Herbicidal n-hydroxy-n'-sulfonylguanidines

Details Herbicidal n-hydroxy-n'-sulfonylguanidines Herbicidal n-hydroxy-n'-sulfonylguanidines

C - Chemistry, Metallurgy

07

D

260/242.5

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

Patent

CA 1232270

Title HERBICIDAL N-HYDROXY-N'-SULFONYLGUANIDINES Abstract Novel N-hydroxy-N'-sulfonylguanidine compounds, of the following formula are described which possess significant herbicidal and plant growth regulant activity for control of undesired vegetation: Image wherein R is H or CH3; R' is H, C(O)R1, C(O)NR2R3 or CO2R4; R1 is C1-C3 alkyl or CF3; R2 is H, CH3 or C2H5; R3 is C1-C3 alkyl: R4 is C1-C3 alkyl; L is Image Image Image L-l L-2 L-3 Image Image Image L-4 L-5 L-6 Image Image L-7 L-8 Image L-9 L-10 L-11 Image L-12 L-13 L-14 Image L-15 L-16 L-17 R5 is C1-C4 alkyl, C1-C4 alkoxy, OCH2CH2OCH3, F, Cl, Br, NO2, CF3, CO2R19. SO2NR2OR21, SO2N(OCH3)CH3, OSO2R22, S(O)n2R23, WCF3, WCHF2, C3-C4 alkenyloxy, C3-C4 alkynyloxy, C1-C2 alkyl substituted with OCH3 or OCH2CH3, C6H5, Image Image R6 is H, F, Cl, Br, CF3, CH3, OCH3, SCH3 or OCF2H; R7 is H, CH3, OCH3, F, Cl, Br, SO2N(CH3)2, OSO2CH3 or S(O)nCH3; R8 is CH3, CH2CH3, OCH3, OCH2CH2CH3, F, Cl Br, SO2NR20R21, SO2N(OCH3)CH3 or S(O)nR23; R9 is C1-C3 alkyl, F, Cl, Br, NO2, CO2R19, SO2NR20R21, SO2N(OCH3)CH3 or S(O)nR23; R10 is Cl, NO2, CO2CH3, CO2CH2CH2, SO2N(CH3)2, OSO2CH3, SO2CH3, SO2CH2CH3, OCH3 or OCH2CH3; R11 is H, CH3 or CH2CH3; R12 is H, CH3 or CH2CH3; R13 is H or CH3; R14 is H or CH3: R15 is H or CH3; R16 is CH3 or CH2CH3; R17 is H or C1-C4 alkyl: R18 is H or CH3; R19 is C1-C4 alkyl, CH2CH2OCH, CH2CH2Cl or CH2CH=CH2; R20 is C1-C3 alkyl; R21 is C1-C3 alkyl; R22 is C1-C3 alkyl or N(CH3)2: R23 is C1-C3 alkyl or CH2CH=CH2; m is 0 or 1; n is 0 or 2; Q1 is O, S, SO2 or NR17; Q2 is O, S or NR17; and W is O, S or SO2: A is Image Image Image A-1 A-2 A-3 Image Image Image A-4 A-5 A-6 X is CH3, OCH3. OCH2CH3, Cl, F, Br. OCF2H, CH2F or CF3; Y is H, CH3, OCH3. OCH2CH3. CH2OCH3. CH2OCH2CH3, N(CH3)2, CH2CH3, CF3, SCH3, OCH2CH=CH2, OCH2C?CH, OCH2CF3, OCH2CH2OCH3, CH2SCH3, OCF2H, SCF2H, CR24(QCH3)2, Image , Image or CR24(QCH2CH3)2; Q is O or S: R24 is H or CH3, Z is CH or N; Y1 is CH2 or O; X1 is CH3, OCH3, OCH2CH3 or OCF2H; Y2 is H or CH3; X2 is CH3, CH2CH3 or CH2CF3; Y3 is OCH3, OCH2CH3, SCH3, CH3 or CH2CH3; X3 is CH3 or OCH3; and their agriculturally suitable salts; provided that 1) the total number of carbon atoms of R20 and R21 is less than or equal to four; 2) when m is 1, then R13 is H; 3) when L is L-17, then R17 and R18 are not simultaneously H: and 4) when X is Cl, F or Br, then Z is CH and Y is OCH3, OCH2CH3, N(CH3)2 or OCF2H.

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