Herbicidal ortho-alkyl- and ortho-alkenyl-substituted...

Details Herbicidal ortho-alkyl- and ortho-alkenyl-substituted... Herbicidal ortho-alkyl- and ortho-alkenyl-substituted...

C - Chemistry, Metallurgy

07

D

260/249, 260/251

C07D 239/28 (2006.01) A01N 47/36 (2006.01) C07D 251/12 (2006.01) C07D 521/00 (2006.01)

Patent

CA 1221689

Title BA-8486A HERBICIDAL ORTHO-ALKYL- AND ORTHO- ALKENYL-SUBSTITUTED BENZENESULFONAMlDES Abstract of the Disclosure A class of ortho-alkyl- and ortho-alkyl- substituted benzenesulfonamides are useful as general or selective pre-emergent or post-emergent herbicides and as plant growth regulants. The compounds of the invention are of the following formula: Image wherein R1 is Image Image CHC1CH2C1, CHC1CHC12, CH=CBr2, CH=CHR9, CH=CHCO2CH3 or CH=CF2; R2 is H, F, Cl, CH3, OCH3 or CF3; R3 is H or CH3; R4 is H, F, Cl, Br or CH3; R5 is F, Cl, Br, OC(O)R6, OC(O)CF3, OH, OCH2?, OSO2R6, OSO2CF3, OSO2C6H5R7 S(O)mR6, OSO2N(CH3)2 or CO2R8; R6 is C1-C3 alkyl; R7 is H, F, Cl, Br, CH3, OCH3 or CF3; R8 is Cl-C3 alkyl, CH2CH=CH2, CH2CH2OCH3 or CH2CH2Cl; R9 is OCH3 or OCH2CH3; R10 is H, OCH3 or OCH2CH3; Rll is H, Cl or OCH3; R12 is H or CH3; n is 0 or 1; m is 0, 1 or 2; A is Image A-l A-2 A-3 Image A-4 A-5 X is CH3, OCH3, Cl, F, Br, CH2CH3, OCH2CH3 or OCF2H; Y is NHCH3, N(CH3)2, Cl-C4 alkyl, Cl-C4 alkyl substituted with 1-3 atoms of a) F, b) Cl or c) Br, CH2OCH3, CH2OCH2CH3, C1-C4 alkoxy, C1-C2 alkylthio, C3-C4 alkenyloxy, C3-C4 alkynyloxy, OCH2CH2OCH3, CH(OCH3)2,CH(OCH2CH3)2, Image OCH2CF3, OCH2CH2F, OCH2CH2C1, OCH2CH2Br or GCF2T; wherein G is O or S and T is H, CHClF, CHBrF, CF2H or CHFCF3; Z is CH, N, CCH3, CBr, CCl, CF or CCH2CH3; Xl is O or CH2; Y1 is H, CH3, OCH3 or Cl; X2 is CH3, OCH3 or SCH3; Y2 is CH3, CH2CH3 or CH2CF3; and X3 is CH3 or OCH3; and their agriculturally suitable salts; provided that a) when R4 is halogen, R5 is the same halogen b) when R5 is halogen, R4 is either hydrogen or the same halogen; c) when n is 1, R11 is hydrogen; d) when R12 is CH3 and R10 is alkoxy, R9 is the same alkoxy; and e) when X is Cl, then Z is CH and Y is NH2, NHCH3, N(CH3)2, CH3, OCH3 or OCF2H; and f) when R1 is CH2CH2OCH3 or CH2CH2OCH2CH3 then Y is other than CH(OCH2CH3)2.

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