Benzylsulfonylureas and arylsulfamoylureas

C - Chemistry – Metallurgy – 07 – D

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C07D 405/12 (2006.01) A01N 47/36 (2006.01) C07D 231/14 (2006.01) C07D 307/88 (2006.01) C07D 409/12 (2006.01) C07D 521/00 (2006.01)

Patent

CA 1221694

Title BA-8537A NOVEL BENZYLSULFONYLUREAS AND ARYLSULFAMOYLUREAS Abstract Benzylsulfonylureas and arylsulfamoylureas are useful as pre-emergent and post-emergent herbicides and as plant growth regulants. The compounds of the invention are of the following formula: Image wherein J is Image J1 J2 J3 Image J4 J5 J6 Image J7 J8 J9 Image J10 J11 J12 Image J13 J14 J15 Image J16 J17 J18 Image J19 J20 J21 n is 0 or 1; L is CH2 or O; Q is CH2 or O; Q1 is O, S or SO2; Q2 is O or S; R is H or CH3; R1 is H, F, Cl, Br, CH3 or OCH3; R2 is H or C1-C3 alkyl; R3 is H or CH3; R4 is H or CH3; R5 is H, CH3 or C2H5; R6 is H or CH3; R7 is H or CH3; R8 is F, Cl, Br, OCH3, SCH3, SO2CH3, CO2CH3, SO2N(CH3)2 or OSO2CH; R9 is H, OH, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyalkyl, C3-C6 alkenyl, C3-C6 alkynyl, C1-C6 alkoxy, phenyl, C3-C6 cycloalkyl, C4-C7 cycloalkylalkyl, C1-C6 alkylcarbonyl, C1-C6 alkoxycarbonyl, benzyl, C3-C4 haloalkenyl, C3-C6 haloalkynyl, C3-C6 alkylcarbonylalkyl, C3-C6 alkoxycarbonylalkyl or C1-C4 cyano- alkyl; Image A-l A-2 A-3 Image A-4 A-5 A-6 X is CH3, OCH3, Cl, Br, OCH2CF3 or OCF2H; Y is C1-C3 alkyl, CH2F, cyclopropyl, C?CH, OCH3, OC2H5, CH2OCH3, NH2, NHCH3, N(CH3)2, OCH2CH2F, CF3, SCH3, OCH2CH=CH2, OCH2C?CH, OCH2CH2OCH3, CR(OCH3)2, Image , CR(OCH2CH3)2 or OCF2H; Z is CH or N; X1 is CH3, OCH3, OC2H5 or OCF2H; Y1 is O or CH2; X2 is CH3, C2H5 or CH2CF3; Y2 is OCH3, OC2H5, SCH3, SC2H5, OCF2H, SCF2H, CH3 or CH2CH3; X3 is CH3 or OCH3; and Y3 is H or CH3; provided that 1) when X is Cl or Br, then Z is CH and Y is OCH3, OC2H5, NHCH3, N(CH3)2 or OCF2H; and z) when X or Y is OCF2H, then Z is CH.

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