Benzenesulfonamides as herbicides

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 405/12 (2006.01) A01N 47/36 (2006.01) C07D 213/34 (2006.01) C07D 239/46 (2006.01) C07D 239/52 (2006.01) C07D 307/68 (2006.01) C07D 401/12 (2006.01) C07D 403/12 (2006.01) C07D 409/12 (2006.01)

Patent

CA 1221688

Title BENZENESULFONAMIDES AS HERBICIDES Abstract of the Disclosure This invention relates to ortho-heterocyclic- benzenesulfonylureas and, more particularly, to ortho- furanylbenzenesulfonylureas, ortho-thienylbenzenesul- fonylureas or ortho-pyrrolylbenzenesulfonylureas and their use in agriculturally suitable compositions as pre-embergence and/or post-emergence herbicides and as plant growth regulants. The compounds of the invention are defined by the formula: Image where Q is Image Q-l Q-2 Image Q-3 Q-4 Q-5 Image Q-6 Q-7 Image Q-8 Q-9 Image Q-10 Q-11 where W is O or S; W' is O or S; R1 is H, F, Cl, Br, CH3, CF3 or OCH3; R3 is H, CH3, C2H5, Cl, Br, OCH3 or OC2H5; R5 is H, CH3, C2H5, Cl, Br, OCH3 or OC2H5; R17 is H, CH3, C2H5, Cl, Br, OCH3, OC2H5 or CO2CH3; R12 is H or CH3; R?2 is H or CH3; R13 is H or CH3; R18 is H or CH3; R19 is H or CH3; R20 is H or CH3; R21 is H or CH3; R22 is H or CH3; R23 is H or CH3; A is Image Image X is CH3, OCH3 or Cl; Y is CH3, C2H5, CH2OCH3, OCH3, OC2H5, CH(OCH3)2, 5CH3, CF3, NH2, NHCH3, N(CH3)2, OCH2CH2OCH3 OCH2CF3 or Image Z is CH or N; Xl is CH3, OCH3 or Cl; G is O or CH2; X2 is C1-C3 alkyl or CH2CF3; Y2 is CH3O, C2H5O, CH3S or C2H5S; and their agriculturally suitable salts; provided that 1) when W is S, then R13 is H, Image Y is CH3, OCH3, C2H5, CH2OCH3, CH(OCH3)2 or Image ; 2) when Q is Image then R3 is H, CH3 or C2H5; R5 is H, CH3 or C2H5; and R17 is H, CH3, C2H5 or -Co2CH3; 3) when one of R3, R5, R17 is other than H, then the other two substituents are H or CH3; 4) the total number of carbon atoms in R12, R12', R18' R19, R20, R21, R22 and R23 is less than or equal to 4; 5) when X is Cl, then Z is CH and Y is OCH3, NH2, OC2H5, NHCH3 or N(CH3)2,

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