Patent CA-1225644-A (CA)
Inventor: HILLEMANN CRAIG L
IPC: C07D521/00
Filed: 1985-08-06
Granted: 1987-08-18
Abstract: Title              BA-8587A HERBICIDAL PYRIMIDINES AND TRIAZINES      Abstract of the Disclosure This invention relates to aryl and heteroaryl sulfonimidamides which also contain a pyrimidine or triazine heterocycle are useful as general or selective preemergent and postemergent herbicides.  More specific-ally the sulfonimidamides of this inventtion are of the formula:                      wherein R is H or CH3; G is O or NR1; R1 is H, C1 to C3 alkyl, CF2H, C2 to C3 alkyl substituted with 1 to 3 atoms of F, CH2CH2OCH3, CH2CH2OH, CH2CH2OSi(CH3)3, OH, OSi(CH3)3, C1 to C2 alkoxy, SO2CH3, phenyl or benzyl;       L is          ,        ,        ,       ,        ,  ,            ,  ,             ,  ,             ,  ,            ,  ,       ,  or     ;    R2 is C1 to C4 alkyl. C1 to C4 alkoxy, OCH2CH2OCH3, F, C1, Br, C1 to C2 haloalkoxy, C1 to C2 haloalkylthio, C1 to C2 haloalkyl-sulfonyl, C2 to C3 alkylcarbonyl, NO2, CO2R17, SO2NR18R19, SO2N(OCH3)CH3, OSO2R20, S(O)pR21, C3 to C4 alkenyloxy, C3 to C4 alkynyloxy. C1 to C2 alkyl substituted with OCH3, OCH2CH3, 1 to 3 atoms of F or C1, or with 1 Br, C2 to C3 alkenyl optionally substituted with 1 to 3 F or C1, C6H5,  ,  ,  ,  , ,  ,  ,  ,  ,  ,  ,  ,   , ,   or   ;       R3 is H, F, C1, Br, CF3, CH3, CH2CH3, OCH3, OCF2H, OC2H5, C1 to C2 alkylthio, CH2SCH3, CH2OCH3 or C1 to C2 alkoxy substituted with 1 to 3 F: R4 is H, CH3, OCH3, F, C1, Br, SO2N(CH3)2, OSO2CH3 or SO2CH3 R5 is CH3, CH2CH3, OCH3, OCH2CH3, F, C1, Br, SO2NR18R19, SO2N(OCH3)CH3 or SO2R21; R6 is F, C1, Br, NO2, CO2R17, SO2NR18R19, SO2N(OCH3)CH3 or SO2R21; R7 is H or C1 to C4 alkyl: R8 is H or CH3; R9 is H or CH3; R10 is H or C1 to C4 alkyl;     R11 is H or CH3; R12 is H, C1 to C6 alkyl, C2 to C3 alkoxycarbonyl, C2 to C3 alkylcarbonyl or C2 to C4 alkyl sub-stituted with C1, Br, OCH3 or OC2H5, or with 1 to 3 F: R13 is H or C1 to C3 alkyl; R14 is H or CH3; R15 is H or C1 to C3 alkyl; R16 is C1 to C3 alkyl, F, C1, Br, NO2, CO2R17, SO2NR18R19, SO2N(OCH3)CH3, SO2R21 or OCF2H; R17 is C1 to C4 alkyl, CH2CH2OCH3, CH2CH2C1 or CH2CH=CH2; R18 is C1 to C3 alkyl; R19 is C1 to C3 alkyl; R20 is C1 to C3 alkyl or N(CH3)2; R21 is C1 to C3 alkyl or CH2CH=CH2; m is 0 or 1; p is 0, 1 or 2; Q1 is O or SO2: Q2 is O or S;     A is             ,       ,        ,    ,       ,        or        ;     X is CH3, OCH3, OCH2CH3, C1, F, Br, I, OCF2H, CH2F, OCH2CH2F, OCH2CHF2, OCH2CF3 or CF3; y  is H, CH3, OCH3, OC2H5, CH2OCH3, CH2OCH2CH3, NHCH3. N(OCH3)CH3, N(CH3)2, C2H5, CF3, SCH3, OCH2C?CH, amino, CH2S(O)CH3, CH2SO2CH3, C?CH, C?CCH3, OCH2CH=CH2, OCH2CH2OCH3, CH2SCH3,  ,   ,  , OCF2H, SCF2H or cyclopropyl; n is 2 or 3;          Q3 and Q4 are independently O or S;          Q5 is O or NR25;         R22 is H or CH3;          R23 and R24 are independently C1 to C2 alkyl;          R25 is H or C1 to C3 alkyl;          R26, is H or C1;          R27 is H or C1;          R28 is H or CH3;          Z is CH or N;          Y1 is O or CH2;          X1 is H, CH3 or OCH3;          Y2 is H or CH3;          X2 is CH3, C2H5 or CH2CF3; Y3 is OCH3, OC2H5, SCH3, SC2H5, OCF2H, SCF2H, CH3 or C2H5;     X3 is CH3 or OCH3;     Y4 is CH3, OC2H5, OCH3 or C1; and X4 is CH3, OCH3, OC2H5, CH2OCH3 or C1; and their agriculturally suitable salts; provided that a) when X is C1, F, Br or I, then Z is CH and Y is OCH3, OC2H5, N(OCH3)CH3, NHCH3, N(CH3)2, OCF2H or amino; b) when m id 1, then R9 id H; c) the total number of carbon atoms of R18 and R19 does not exceed four; d) when L is L-15. then R13 and R14 are not simultaneously H; e) when X or Y is OCF2H, then Z is CH: f) when L is L-16, then R16 is adjacent to the substituent  ; and g) when the total number of carbon atoms of X and Y is greater than four, then R1 is H or CH3 and the total number of carbons of the substituents on L does not exceed four.