Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1998-02-17
1999-03-30
Dees, Jose G.
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
544309, 544314, 544298, C07D41704, A01N 4378
Patent
active
058889400
DESCRIPTION:
BRIEF SUMMARY
This application has been filed under 35 USC 371 as a national stage application of PCT/EP96/03760 filed Aug. 26, 1996.
The present invention relates to novel substituted benzothiazoles of the general formula I ##STR2## where X.sup.1 and X.sup.2, independently of one another, are each oxygen or sulfur; -haloalkyl; -haloalkyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylsulfinyl or C.sub.1 -C.sub.6 -alkylsulfonyl; -haloalkyl, C.sub.1 -C.sub.6 -alkoxy or C.sub.1 -C.sub.6 -haloalkoxy; -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -haloalkenyl, C.sub.3 -C.sub.6 -alkynyl or C.sub.1 -C.sub.6 -alkyl, it being possible for the stated cycloalkyl, alkyl, alkenyl and alkynyl radicals to be substituted by cyano, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, (C.sub.1 -C.sub.6 -alkoxy)carbonyl, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di(C.sub.1 -C.sub.6 -alkyl)aminocarbonyl, (C.sub.1 -C.sub.6 -alkyl)carbonyloxy, halo-C.sub.1 -C.sub.6 -alkoxy, halo-C.sub.1 -C.sub.6 -alkylthio or C.sub.3 -C.sub.6 -cycloalkyl, with the proviso that R.sup.6 may be cyano only when Y is a chemical bond, oxygen or sulfur and
The present invention furthermore relates to defoliating plants, active ingredients, plant desiccants/defoliants using the compounds I, defoliating plants with the compounds I and compounds I are obtainable.
Herbicidal benzothiazoles having certain heterocycles in the 7 position have been disclosed in WO 92/20675 and DE-A 42 41 658. WO 92/20675 also indicates a possible desiccant/defoliant action of the compounds described there.
However, the herbicidal action of the known compounds with regard to weeds is not always completely satisfactory. It is an object of the present invention to provide novel benzothiazoles having improved herbicidal properties. It is furthermore an object of the present invention to provide novel compounds having a desiccant/defoliant action.
We have found that these objects are achieved by the substituted benzothiazoles of the formula I which are defined at the outset. We have also found herbicides which contain the compounds I and have a very good herbicidal action. We have furthermore found processes for the preparation of these agents and methods for controlling undesirable plant growth with the compounds I.
Moreover, we have found that the compounds I are also suitable for desiccating and defoliating plant parts in crops such as cotton, potato, rape, sunflower, soybean or field beans, in particular cotton. In this context, we have found plant desiccants and/or defoliants, processes for the preparation of these agents and methods for desiccating and/or defoliating plants with the compounds I.
Depending on the substitution pattern, the compounds of the formula I may contain one or more centers of chirality and may therefore be present as enantiomer or diastereomer mixtures. The present invention relates both to the pure enantiomers or diastereomers and to the mixtures thereof.
The substituted benzothiazoles I may be present in the form of their agriculturally useful salts, the type of salt being as a rule unimportant. In general, suitable salts are the salts of those bases and those acid addition salts in which the herbicidal action is not adversely affected in comparison with the free compound I.
Particularly suitable basic salts are those of the alkali metals, preferably the sodium and potassium salts, those of the alkaline earth metals, preferably calcium and magnesium salts, those of the transition metals, preferably zinc and iron salts, and ammonium salts in which the ammonium ion may, if desired, carry from one to four C.sub.1 -C.sub.4 -alkyl or hydroxy-C.sub.1 -C.sub.4 -alkyl substituents and/or a phenyl or benzyl substituent, preferably diisopropylammonium, tetramethylammonium, tetrabutylammonium, trimethylbenzylammonium and trimethyl-(2-hydroxyethyl)ammonium salts, and phosphonium salts, sulfonium salts, preferably tri(C.sub.1 -C.sub.4 -alkyl)sulfonium salts, and sulfoxonium salts, preferably tri(C.sub.1 -C.sub.4 -alkyl)sulfoxonium salts.
Examples of the
Hamprecht Gerhard
Heistracher Elisabeth
Menke Olaf
Misslitz Ulf
Schafer Peter
BASF - Aktiengesellschaft
Dees Jos,e G.
Qazi Sabiha N.
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