C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/249, 260/251
C07D 401/12 (2006.01) A01N 47/36 (2006.01) C07D 213/74 (2006.01) C07D 213/85 (2006.01) C07D 213/89 (2006.01) C07D 491/04 (2006.01) C07D 491/044 (2006.01) C07D 521/00 (2006.01)
Patent
CA 1340162
The invention relates to certain herbicidal 6-amino-substituted 2-pyridinesulfonylureas, intermediates thereof, and compositions and methods of their use. The sulfonylureas are of the formula: (see fig. I) wherein W is O or S; R is H or CH3; R1 is H, F, Cl, Br, I, CN, C1-C2 alkyl, C1-C2 haloalkyl, OCH3, OCH2CH3, OCH2CF3, OCF2H, SCH3, SCF2H, C1-C3 alkylsulfonyl or SO2CF2H; R2 is H, C1-C4 alkyl, C1-C2 haloalkyl, CN, OH, C1-C2 alkoxy , NH2 , NHCH3, N(CH3), C1-C2 alkyl substituted by CN, C1-C2alkoxy or C1-C2 alkylthio, C3-C4 cycloalkyl, C3-C4 alkenyl, C3-C4 alkynyl or C(O)R5; R3 is H, C1-C4 alkyl or C1-C2 haloalkyl; or R2 and R3 may be taken together as -(CH2)n- or -CH2CH2OCH2CH2- or Image ; R4 is H, F, Cl or CH3; R5 is H, C1-C3 alkyl, C1-C2 alkoxy, NH2, NHCH3 or N(CH3)2; R6 is H, C1-C2 alkyl or phenyl; R7 is H or CH3; n is 2, 3, 4 or 5; p is 0 or 1; A is Image , Image , Image , Image , Image , Image or Image ; X is H, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, 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 haloalkoxy, C1-C4 haloalkylthio, C1-C4 alkylthio, 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, C2-C4 alkynyl, C3-C5 cycloalkyl, azido, cyano, Image , Image , Image , Image or N(OCH3)CH3; m is 2 or 3; Q1 and Q2 are independently O or S; R a is H or C1-C3 alkyl; R b and R c are independently C1-C3 alkyl; Z is CH, N, CCH3, CC2H5, CCl or CBr; 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 Cl; and their agriculturally suitable salts; provided that 1) when X is halogen, then Z is CH and Y is OCH3, OC2H5, NH2, NHCH3, N(CH3)2, OCF2H, OCF2Br or N(OCH3)CH3; 2) when X and/or Y is C1 haloalkoxy, then Z is CH; 3) when W is S, then R is H, A is A-1, Z is CH or N, and Y is CH3, OCH3, OC2H5, CH2OCH3, C2H5, CF3, SCH3, OCH2CH=CH2, OCH2C~CH, OCH2CH2OCH3, CH(OCH3)2 or Image ; 4) when the total number of carbon atoms of X and Y is greater than four, then the combined number of carbons of R2 and R3 is less than or equal to six; and 5) X4 and Y4 are not simultaneously Cl.
581214
Sim & Mcburney
Taylor Eric Deguyon
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