Patent EP-0068823-A1 (EP)
Inventor: SMOLANOFF JOEL ROBERT
IPC: C07F9/24
Filed: 1982-06-24
Abstract: Novel compounds are provided which exhibit activity as pesticides for combating arthropods, nematodes and/or fungi. The novel compounds have the formula:
     wherein:
     R' is (C 1 -C 4 ) alkyl optionally substituted with one (C 1 -C 4 ) alkoxy group and/or one to four of the same or different bromo, chloro or fluoro atoms;
   (C 3 -C 6 ) alkenyl;   (C 3 -C 6 ) alkynyl;       phenyl optionally substituted with from one to three of the same or different alkyl, haloalkyl containing one to three of the same or different halo atoms, halo, alkoxy, alkylthio, cyano, nitro, amino, or mono- or di-(C 1 -C 3 )alkylamino groups or atoms; or phenyl(C 1 -C 5 ) alkyl, preferably phenyl(C 1 -C 3 ) alkyl, optionally ring-substituted with from one to three of the same or different alkyl, haloalkyl (preferably containing one to three of the same or different halo atoms), halo, alkoxy, alkylthio, cyano, nitro, amino, or mono- and di-(Ci-C 3 )alkylamino groups or atoms;   R 2  is (C 2 -C 5 ) alkyl (or methyl when X and Y are both S) optionally substituted with from one to three of the same or different alkyl, halo, alkoxy, alkylthio, cyano, nitro, heterocyclic, amino, or mono-or di-(C 1 -C 3 )alkylamino groups or atoms;
   (C 3 -C 6 ) alkenyl;   (C 3 -C 6 ) alkynyl;   (C 3 -C 6 ) cycloaliphatic or heterocycloaliphatic;       phenyl optionally substituted with from one to three of the same or different substituents selected from alkyl, haloalkyl containing one to three of the same or different halo atoms, halo, alkoxy, alkylthio, cyano, nitro, amino and mono- or di-(C 1 -C 3 )alkylamino;   phenyl (C 1 -C 5 ) alkyl, preferably phenyl-(C 1 -C 3 )alkyl, optionally ring-substituted with from one to three of the same or different substituents selected from alkyl, haloalkyl containing one to three of the same or different halo atoms, halo, alkoxy alkylthio, cyano, nitro, amino and mono- or di-(C 1 -C 3 )alkylamino;   R 3  is hydrogen;
   methyl;   trifluoromethyl;   alkoxy(C 1 -C 4 )carbonyl; or   alkoxy(C 1 -C 4 )thiocarbonyl;   R 4  is hydrogen; (C 1 -C 7 ) alkyl optionally substituted with one to three of the same or different substituents selected from benzoyl alkoxy-(C 1 -C 4 )carbonyl, halo, alkoxy, alkylthio, cyano, nitro, and phenoxy or phenylthio each of the last two groups being optionally substituted with one to three of the same or different substituents selected from alkyl, alkoxy, halo, cyano, nitro, alkylthio. amino and mono- or di-(C 1 -C 3 )alkylamino;   (C 3 -C 6 )alkenyl optionally substituted with one to three of the same or different substituents selected from alkoxy (C 1 -C 4 )carbonyl, phenyl, bromo, chloro and fluoro;   (C 3 -C 6 )alkynyl; phenyl optionally ring-substituted with from one to five of the same or different halo atoms and/or up to three of the same or different substituents selected from alkyl containing one to three of the same or different halo atoms, alkoxy, alkythio, cyano, nitro, amino. and mono- or di-(C 1 -C 3 )alkylamino; or phenyl(or naphthyl)(C 1 -C 3 )alkyl optionally ring-substituted with one to five of the same or different halo atoms and/or with up to three substituents selected from alkyl, haloalkyl containing one to three of the same or different halo atoms, alkoxy. alkylthio, cyano. nitro, benzyloxy, methylenedioxy. amino and mono- or di-(C 1 -C 3 )alkylamino groups ; and   X, Y and Z are the same or different and are O or S, X and Z not both being O except for the case when (1) Y is S. (2) R' is n-C 3 H 7  or S-C 4 H 9 , (3) R 2  is S-C 4 H 9 , (4) R 3  is H and (5) R 4  is methyl.