Patent DE-3176053-D1 (DE)
Title: Plant protecting agents for use during weed control, 2-(dichloromethyl)-3-phenyl-1,3-oxazolidine and 2-(dichloromethyl)-3-allyl-1,3-oxazolidine, and method for the preparation of the compounds comprised in said agents as antidotes, or of the latter mentioned compounds
Inventor: DUTKA FERENC DIPL CHEM
IPC: A01N25/32
Filed: 1981-12-11
Granted: 1987-05-07
Abstract: 1. Claims for the Contracting State : BE, CH, DE, FR, GB, IT, LI, LU, NL, SE Products containing at least 1 andidot of the generic formula I ,   see diagramm : EP0054278,P29,F1   wherein X and Y are standing independently from each other for oxygen, sulfur, a radical of the generic formula II ,   see diagramm : EP0054278,P29,F2   in which R5 is hydrogen, a phenyl radical optionally substituted by 1 or more alkyl- and/or mono- and/or poly haloalkyl radical(s) having 1 to 4 carbon atom(s), alkoxy radical(s) having 1 to 4 carbon atom(s) and/or halogen atom(s), an alkyl radical having 1 to 4 carbon atom(s) or an alkenyl radical having 3 or 4 carbon atoms, and a radical of the generic formula   see diagramm : EP0054278,P29,F3   respectively, in which R6 is hydrogen, a phenyl radical optionally substituted by 1 or more alkyl- and/or mono- and/or polyhaloalkyl radical(s) having 1 to 4 carbon atom(s), alkoxy radical(s) having 1 to 4 carbon atom(s) and/or halogen atom(s), an alkyl radical having 1 to 4 carbon atom(s) or an alkenyl radical having 3 or 4 carbon atoms, R1 and R2 independently from each other are hydrogen, phenyl radical(s) optionally substituted by 1 or more alkyl- and/or mono- and/or polyhaloalkyl radical(s) having 1 to 4 carbon atom(s), alkoxy radical(s) having 1 to 4 carbon atom(s) and/or halogen atom(s), furyl radical(s), phenyl alkyl radicals having 1 to 4 carbon atom(s) in the alkyl moiety, optionally substituted by 1 or more halogen atom(s), straight or branched alkyl-, mono- and polyhaloalkyl-, respectively, and mono- and polycyanoalkyl radicals, respectively, having 1 to 4 carbon atom(s) and straight or branched alkenyl radicals having 2 to 4 carbon atoms, respectively, whereby among these symbols alternatively, if X and/or Y is standing (are standing) for a radical and radicals, respectively, of the generic formula (formulae) II or III, R1 also can be a second bond connecting the carbon atom to which it is attached with X or Y, and R3 and R4 independently from each other are standing for hydrogen, straight or branched alkyl radicals having 1 to 18 carbon atom(s), mono- and polyhaloalkyl-, respectively, and mono- and polycyanoalkyl radicals, respectively, having each 1 to 4 carbon atom(s), straight or branched alkoxy alkyl- and alkoxy alkoxy alkyl radicals, respectively, having 1 to 4 carbon atom(s) in the alkyl moiety and 1 to 4 carbon atom(s) in the alkoxy moiety, and the alkoxy moieties, respectively, cycloalkyl radicals having 5 or 6 carbon atoms, phenyl alkyl radicals having 1 or 2 carbon atom(s) in the alkyl moiety, alkenyl radicals having 3 or 4 carbon atoms, alkynyl radicals having 3 or 4 carbon atoms, phenyl alkenyl radicals having 3 or 4 carbon atoms in the alkenyl moiety, dialkylaminoalkyl radicals having 1 to 4 carbon atom(s) in each alkyl moiety, hydroxy alkyl radicals having 1 to 4 carbon atom(s), furfuryl radicals and tetrahydrofurfuryl radicals, respectively, or R3 and R4 are together an alkylene radical having 2 to 4 carbon atoms, alkenyl radical having 2 to 4 carbon atoms or a phenyl radical, optionally substituted by 1 or more hydroxy group(s), methoxy radical(s), halogen atom(s) and/or acetoxy radical(s), connecting X and Y under formation of a 5 to 7 membered ring, or are together an X and Y connecting glucofuranosyl radical, with the additional proviso that a) in the case that at least 1 of R1 and R2 is standing for a methyl-, monochlormethyl- or monochlorphenyl radical, at least 1 of R3 and R4 is different from a non-substituted alkyl radical having 2 to 18 carbon atoms, and b) in the case that R2 is standing for hydrogen and R1 is meaning a non-substituted phenyl radical at least 1 of R3 and R4 is different from a methyl radical, and 1 or more herbicidally active thiocarbamate-, carbamate-, acid amide-, urea derivative- and/or thiourea derivative ingredient(s) as combination composition for the simultaneous, separate or timed use in the field of plant protection or controlling weeds, optionally together with 1 or more conventional carrie(s) and/or adjuvant(s). 1. Claims for the Contracting State : AT Products containing at least 1 antidot of the generic formula I ,   see diagramm : EP0054278,P31,F3   wherein X and Y are standing independently from each other for oxygen, sulfur, a radical of the generic formula II ,   see diagramm : EP0054278,P31,F4   in which R5 is hydrogen, a phenyl radical optionally substituted by 1 or more alkyl- and/or mono- and/or poly haloalkyl radical(s) having 1 to 4 carbon atom(s), alkoxy radical(s) having 1 to 4 carbon atom(s) and/or halogen atom(s), an alkyl radical having 1 to 4 carbon atom(s) or an alkenyl radical having 3 or 4 carbon atoms, and a radical of the generic formula III ,   see diagramm : EP0054278,P31,F1   respectively, in which R6 is hydrogen, a phenyl radical optionally substituted by 1 or more alkyl- and/or mono- and/or polyhaloalkyl radical(s) having 1 to 4 carbon atom(s), alkoxy radical(s) having 1 to 4 carbon atom(s) and/or halogen atom(s), an alkyl radical having 1 to 4 carbon atom(s) or an alkenyl radical having 3 or 4 carbon atoms, R1 and R2 independently from each other are hydrogen, phenyl radical(s) optionally substituted by 1 or more alkyl- and/or mono- and/or polyhalo-alkyl radical(s) having 1 to 4 carbon atom(s), alkoxy radical(s) having 1 to 4 carbon atom(s) and/or halogen atom(s), furyl radical(s), phenyl alkyl radicals having 1 to 4 carbon atom(s) in the alkyl moiety, optionally substituted by 1 or more halogen atom(s), straight or branched alkyl-, mono- and polyhaloalkyl-, respectively, and mono- and polycyanoalkyl radicals, respectively, having 1 to 4 carbon atom(s) and straight or branched alkenyl radicals having 2 to 4 carbon atoms, respectively, whereby among these symbols alternatively, if X and/or Y is standing (are standing) for a radical and radicals, respectively, of the generic formula (formulae) II or III, R1 also can be a second bond connecting the carbon atom to which it is attached with X or Y, and R3 and R4 independently from each other are standing for hydrogen, straight or branched alkyl radicals having 1 to 18 carbon atom(s), mono- and polyhaloalkyl-, respectively, and mono- and polycyanoalkyl radicals, respectively, having each 1 to 4 carbon atom(s), straight or branched alkoxy alkyl- and alkoxy alkoxy alkyl radicals, respectively, having 1 to 4 carbon atom(s) in the alkyl moiety and 1 to 4 carbon atom(s) in the alkoxy moiety, and the alkoxy moieties, respectively, cycloalkyl radicals having 5 or 6 carbon atoms, phenyl alkyl radicals having 1 or 2 carbon atom(s) in the alkyl moiety, alkenyl radicals having 3 or 4 carbon atoms, alkynyl radicals having 3 or 4 carbon atoms, phenyl alkenyl radicals having 3 or 4 carbon atoms in the alkenyl moiety, dialkylamino alkyl radicals having 1 to 4 carbon atom(s) in each alkyl moiety, hydroxy alkyl radicals having 1 to 4 carbon atom(s), furfuryl radicals and tetrahydrofurfuryl radicals, respectively, or R3 and R4 are together an alkylene radical having 2 to 4 carbon atoms, alkenyl radical having 2 to 4 carbon atoms or a phenyl radical, optionally substituted by 1 or more hydroxy group(s), methoxy radical(s), halogen atom(s) and/or acetoxy radical(s), connecting X and Y under formation of a 5 to 7 membered ring, or are together an X and Y connecting glucofuranosyl radical, with the additional proviso that a) in the case that at least 1 of R1 and R2 is standing for a methyl-, monochlormethyl- or monochlorphenyl radical, at least 1 of R3 and R4 is different from a non-substituted alkyl radical having 2 to 18 carbon atoms, and b) in the case that R2 is standing for hydrogen and R1 is meaning a non-substituted phenyl radical at least 1 of R3 and R4 is different from a methyl radical, and 1 or more herbicidally active thiocarbamate-, carbamate-, acid amide-, urea derivative- and/or thiourea derivative ingredient(s) as combination composition for the simultaneous, separate or timed use in the field of plant protection or controlling weeds, optionally together with 1 or more conventional carrier(s) and/or adjuvant(s).