Patent ID: 6124345
Filing Date: 2000-09-26
Classification: A01N,C07C,C07D

Abstract:
Carbamoylcarboxamide oximes of the formula I ##STR10## or salts thereof, where the variables have the following meanings: R.sup.1 is C.sub.1 -C.sub.8 -alkyl, C.sub.2 -C.sub.8 -alkenyl or C.sub.2 -C.sub.8 -allynyl, it being possible for these radicals to be partially or fully halogenated and/or to carry one or independently two or three of the following groups: cyano, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.3 -C.sub.7 -cycloalyl, C.sub.3 -C.sub.7 -cycloalkenyl, aryl, aryloxy and hetaryl, it being in turn possible for the cyclic radicals to carry one or independently two or three of the following substituents: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl, aryloxy and hetaryl, C.sub.3 -C.sub.7 -cycloalkyl or C.sub.3 -C.sub.7 -cycloalkenyl, it being possible for these radicals to be partially or fully halogenated and/or to carry one or independently two or three of the following groups: cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl, aryloxy and aryl-(C.sub.1 -C.sub.4)-alkyl, it being possible for the cyclic groups to carry one or independently two or three of the following substituents: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy, a non-aromatic 4- to 8-membered ring which, as ring members, in addition to carbon may contain one or two of the hetero atoms oxygen, sulfur and nitrogen, it being possible for the carbons in the ring to carry one or two of the following groups: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy, the second and any further nitrogen as ring heteroatom carrying hydrogen or a C.sub.1 -C.sub.4 -alkyl group, aryl or hetaryl, it being possible for the these radicals to carry one or independently two or three of the following groups: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl, aryloxy and hetaryl, it being in turn possible for the cyclic substituents to carry one or independently two or three of the following substituents: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio and C.sub.1 -C.sub.4 -alkoxycarbonyl,W.sup.1 W.sup.2 C.dbd.N--, where W.sup.1 is C.sub.1 -C.sub.8 -alkyl which may be partially or fully halogenated and/or carry one or independently two or three of the following groups: cyano, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, aryl, aryloxy and hetaryl, it being in turn possible for the cyclic groups to carry one or independently two or three of the following substituents: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl, aryloxy, C.sub.2 -C.sub.8 -alkenyl or C.sub.2 -C.sub.8 -alkynyl, it being possible for these radicals to be partially or fully halogenated and/or to carry one or independently two or three of the following groups: cyano, C.sub.1 -C.sub.4 -allyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy, it being in turn possible for the cyclic groups to carry one or independently two or three of the following substituents: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy, C.sub.3 -C.sub.7 -cycloalkyl or C.sub.3 -C.sub.7 cycloalkenyl, it being possible for these radicals to carry one or independently two or three of the following groups: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryl-(C.sub.1 -C.sub.4)-alkyl, it being possible for the aryl-containing groups to carry one or independently two or three of the following substituents: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy, aryl or hetaryl, it being possible for these radicals to carry one or independently two or three of the following groups: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy and W.sup.2 is hydrogen or independently one of the groups W.sup.1 ;R.sup.2 is hydrogen or is C.sub.1 -C.sub.8 -alkyl or C.sub.3 -C.sub.7 -cycloalkyl, both of which may be partially or fully halogenated;R.sup.3 is C.sub.1 -C.sub.8 -alkyl or C.sub.3 -C.sub.7 -cycloalkyl, it being possible for these radicals to carry one or independently two or three of the following groups: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio and C.sub.1 -C.sub.4 -alkoxycarbonyl or phenyl-(C.sub.1 -C.sub.4)-alkyl, it being possible for the phenyl radical to carry one or independently two or three of the following groups: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy;R.sup.4 is hydrogen or one of the groups listed under R.sup.3 orR.sup.3 and R.sup.4, together with the carbon that they are attached to, form a 4- to 8-membered ring which, as ring members, in addition to carbon may contain one or two of the hetero atoms oxygen, sulfur and nitrogen, it being possible for the carbons in the ring to carry one or two of the following groups: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy, nitrogen as hetero atom carrying hydrogen or a C.sub.1 -C.sub.4 -alkyl group;R.sup.5 is a radical R.sup.2 ;A is C.sub.1 -C.sub.8 -alkyl, it being possible for these radicals to be partially or fully halogenated and/or to carry one or independently two or three of the following groups: cyano, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio and C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy, or C.sub.3 -C.sub.7 -cycloalkyl, it being possible for these radicals to be partially or fully halogenated and/or to carry one or independently two or three of the following groups: cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl, aryloxy and aryl-(C.sub.1 -C.sub.4)-alkyl, it being in turn possible for the cyclic groups to carry one or independently two or three of the following substituents: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy;Y is hydrogen, C.sub.1 -C.sub.8 -alkyl, it being possible for this radical to be partially or fully halogenated and/or to carry one or independently two or three of the following groups: cyano, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio and C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy, C.sub.3 -C.sub.7 -cycloalkyl, it being possible for this radical to be partially or fully halogenated and/or to carry one or independently two or three of the following groups: cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl, aryloxy and aryl-(C.sub.1 -C.sub.4)-alkyl, it being in turn possible for the cyclic groups to carry one or independently two or three of the following substituents: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy or aryl, it being possible for these radicals to carry one or independently two or three of the following groups: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy;Z is C.sub.1 -C.sub.8 -alkyl, it being possible for this radical to be partially or fully halogenated or fully halogenated and/or to carry one or independently two or three of the following groups: cyano, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio and C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy, C.sub.1 -C.sub.8 -alkoxy, it being possible for this radical to be partially or fully halogenated and/or to carry one or independently two or three of the following groups: cyano, C.sub.1 -C.sub.4 -alkylthio and C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy, C.sub.3 -C.sub.7 -cycloalkyl, it being possible for this radical to be partially or fully halogenated and/or to carry one or independently two or three of the following groups: cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl, aryloxy and aryl-(C.sub.1 -C.sub.4)-alkyl, it being in turn possible for the cyclic groups to carry one or independently two or three of the following substituents: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl and aryloxy;n is 0, 1 or 2;Ar is aryl or hetaryl, it being possible for these radicals to carry one or independently two or three of the following groups: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkoxycarbonyl, aryl, aryloxy and hetaryl, it being in turn possible for the cyclic substituents to carry one or independently two or three of the following substituents: halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxyalkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio and C.sub.1 -C.sub.4 -alkoxy-carbonyl;m is 0, 1 or 2; with the proviso that n and m are not simultaneously 0.