Patent EP-2191716-A1 (EP)
Title: Herbicide safener combination
Inventor: ROSINGER CHRISTOPHER HUGH DR
IPC: A01N25/32
Filed: 2008-11-29
Abstract: Composition (Q) comprises at least one pyrimidine compound (I) or its N-oxide or salt; and at least one safener, which is e.g. a compound from heterocyclic carboxylic acid derivative comprising 1-(2,4-dichlorophenyl)-5-(1,1-dimethyl-ethyl)pyrazol-3-carboxylic acid ethyl ester, a compound from 8-quinolinyl oxy derivative comprising (5-chloro-8-quinolinoxy)acetic acid-(1,3-dimethyl-but-1-yl)-ester, and an active agent from dichloroacetamide comprising 3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine. Composition (Q) comprises at least one pyrimidine compound of formula (I) or its N-oxide or salt; and at least one safener, which is e.g. a compound from heterocyclic carboxylic acid derivative comprising 1-(2,4-dichlorophenyl)-5-(1,1-dimethyl-ethyl)pyrazol-3-carboxylic acid ethyl ester, an active agent from dichloroacetamide comprising 3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine), an active agent from the class of 1,2-dihydroquinoxalin-2-one comprising 1-methyl-3-(2-thienyl)-1,2-dihydroquinoxalin-2-one, a compound from the class of diphenylmethoxyacetic acid derivative comprising diphenylmethoxyacetic acid methyl ester, an active agent from the class of -(5-tetrazolylcarbonyl)-2-quinolone comprising 1,2-dihydro-4-hydroxy-1-ethyl-3-(5-tetrazolylcarbonyl)-2-quinolone, an active agent from oxyimino compounds comprising oxabetrinil, an active agent from the class of isothiochromanone comprising methyl-[(3-oxo-1H-2-benzothiopyran-4(3H)-yliden)methoxy]acetate, at least one compound from naphthalic anhydride or fenclorim, or an active agent having safener activity in addition to herbicidal effect against weed for culture plant i.e. rice comprising dimepiperate. R 1>cyclopropyl (optionally substituted by 1-5 R 5>), isopropyl (optionally substituted by 1-5 R 6>), or phenyl (optionally substituted by 1-4 R 7>, where R 1>is not 4-bromophenyl or 4-chlorophenyl; R 2>((O) jC(R 8>)(R 9>)) kR; R : CO 2H or a herbicidal active derivative; R 3>halo, CN, nitro, OR 10>, SR 10>or N(R 11>)R 12>; R 4>NO 2or N(R 13>)R 14>; R 5>, R 6>halo, 1-6C-alkyl, 1-6C-haloalkyl, 2-6C-alkenyl, 2-6C-haloalkenyl, 1-3C-alkoxy, 1-2C-haloalkoxy, 1-3C-alkylthio or 1-2C-haloalkylthio; either R 7>phenyl, phenoxy or a 5-6-membered heteroaryl ring (all optionally substituted by 1-3 R 15>), halo, CN, nitro, 1-4C-alkyl, 1-4C-haloalkyl, 3-6C-cycloalkyl, 3-6C-halocycloalkyl, 1-4C-hydroxyalkyl, 2-4C-alkoxyalkyl, 2-4C-haloalkoxyalkyl, 2-4C-alkenyl, 2-4C-haloalkenyl, 3-4C-alkynyl, 3-4C-haloalkynyl, OH, 1-4C-alkoxy, 1-4C-haloalkoxy, 2-4C-alkenyloxy, 2-4C-haloalkenyloxy, 3-4C-alkynyloxy, 3-4C-haloalkynyloxy, 1-4C-alkylthio, 1-4C-haloalkylthio, 1-4C-alkylsulfinyl, 1-4C-haloalkylsulfinyl, 1-4C-alkylsulfonyl, 1-4C-haloalkylsulfonyl, 2-4C-alkenylthio, 2-4C-haloalkenylthio, 2-4C-alkenylsulfinyl, 2-4C-haloalkenylsulfinyl, 2-4C-alkenylsulfonyl, 2-4C-haloalkenylsulfonyl, 3-4C-alkynylthio, 3-4C-haloalkynylthio, 3-4C-alkynylsulfinyl, 3-4C-haloalkynylsulfinyl, 3-4C-alkynylsulfonyl, 3-4C-haloalkynylsulfonyl, 1-4C-alkylamino, 2-8C-dialkylamino, 3-6C-cycloalkylamino, 4-6C-N-alkyl-N-cycloalkylamino, 2-6C-alkylcarbonyl, 2-6C-alkoxycarbonyl, 2-6C-alkylaminocarbonyl, 3-8C-dialkylaminocarbonyl or 3-6C-trialkylsilyl; or 2R 7>a divalent residue, which is -OCH 2O-, -CH 2CH 2O-, -OCH(CH 3)O-, -OC(CH 3) 2O-, -OCF 2O-, -CF 2CF 2O-,- OCF 2CF 2O- or -CH=CH-CH=CH; either R 8>H, halo, 1-4C-alkyl, 1-4C-haloalkyl, OH, 1-4C-alkoxy or 2-4C-alkylcarbonyloxy; and R 9>H, halo, 1-4C-alkyl or 1-4C-haloalkyl; or R 8>R 9>+O, R 8>R 9>+C : a carbonyl group; R 10>H, 1-4C-alkyl or 1-3C-haloalkyl; R 11>, R 12>H or 1-4C-alkyl; either R 13>H, 1-4C-alkyl (optionally substituted by 1-2 R 16>), 2-4C-alkenyl (optionally substituted by 1-2 R 17>), 2-4C-alkynyl (optionally substituted by 1-2 R 18>), C(=O)R 19>, nitro, OR 20>, SO 2R 21>, NR 22>R 23>or N=CR 24>R 25>; and R 14>H, 1-4C-alkyl (optionally substituted by 1-2 R 16>) or C(=O)R 19>; or R 13>R 14>a divalent residue, which is -(CH 2) 4-, -(CH 2) 5-, -CH 2-CH=CH-CH 2- or -(CH 2) 2-O-(CH 2) 2- (all optionally substituted by 1-2 R 26>), =C(R 27>)NR 28>R 29>or =C(R 30>)OR 31>; R 1>65 : halo, CN, nitro, 1-4C-alkyl, 1-4C-haloalkyl, 3-6C-cycloalkyl, 3-6C-halocycloalkyl, 2-4C-alkenyl, 2-4C-haloalkenyl, 3-4C-alkynyl, 3-4C-haloalkynyl, 1-4C-alkoxy, 1-4C-haloalkoxy, 1-4C-alkylthio, 1-4C-haloalkylthio, 1-4C-alkylsulfinyl, 1-4C-alkylsulfonyl, 1-4C-alkylamino, 2-8C-dialkylamino, 3-6C-cycloalkylamino, 4-6C-N-alkyl-N-cycloalkylamino, 2-4C-alkylcarbonyl, 2-6C-alkoxycarbonyl, 2-6C-alkylaminocarbonyl, 3-8C-dialkylaminocarbonyl or 3-6C-trialkylsilyl; R 16>-R 18>halo, 1-3C-alkoxy, 1-3C-haloalkoxy, 1-3C-alkylthio, 1-3C-haloalkylthio, amino, 1-3C-alkylamino, 2-4C-dialkylamino or 2-4C-alkoxycarbonyl; R 19>H, 1-14C-alkyl, 1-3C-haloalkyl, 1-4C-alkoxy, phenyl, phenoxy or benzyloxy; R 20>H, 1-4C-alkyl, 1-3C-haloalkyl or CHR 32>COOR 33>; R 21>1-4C-alkyl or 1-3C-haloalkyl; R 22>H, 1-4C-alkyl or C(=O)R 34>; R 23>H or 1-4C-alkyl; either R 24>H, 1-4C-alkyl or phenyl (optionally substituted by 1-3 R 35>); and R 25>H or 1-4C-alkyl; or R 24>R 25>a divalent residue, which is -(CH 2) 4- or -(CH 2) 5-; R 26>halo, 1-3C-alkyl, 1-3C-alkoxy, 1-3C-haloalkoxy, 1-3C-alkylthio, 1-3C-haloalkylthio, amino, 1-3C-alkylamino, 2-4C-dialkylamino or 2-4C-alkoxycarbonyl; R 27>H or 1-4C-alkyl; either R 28>, R 29>H or 1-4C-alkyl; or R 28>R 29>a divalent residue, which is -(CH 2) 4-, -(CH 2) 5-, -CH 2-CH=CH-CH 2- or -(CH 2) 2-O-(CH 2) 2-; R 30>H or 1-4C-alkyl; R 31>1-4C-alkyl ; R 32>H, 1-4C-alkyl or 1-4C-alkoxy; R 33>H, 1-4C-alkyl or benzyl; R 34>H, 1-14C-alkyl, 1-3C-haloalkyl, 1-4C-alkoxy, phenyl, phenoxy or benzyloxy; R 35>CH 3, Cl or OCH 3; and j, k : 0 or 1, where if k is 0, then j is also 0. [Image] ACTIVITY : Herbicide. MECHANISM OF ACTION : None given.