Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1998-02-17
1999-08-10
Powers, Fiona T.
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
514405, 5483625, A01N 4356, C07D23156
Patent
active
059359080
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to compounds of formula ##STR2## wherein X is CH or N, Y is OR.sub.1 and Z is O, or -C.sub.6 cycloalkyl, C.sub.1 -C.sub.4 alkoxymethyl, C.sub.1 -C.sub.4 alkoxy, halo-C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, halo-C.sub.1 -C.sub.4 alkylthio or --CN; alkyl, C.sub.1 -C.sub.4 alkoxy, OH, --CN, NO.sub.2 ; a (C.sub.1 -C.sub.4 alkyl).sub.3 Si group wherein the alkyl groups may be identical or different; halogen, (C.sub.1 -C.sub.4 alkyl)S(.dbd.O).sub.m, (halo-C.sub.1 -C.sub.4 alkyl)S(.dbd.O).sub.m, halo-C.sub.1 -C.sub.4 alkyl or halo-C.sub.1 -C.sub.4 alkoxy; -C.sub.6 alkoxy, halo-C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 -alkylthio, halo-C.sub.1 -C.sub.6 alkylthio, C.sub.1 -C.sub.6 alkylsulfinyl, halo-C.sub.1 -C.sub.6 alkylsulfinyl, C.sub.1 -C.sub.6 alkylsulfonyl, halo-C.sub.1 -C.sub.6 alkylsulfonyl, C.sub.1 -C.sub.6 alkylcarbonyl, halo-C.sub.1 -C.sub.6 alkylcarbonyl, C.sub.1 -C.sub.6 alkoxycarbonyl, halo-C.sub.1 -C.sub.6 alkoxycarbonyl, C.sub.1 -C.sub.6 alkylaminocarbonyl; di(C.sub.1 -C.sub.6 alkyl)aminocarbonyl wherein the alkyl groups may be identical or different; C.sub.1 -C.sub.6 alkylaminothiocarbonyl; di(C.sub.1 -C.sub.6 alkyl)aminothiocarbonyl wherein the alkyl groups may be identical or different; C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl)amino, halogen, NO.sub.2 ; an unsubstituted or mono- to tetra-substituted C.sub.1 -C.sub.4 alkylenedioxy group, the substituents being selected from the group consisting of C.sub.1 -C.sub.4 alkyl and halogen; QR.sub.6, --CN or SF.sub.5 wherein, when n is greater than 1, the radicals R.sub.5 may be identical or different; that is unsubstituted or substituted by from 1 to 3 halogen atoms; a (C.sub.1 -C.sub.4 alkyl).sub.3 Si group wherein the alkyl groups may be identical or different; --CN; an unsubstituted or mono- to penta-substituted C.sub.3 -C.sub.6 cycloalkyl, aryl or heterocyclyl group, the substituents being selected from the group consisting of halogen, C.sub.1 -C.sub.6 alkyl, halo-C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, halo-C.sub.1 -C.sub.6 alkoxy, phenoxy and --CN; -C.sub.6 cycloalkyl, a C.sub.2 -C.sub.6 alkenyl- or C.sub.2 -C.sub.6 alkynyl-group that is unsubstituted or substituted by from 1 to 3 halogen atoms; phenyl or mono- to penta-substituted phenyl, the substituents being selected from the group consisting of C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, halogen, C.sub.1 -C.sub.4 alkoxy and halo-C.sub.1 -C.sub.4 alkoxy; alkylene)O, S(.dbd.O).sub.p, S(.dbd.O).sub.p (C.sub.1 -C.sub.6 alkylene), (C.sub.1 -C.sub.6 alkylene)S(.dbd.O).sub.p, C.sub.1 -C.sub.8 alkylene, C.sub.2 -C.sub.6 alkenylene or C.sub.2 -C.sub.6 alkynylene; isomers and/or tautomers thereof, in each case in free form or in salt form, to a process for the preparation of those compounds, E/Z isomers and tautomers and to the use of those compounds, E/Z isomers and tautomers, to pesticidal compositions comprising an active ingredient selected from those compounds, E/Z isomers and tautomers, to a process for the preparation of those compositions and to the use of those compositions, to intermediates, in free form or in salt form, for the preparation of those compounds, where appropriate to tautomers, in free form or in salt form, of those Intermediates, to a process for the preparation of those intermediates and the tautomers thereof and to the use of those intermediates and the tautomers thereof.
In the literature, certain methoxyacrylic acid derivatives are proposed as active ingredients of pesticidal compositions. The biological properties of those known compounds are not, however, entirely satisfactory in the field of pest control and there is therefore a need to make available other compounds having pesticidal properties, especially for controlling insects and representatives of the order Acarina and especially also for controlling phytopathogenic microorganisms, that problem being solved according to the invention by the provision of the present compounds of formula I.
Some of the compounds of formula I contain asymmetric
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Borsche, W, et al. (1936) "1-Arylindazoles." (CA30: 5219).
Kazanbieva, MA, et al. (1965) "Synthesis and conversions of 1-methy-3-formylindazole." (CA63: 14847c).
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Farooq Saleem
Hall Roger Graham
Szczepanski Henry
Zurfluh Rene
Morris Michael P.
Novartis Crop Protection, Inc.
Powers Fiona T.
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