Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1998-04-20
1999-11-02
Owens, Amelia
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
549291, 549293, 549292, 549416, A01N 4314, C07D30930
Patent
active
059770295
DESCRIPTION:
BRIEF SUMMARY
The invention relates to novel 3-aryl-5-halogeno-pyrone derivatives, to a plurality of processes and intermediates for their preparation and to their use as pesticides and herbicides.
Certain phenyl-pyrone derivatives without substitution in the phenyl ring have already been disclosed (cf. A. M. Chirazi, T. Kappe and E. Ziegler, Arch. Pharm. 309, 558 (1976) and K.-H. Boltze and K. Heidenbluth, Chem. Ber. 91, 2849 (1958)), but a possible use as pesticides has not been mentioned for these compounds. Phenyl-pyrone derivatives with substitution in the phenyl ring having herbicidal, acaricidal and insecticidal properties are described in EP-A-588 137.
However, the efficacy and the spectrum of activity of these compounds is, in particular at low application rates and concentrations, not always entirely satisfactory. Moreover, the crop safety is frequently insufficient.
This invention, accordingly, provides novel compounds of the formula (I) ##STR2## in which X represents halogen, nitro, cyano, alkyl, alkenyl, alkoxy, alkenyloxy, alkylthio, alkylsulphinyl, alkylsulphonyl, halogenoalkyl, halogenoalkenyl, halogenoalkoxy, halogenoalkenyloxy or respectively optionally substituted phenyl, phenoxy, phenylthio, benzyloxy or benzylthio, alkenyloxy, alkylthio, alkylsulphinyl, alkylsulphonyl, halogenoalkyl, halogenoalkenyl, halogenoalkoxy or halogenoalkenyloxy, halogenoalkyl, halogenoalkenyl, halogenoalkoxy or halogenoalkenyloxy, the group consisting of alkyl, alkenyl, alkinyl, alkoxyalkyl, polyalkoxyalkyl, alkylthioalkyl, saturated or unsaturated cycloalkyl, saturated or unsaturated heterocyclyl, arylalkyl, aryl, hetarylalkyl and hetaryl and ##STR3## in which E represents a metal ion equivalent or an ammonium ion, alkenyl, alkoxyalkyl alkylthioalkyl or polyalkoxyalkyl or represents respectively optionally halogen-, alkyl- or alkoxy-substituted cycloalkyl or heterocyclyl or represents respectively optionally substituted phenyl, phenylalkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl, alkenyl, alkoxyalkyl or polyalkoxyalkyl or represents respectively optionally substituted cycloalkyl, phenyl or benzyl, respectively optionally halogen-substituted alkyl, alkoxy, alkylamino, dialkylamino, alkylthio, alkenylthio or cycloalkylthio or represent respectively optionally substituted phenyl, benzyl, phenoxy or phenylthio, represent respectively optionally halogen-substituted alkyl, cycloalkyl, alkenyl, alkoxy, alkoxyalkyl, represent respectively optionally substituted phenyl or benzyl, or, together with the linking nitrogen atom, form an optionally oxygen- or sulphur-containing cycle.
Depending inter alia on the nature of the substituents, the compounds of the formula (I) may be present as geometric and/or optical isomers or mixtures of isomers, in varying composition, which can, if appropriate, be separated in a customary manner. The present invention provides both the pure isomers and the isomer mixtures, their preparation and their use and compositions comprising them. Hereinbelow, for the sake of simplicity, reference is always made to compounds of the formula (I) although this includes both the pure compounds and, if appropriate, also mixtures having varying proportions of isomeric compounds.
Depending on the position of the substituent G, the compounds of the formula (I) may be present in the two isomeric forms of formulae (I).sub.a and (I).sub.b ##STR4## which is meant to be expressed by the dotted line in the formula (I).
The compounds of the formulae (I).sub.a and (I).sub.b may be present both as mixtures and in the form of their pure isomers. If appropriate, mixtures of the compounds of the formulae (I).sub.a and (I).sub.b may be separated by physical methods in a manner known per se, for example by chromatographic methods.
For the sake of clarity, hereinbelow only one of the possible isomers is given in each case. It is implied that the compounds may be present in the form of isomer mixtures or in the other isomeric form in question.
Including the various meanings (a), (b), (c), (d), (e), (f) and (g) of group G, the followin
REFERENCES:
patent: 5393729 (1995-02-01), Fischer et al.
Dollinger Markus
Erdelen Christoph
Fischer Reiner
Lieb Folker
Mencke Norbert
Bayer Aktiengesellschaft
Owens Amelia
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