Patent EP-2218710-A1 (EP)
Inventor: FISCHER REINER
IPC: A01N43/38
Filed: 2005-10-21
Abstract: 2,6-Diethyl-4-methylphenyl-substituted tetramic acid derivatives (I) are new. Tetramic acid derivatives of formula (I) are new. A : H; alkyl, alkenyl, alkoxyalkyl or alkylthioalkyl (all optionally substituted (os) by halo); or os cycloalkyl; B : H, alkyl or alkoxyalkyl; or A + B : group completing an os, saturated or unsaturated, 3-8C ring (optionally containing heteroatom(s); and D : H; or A : H or alkyl; B : H; and D : alkyl, alkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl or cycloalkyl (all os); or A + D : group completing a saturated or unsaturated ring, optionally containing at least one O or S heteroatom and os by alkyl or haloalkyl. G : COR 1>, C(L)MR 2>, SO 2R 3>, P(L)R 4>R 5>, E or C(L)NR 6>R 7>; E : an equivalent of a metal or ammonium ion; L, M : O or S; R 1>primary or secondary alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl or polyalkoxyalkyl (all os); cycloalkyl or heterocyclyl (both os by halo, alkyl or alkoxy); or phenyl or heteroaryl (both os); R 2>alkyl, alkenyl, alkoxyalkyl or polyalkoxyalkyl (all os by halo); or cycloalkyl, phenyl or benzyl (all os); R 3> - R 5>alkyl, alkoxy, mono- or dialkylamino, alkylthio, alkenylthio or cycloalkylthio (all os by halo); or phenyl, benzyl, phenoxy or phenylthio (all os); R 6>, R 7>H; alkyl, cycloalkyl, alkenyl, alkoxy or alkoxyalkyl (all os by halo); or phenyl or benzyl (both os); or NR 6>R 7>os ring (optionally containing O or S). Independent claims are included for: (A) the preparation of (I); and (B) compositions containing an active agent combination of the new compounds (I), or the related compounds (I; G = H; A = A'; B = B'; D = D'), with at least one safener selected from about 60 specific compounds (e.g. benoxacor, cloquintocet-mexyl, cumyluron, dymron, dicamba, fenclorim, fenchlorazole ethyl, furilazole, isoxadifen-ethyl, lactidichlor, mefenpyr-diethyl, oxabetrinil, 4-(4-chlorophenoxy)-butyric acid, diallyl 5-chloroquinoxaline-8-oxyacetate or N-(2-methoxy-5-methylbenzoyl)-4-(cyclopropyl-aminocarbonyl)-benzenesulfonamide), related compounds from 13 patent references and four general classes of azole, quinoline, alkanamide or N-(phenylsulfonyl)-benzamide compounds. A' : H, 2-10C alkyl or 1-6C haloalkyl; alkenyl, alkoxyalkyl or alkylthioalkyl (all os by halo); or os cycloalkyl; B' : H, alkyl or alkoxyalkyl; or A' + B' : group completing (a) a saturated or unsaturated, 3-8C ring substituted by alkyl, alkoxy or haloalkyl or (b) an os 5-8C ring containing heteroatom(s); and D' : H; or A' : H or alkyl; B' : H; and D : 2-10C alkyl, alkenyl, alkenyl (sic), alkoxyalkyl, alkylthioalkyl or cycloalkyl (all os); or or A' + D' : group completing a saturated or unsaturated ring, optionally containing at least one O or S heteroatom and os by alkyl or haloalkyl. [Image] ACTIVITY : Herbicide; insecticide, acaricide; nematocide; parasiticide; antifouling; fungicide; antibacterial. In post-emergence herbicidal tests, 3-(2,6-diethyl-4-methylphenyl)-4-(methoxyacetoxy)-5,5-(3-methoxy-pentamethylene)-2-oxo-2,5-dihydropyrrole (Ia) at an application rate of 80 g/ha had 100% herbicidal activity against Alopecurus, Avena fatua, Lolium, Setaria and Veronica. MECHANISM OF ACTION : None given.