substituted cyclohexane - 2.6 - dion - 1carbonsaeureanilide and thioanilide, processes for their manufacture and their use as insecticides, acaricides, fungicides

摘要

1377319 Substituted cyclohexane-2,6-dione and carboxylic acid analides and thioanalides and their use as insecticides, acaricides and fungicides BAYER AG 3 July 1973 [4 July 1972 2 Jan 1973 3 April 1973] 31577/73 Heading C2C The invention comprises compounds of Formula I: in which RSP1/SP, RSP2/SP, RSP5/SP and RSP6/SP are each hydrogen, halogen, carbalkoxy, or alkyl; RSP3/SP and RSP4/SP are each hydrogen, alkyl, alkenyl, cycloalkyl, or optionally substituted phenyl (with the proviso that RSP3/SP and RSP4/SP can both be hydrogen only if at least one of RSP1/SP, RSP2/SP, RSP5/SP and RSP6/SP is halogen, alkyl or carbalkoxy), or RSP4/SP is hydrogen and RSP3/SP is furyl, or RSP3/SP and RSP4/SP conjointly form an alkylene bridge with at most 5 members which forms a spiro bond with the adjoining carbon atom; RSP7/SP is halogen, nitro, nitrile, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, alkoxycarbonyl, alkylsulphonyl, alkylsulphoxyl or optionally substituted aryloxy; RSP8/SP is hydrogen, halogen, nitro, nitrile, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, alkoxycarbonyl or alkyluncondensed gas from the distillation apparatus at 12 and adding to the distillation vessel, the sulphonyl; n is an integer from 1 to 4, or RSP7/SP and RSP8/SP, with the proviso that they are in the orchoposition to one another and n represents 1 jointly form a fused aromatic or heteroaromatic ring system which can optionally be substituted, and X is oxygen or sulphur. These compounds ar obtained by reacting a cyclohexane-2,6-dione of Formula II: wherein RSP1/SP, RSP2/SP, RSP3/SP, RSP4/SP, RSP5/SP and RSP6/SP have the meanings stated above, M is hydrogen or one equivalent of a cation, with an isocyanate or isothiocyanate of Formula III: in which RSP7/SP, RSP8/SP, n, and X have the meanings stated above, optionally in the presence of an acid-binding agent and/or a diluent. Many compounds are specified in Tables 1-3. The invention also comprises an insecticidal, fungicidal or acaricidal composition containing as an active ingredient a compound according to Formula I, in admixture with a solid or liquified gaseous diluent or carrier in admixture with a liquid diluent or carrier containing a surface-active agent.