HERBICIDAL THIOPHENESULFONAMIDES

摘要

Title HERBICIDAL THIOPHENESULFONAMIDES This invention relates to thiophenesulfonamides such as N-¢(4,6-dimethylpyrimidin-2-yl)aminocarbonyl!-3-(isoxazol-3-yl)-2-thiophenesulfonamide which are useful as herbicides and plant growth regulants. More specifically the herbicides are of the formula: Ia Ib Ic wherein R is H or CH3; n is 0. 1 or 2: W is O or S; Q is a phenyl ring or a saturated 5- or 6-membered ring containing 1 heteroatom selected from sulfur, nitrogen or oxygen or an unsaturated 5or 6-membered ring containing 1-3 heteroatoms selected from 0-1 sulfur, 0-1 oxygen or 0-3 nitrogen and Q may optionally be substituted by one or more groups selected from SH, C1-C4 alkyl, C3-C4 alkenyl, C1-C3 haloalkyl, halogen, C1-C3 alkoxy, C1-C4 alkylthio. C3-C4 alkenylthio, C3-C4 alkenyloxy. C1-C2 haloalkoxy, C1-C2 haloalkylthio, C3-C4 alkynylthio, C1-C4 cyanoalkylthio. C1-C2 alkylcarbonylmethythio or C1-C2 alkoxycarbonylmethylthio; E is H, C1-C2 alkyl, C1-C2 alkoxy, halogen, NO2, C1-C2 haloalkyl, C1-C2 alkylthio, C1-C2 alkylsulfonyl, C1-C2 alkoxycarbonyl, C1-C2 dialkylaminosulfamoyl; A is , , , , A-1 A-2 A-3 A-4 or ; A-5 A-6 X is H, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 halo alkoxy, C1-C4 haloalkyl, C1-C4 haloalkylthio, C1-C4 alkylthio, halogen. C2-C5 alkoxyalkyl. C2-C5 alkoxyalkoxy, amino, C1-C3 alkylamino or di(C1-C3 alkyl)amino; Y is H, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 halo alkoxy, C1-C4 haloalkylthio, C1-C4 alkylthio, halogen, C2-C5 alkoxyalkyl, C2-C5 alkoxyalkoxy, amino, C1-C3 alkylamino, di(C1-C3 alkyl)amino, C3-C4 alkenyloxy, C3-C4 alkynyloxy, C2-C5 alkylthioalkyl, C2-C5 alkylsulfinylalkyl, C2-C5 alkylsulfonylalkyl, C1-C4 haloalkyl, C3-C5 cycloalkyl, C2-C4 alkynyl. C(O)Rc, , , or N(OCH3)CH3; m is 2 or 3; L1 and L2 are independently O or S; Ra and Rb are independently C1-C2 alkyl; Rc is H or CH3; Z is CH or N; Y1 is O or CH2; X1 is CH3, OCH, OC2H5, OCF2H; Y2 is H or CH3; X2 is CH3, OCH3 or SCH3; Y3 is CH3, CH2CH3 or CH2CF3; and X3 is CH3 or OCH3; and their agriculturally suitable salts; provided that 1) when X is F, Cl, Br or I, then Z is CH and Y is OCF2H, OCH3 OC2H5, NH2, N(OCH3)CH3, NHCH3, N(CH3)2; 2) the total number of carbon atoms of Q must be less than or equal to 8; 3) when X or Y is OCF2H, then Z is CH; 4) when Q is a saturated 5- or 6- membered ring containing one nitrogen atom, it is bonded to the thiophene ring through carbon; and 5) when W is S, then R is H, A is A-1 and Y is CH3, OCH3, OC2H5, CH2OCH3, C2H5, CF3, SCH3, OCH2CH=CH2, OCH2C?CH, OCH2CH2OCH3, CH(OCH3)2 OR ;