRb, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkysulfonyl, CH2CN, CN, CO2Rc, C1-C3 haloalkoxy, C1-C3 haloalkylthio, C2-C4 alkoxyalkyl, C2-C4 alkylthioalkyl, CH2N3 or NRdRe; Ra is H, C1-C4 alkyl, C2-C3 cyanoalkyl, methoxy or ethoxy; Rb is H, C1-C4 alkyl or C3-C4 alkenyl; or Ra and Rb may be taken together as -(CH2)3-, -(CH2)4-, -(CH2)5- or -CH2CH2OCH2CH2-; Rc is C1-C4 alkyl, C3-C4 alkenyl, C3-C4 alkynyl, C2-C4 haloalkyl, C2-C3 cyanoalkyl, C5-C6 cycloalkyl, C4-C7 cycloalkylalkyl or C2-C4 alkoxyalkyl; Rd and Re are independently H or C1-C2 alkyl; A is < IMG > , < IMG > , < IMG > , A-1 A-2 A-3 < IMG > , < IMG > , < IMG >; A-4 A-5 A-6 or < IMG >; A-7 X is H, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 haloalkyl, C1-C4 haloalkylthio, C1-C4 alklthio, halogen, C2-C5 alkoxyalkyl, C2-C5 alkoxyalkoxy, amino, C1-C3 alkylamino, di(C1-C3 alkyl) amino or C3-C5 cycloalkyl; Y is H, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 haloalkylthio, C1-C4 alkylthio, C2-C5 alkoxyalky, C2-C5 alkoxyalkoxy, amino, C1-C3 alkylamino, di(C1-C3 alkyl)amino, C3-C4 alkenyloxy, C3-C4 alkynloxy, C2-C5 alkylthioalkyl, C1-C4 haloalkyl, C2-C4 alkynyl, azido, cyano, C2-C5 alkylsulfinylalkyl, C2-C5 alkylsulfonylalkyl, < IMG >, < IMG >, < IMG >, < IMG > or N(OCH3)CH3; m is 2 or 3; L1 and L2 are independently O or S; R2 is H or C1-C3 alkyl; R3 and R4 are independently C1-C3 alkyl; Z is CH, N, CCH3, CC2H5, CCl or CBr; Z1 is CH or N; Y1 is O or CH2; X1 is CH3, OCH3, OC2H5 or OCF2H; X2 is CH3, C2H5 or CH2CF3; Y2 is OCH3, OC2H5, SCH3, SC2H5, CH3 or CH2CH3; X3 is CH3 or OCH3; Y3 is H or CH3; X4 is CH3, OCH3, OC2H5, CH2OCH3 or Cl; and Y4 is CH3, OCH3, OC2H5 or C1; and their agriculturally suitable salts; provided that a) when Q contains 2 heteroatoms selected from 0-2 oxygen and 0-2 sulfur, said heteroatoms are not bonded directly to one another, and when Q contains 3 nitrogen heteroatoms, only two of these may be bonded directly together; b) 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; c) when X or Y is C1 haloalkoxy, then Z is CH; d) when J is J-2 or 3-3, the substituent Q and the sulfonylurea bridge are on adjacent carbon atoms; e) when E is O, then J is J-1 and W is O; f) when W is S, then R is H, A is A-1, 2 is CH or N and Y is CH3, OCH3, OC2C?CH, OCH2CH2OCH, CF3, SCH3, OCH2CH=CH2, OCH2C?CH. OCH2CH2OCH3, CH(OCH3)2 or 1,3-dioxolan-2-yl; g) when the tot