Herbicidal sulfonamides

C - Chemistry – Metallurgy – 07 – D

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C07D 413/12 (2006.01) A01N 47/36 (2006.01) C07D 277/64 (2006.01) C07D 417/12 (2006.01) C07D 521/00 (2006.01)

Patent

CA 1222747

Title BA-8591A HERBICIDAL SULFONAMIDES Abstract of the Disclosure This invention relates to certain herbicidally active sulfonamide compounds, suitable agricultural composition thereof and a method for their use as general and/or selective preemergence or postemergence herbicides or plant growth regulants. More specifically the compounds are of the formula: Image I wherein Q-1 Q-2 Image Q-3 Q-4 W1 is O or S; R7 is H or CH3: R is H, C1-C4 alkyl optionally substituted with 0-3 halogen atoms selected from 1-3 F, 1-2 Cl or 1 Br, C1-C4 alkylthio, C1-C4 alkoxy, CH2OCH3, CH2CH2OCH3 or CH2SCH3; R1 is H, halogen, C1-C3 alkyl, C1-C3 haloalkyl, nitro, C1-C3 alkoxy, di(C1-C2)alkylamino- sulfamoyl, C1-C3 alkylthio, C1-C3 haloalkoxy, C1-C3 haloalkylthio, cyano, C1-C3 alkylsul- finyl, C1-C3 alkylsulfonyl, C2-C3 alkoxycar- bonyl, CH2OCH3, CH2SCH3 or CH2CN; R2 is H or CH3: W is O, 6 or NR3; R3 is H or CH3; A is Image A-1 A-2 A-3 A-4 Image A-5 A-6 A-7 X is H, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 halo- alkoxy, C1-C3 haloalkyl, C1-C3 haloalkylthio, C1-C3 alkylthio, halogen, C2-C3 alkoxyalkyl, C2-C3 alkoxyalkoxy, amino, C1-C3 alkylamino or di (C1-C3) alkylamino; Y is H, C1-C3 alkyl, C1-C3 alkoxy, C1-C3 halo- alkoxy, C1-C3 haloalkylthio, C1-C3 alkylthio, halogen, C2-C3 alkoxyalkyl, C2-C3 alkoxyalkoxy. amino, C1-C3 alkylamino, di(C1-C3)alkylamino, C3 alkenyloxy, C3 alkynyloxy, C2-C3 alkynyl, C2-C3 alkylthioalkyl, C2-C3 alkylsulfinyl- alkyl, C2-C3 alkylsulfonylalkyi, C1-C3 halo- alkyl, cyclopropyl, C(O)R4, Image , Image or N(OCH3)CH3; m is 2 or 3; L1 and L2 are independently O or S; R4 is H or CH3; R5 and R6 are independently C1-C2 alkyl; 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, C2H5 or CH2CF3; X3 is CH3 or OCH3; X4 is CH3, OCH3, OC2H5, CH2OCH3 or Cl; and Y4 is CH3, OCH3, OC2H5 or Cl; and their agriculturally suitable salts; provided that a) when W1 is S, then R7 is H, A is A-1 and Y is CH, OCH3, OC2H5, CH2OCH3, C2H5, CF3, SCH3, OCH2CH=CH2, OCH2C?CH, OCH2CH2OCH3, CH(OCH3)2 or Image ; b) when X or Y is OCF2H, then Z is CH; c) when X is F, Cl, Br or I, then Z is CH and Y is OCH3, OC2H5, OCF2H, NH2, NHCH3, N(OCH3)CH3 or N(CH3)2; d) when R1 is di(C1-C2)alkylaminoriulfamoyl or C2-C3 alkoxycarbonyl, then Q is Q-1 and R1 is in the 5-position; or Q is Q-2 and R1 is in the 6-position; and e) when the total number of carbon atoms of X and Y is greater than four, then the number of carbon atoms of R is less than or equal to two and the number of carbon atoms of R1 is less than or equal to two.

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