Patent EP-0931456-A1 (EP)
Inventor: CORNES DEREK
IPC: A01N47/38
Filed: 1999-01-19
Abstract: A selective herbicide composition contains (a) the herbicide 3-methoxy-4-methyl-1-(N-(2-trifluoromethoxyphenylsulfonyl)- aminocarbonyl)-1,2,4-triazol-5(4H)-one (I) and (b) a safener (II) selected from 9 specific classes of compounds. A selective herbicide composition contains (apart from conventional formulation auxiliaries) (a) a herbicidal amount of 3-methoxy-4-methyl-1-(N-(2-trifluoromethoxyphenylsulfonyl)-aminocarbon yl)-1,2,4-triazol-5(4H)-one of formula (I) and (B) a herbicide antagonist amount of a safener (II) selected from compounds of formulae (IIa)-(IId), (IIf)-(IIh), (IIj) and (IIk): X1 = H or Cl; E = N or CH; A = 1-4C alkyl; R39 = CCl3 or phenyl (os by halo); Ar = phenyl (os by 1 or 2 halo); A2 = phenyl substituted by Rc, Rg and Rh; 2-pyridyl or naphthyl, both substituted by Rd, Re and Rf; or furyl or thienyl, both substituted by Rd and Re; R35, R36 = H, alkyl, cycloalkyl, 3-6C alkenyl, 3-6C alkynyl, Ar' or A substituted by Ar' or by OA; or R35+R36 = 4-6C alkylene, optionally interrupted by O, S, SO, SO2, NH or NA; Ar' = phenyl (os by 1 or 2 of halo, A, OA, SA, COOR38, CF3, NO2 and CN); R37 = H or A; R33 = H, halo, CN, CF3, NO2, A, OA, SA, SOA, SO2A, COORj, CONRkRm or OSO2A; Rg = H, halo, CN, NO2, A, 1-4C haloalkyl, SA, SOA, SO2A, COORj, CONRkRm, CORn, SO2NRkRm, OSO2A, 1-6C alkoxy (os by OA or halo), 3-6C alkenyloxy (os by halo) or 3-6C alkynyloxy; R34, Rh = H, halo, A, CF3, 1-6C alkoxy, 1-6C alkylthio or COORj; or R33+R34 = 3-4C alkylene, 3-4C alkenylene or 4C alkadienylene (all os by halo); Rc = H, halo, NO2, A or OMe; Rd = H, halo, NO2, A, OA, SA, SOA, SO2A, COORj or CONRkRm; Re = H, halo, A, COORj, CF3 or OMe; or Rd+Re = 3-4C alkylene; Rf = H, halo or A; Rj, Rk, Rm = H or A; or Rk+Rm = 4-6C alkylene (optionally interrupted by O, NH or NA); Rn = A or phenyl (os by halo, A, OMe, NO2 or CF3); R38 = H; 1-10C alkyl; A substituted by OA, SA or N(A)2); haloalkyl; 2-8C alkenyl or haloalkenyl; alkynyl; 3-7C cycloalkyl, halocycloalkyl or cycloalkylcarbonyl; alkylcarbonyl; allylcarbonyl; benzoyl (os by 1-3 of A and OA (both os by halo)); furoyl; thienyl; A substituted by phenyl (os by halo, A, OA, 1-4C alkyl or 1-4C haloalkoxy), 1-6C alkoxycarbonyl, 1-4C alkoxy-alkoxycarbonyl, alkenyloxycarbonyl, alkynyloxycarbonyl, alkylthiocarbonyl, alkenylthiocarbonyl, alkynylthiocarbonyl, CONH2, CONHA, CON(A)2, phenylaminocarbonyl (os in the ring by 1-3 of A or OA (both os by halo) or by one CN or NO2), CN, NO2, COOH or alkylthioalkoxycarbonyl; or dioxolan-2-yl or dioxan-2-yl (both os by 1 or 2 A); R56, R57 = 1-6C alkyl or 2-6C alkenyl; or together form a heterocycle of formula (i)-(iv); R58, R59 = H or 1-6C alkyl; R60, R61 = A or together form (CH2)5; R62 = H, A or 2-furyl; R63-R78 = H or A; R79 = H or Cl; R80 = CN or CF3; R81 = H or Me; R82 = H, A (os by halo, A-X2- or 1-4C haloalkyl-X2-), NO2, CN, COOR85, NR86R87, SO2NR88R89 or CONR90R91; R83 = H, halo, A, CF3, OA or 1-4C haloalkyl; R84 = H, halo or A; U, V, W1, Z4 = O, S, CR92R93, CO, NR94 or C=CH-O-CR95R96-R102 (a), provided that at least one is CO, one is (a) adjacent to CO, only one is (a) and adjacent groups are not both O; R102 = 2-4C alkenyl, 2-4C alkynyl or COA1; R95, R96 = H or alkyl; or together form 2-6C alkylene; A1 = R99-Y1- or NR97R98; X2 = S or S(O)s; Y1 = O or S; R99 = H, alkyl (os by halo, OA or 3-6C alkenyloxy), phenylalkyl (os in the ring by halo, A, CF3, OMe or MeS(O)s), 3-6C alkenyl (os by halo or Ph), 3-6C alkynyl (os by Ph), oxetanyl, furyl or tetrahydrofuryl; R85, R87 = H or A; R86 = H, A or COA; or R86+R87 = 4-5C alkylene; R88-R91 = H or A; or R88+R89 or R90+R91 = 4-5C alkylene, in which 1 C is optionally replaced by O or S or 1 or 2 C are optionally replaced by NR100; R92-R94, R100 = H or alkyl; or R92+R93 = 2-6C alkylene; R97 = H, alkyl, phenyl, phenylalkyl (os in the ring by F, Cl, Br, NO2, CN, OMe, A or MeSO2), 1-4C alkoxyalkyl, 3-6C alkenyl or 3-6C alkynyl; R98 = H, alkyl, 3-6C alkenyl or 3-6C alkynyl; or R97+R98 = 4-5C alkylene, in which 1 C is optionally replaced by O or S or 1 or 2 C are optionally replaced by NR101; R101 = H or A; r = 0 or 1; R103 = H, 1-6C alkyl, 3-6C cycloalkyl, 3-6C alkenyl or 3-6C alkynyl; R104-R106 = H, 1-6c alkyl, 3-6C cycloalkyl or 1-6C alkoxy, provided that one is other than H; unless specified otherwise alkyl moieties have 1-8C and alkenyl, alkynyl or cycloalkyl moieties 3-8C. An Independent claim is included by a method for selective control of grasses and other weeds in crops, involving treating the crops, their seeds or seedlings or their culture area with (I) and (II).