Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1995-11-22
2000-04-11
Rotman, Alan L.
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
504223, 504224, 504225, 504227, 504229, 504236, 504239, 504242, 504244, 544 582, 544 8, 544 54, 544 67, 544 68, 544180, 544182, 544217, 544238, 544333, 544405, 5462764, 5462791, C07D40106, C07D41706, A01N 4340, A01N 4336
Patent
active
060488247
DESCRIPTION:
BRIEF SUMMARY
The invention relates to compounds of formula ##STR3## wherein A is an unsubstituted or substituted aromatic or non-aromatic, monocyclic or bicyclic heterocyclic radical wherein a ring nitrogen atom may have been replaced by a group ##STR4## R.sub.1 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl; alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.2 -C.sub.6 alkenyl or C.sub.2 -C.sub.6 alkynyl group, or C(.dbd.O)--R.sub.5, unsubstituted or substituted phenyl, phenoxy or benzyloxy group, or N(R.sub.6).sub.2, alkyl or unsubstituted or substituted phenyl, compounds and to the salts thereof, to processes for the preparation of those compounds and tautomers and to the use thereof, to pesticidal compositions comprising an active ingredient selected from those compounds and tautomers, to a process for the preparation of those compositions and to the use thereof, to plant propagation material treated with those compositions, to a method of controlling pests, to intermediates and, where appropriate, the tautomers thereof, in each case in free form or in salt form, to processes for the preparation of those active ingredients and to processes for the preparation of those intermediates and the tautomers thereof.
The invention relates especially to compounds of formula I wherein non-aromatic, mono-cyclic or bicyclic heterocyclic radical wherein a ring nitrogen atom may have been replaced by a group ##STR5## and wherein one or two of the substituents of A may be selected from the group consisting of C.sub.1 -C.sub.3 alkyl, halo-C.sub.1 -C.sub.3 alkyl, cyclopropyl, halocyclopropyl, C.sub.2 -C.sub.3 alkenyl, C.sub.2 -C.sub.3 alkynyl, halo-C.sub.2 -C.sub.3 alkenyl, halo-C.sub.2 -C.sub.3 alknyl, hydroxy, mercapto, halo-C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio, halo-C.sub.1 -C.sub.3 alkylthio, allyloxy, propargyloxy, allylthio, propargylthio, haloallyloxy, halo-allylthio, cyano and nitro, and from one to four of the substituents of A may be selected from the group consisting of C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy and halogen; C.sub.1 -C.sub.6 alkoxy-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkyl-thio-C.sub.1 -C.sub.6 alkyl, phenoxy-C.sub.1 -C.sub.6 alkyl, phenylthio-C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl-C.sub.1 -C.sub.6 alkyl, benzyloxy-C.sub.1 -C.sub.6 alkyl, di(C.sub.1 -C.sub.4 alkyl)amino-C.sub.1 G.sub.6 alkyl, cyano-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.4 alkylcarbonyl-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.4 alkoxycarbonyl-C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, halo-C.sub.3 -C.sub.6 cycloalkyl, C.sub.2 -C.sub.6 alkenyl, halo-C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, halo-C.sub.2 -C.sub.6 alkynyl or C(.dbd.O)--R.sub.5, or benzyloxy, or phenyl, phenoxy or benzyloxy substituted by from one to three substituents selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, nitro and cyano, or is N(R.sub.6).sub.2, alkyl or phenyl, or phenyl substituted by from one to three substituents selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, nitro and cyano,
Certain 3-substituted 2-nitromethylidene-piperidines and 2-nitromethylidene-pyrrolidines are proposed in the literature as arthropodicidal active ingredients in pesticides. The biological properties of those known compounds are not, however, fully satisfactory in the area of pest control and there is therefore a need to provide further compounds having pest-control properties, especially for controlling insects. That problem is solved according to the invention by the provision of the present compounds of formula I.
Some of the compounds of formula I can be in the form of tautomers. That relates, for example, to the heterocyclic radicals A that are substituted by a hydroxy group or by a mercapto group wherein, depending on the structure, the hydroxy or the oxo form, or the mercapto or the thioxo form, respectively, may be present, or the two tautomeric f
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Gonda Jozef
Gsell Laurenz
Jacob Olivier
Maienfisch Peter
Novartis Corporation
Rotman Alan L.
Teoli, Jr. William A.
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