4-(3-heterocyclyl-1-benzoyl) pyrazoles and their use as herbicid

Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing

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504280, 544316, 544333, 546173, 546241, 5462754, 548123, 548128, 548131, 548143, 548146, 548122, 548187, 548202, 548235, 548236, 548240, 548241, 548237, 548247, 548204, 5482632, 5482662, 5483641, 5483644, 5483651, 5483657, A01N 4356, A01N 4374, C07D41310

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061659444

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BRIEF SUMMARY
The present invention relates to 4-(3-heterocyclyl-1-benzoyl)pyrazoles of the formula I ##STR2## where: R.sup.1 and R.sup.3 are each hydrogen, nitro, halogen, cyano, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -haloalkylthio, C.sub.1 -C.sub.6 -alkylsulfinyl, C.sub.1 -C.sub.6 -haloalkylsulfinyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -haloalkylsulfonyl, aminosulfonyl, N-(C.sub.1 -C.sub.6 -alkyl)aminosulfonyl, N,N-di(C.sub.1 -C.sub.6 -alkyl)aminosulfonyl, N-(C.sub.1 -C.sub.6 -alkylsulfonyl)amino, N-(C.sub.1 -C.sub.6 -haloalkylsulfonyl)amino, N-(C.sub.1 -C.sub.6 -alkyl)-N-(C.sub.1 -C.sub.6 -alkylsulfonyl)amino or N-(C.sub.1 -C.sub.6 -alkyl)-N-(C.sub.1 -C.sub.6 -haloalkylsulfonyl)amino; substitution which comprises one to four identical or different hetero atoms selected from the following group: oxygen, sulfur or nitrogen; ##STR3## which is attached in position 4 where -C.sub.6 -haloalkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.3 -C.sub.6 -haloalkynyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkylcarbonyl, C.sub.2 -C.sub.6 -alkenylcarbonyl, C.sub.2 -C.sub.6 -alkynylcarbonyl, C.sub.3 -C.sub.6 -cycloalkylcarbonyl, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.3 -C.sub.6 -alkenyloxycarbonyl, C.sub.3 -C.sub.6 -alkynyloxycarbonyl, C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.3 -C.sub.6 -alkenylaminocarbonyl, C.sub.3 -C.sub.6 -alkynylaminocarbonyl, di(C.sub.1 -C.sub.6 -alkyl)aminocarbonyl, N-(C.sub.3 -C.sub.6 -alkenyl)-N-(C.sub.1 -C.sub.6 -alkyl)aminocarbonyl, N-(C.sub.3 -C.sub.6 -alkynyl)-N-(C.sub.1 -C.sub.6 -alkyl)aminocarbonyl, N-(C.sub.1 -C.sub.6 -alkoxy)-N-(C.sub.1 -C.sub.6 -alkyl)aminocarbonyl, N-(C.sub.3 -C.sub.6 -alkenyl)-N-(C.sub.1 -C.sub.6 -alkoxy)aminocarbonyl, N-(C.sub.3 -C.sub.6 -alkynyl)-N-(C.sub.1 -C.sub.6 -alkoxy)aminocarbonyl, di(C.sub.1 -C.sub.6 -alkyl)aminothiocarbonyl, C.sub.1 -C.sub.6 -alkylcarbonyl-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxyimino-C.sub.1 -C.sub.6 -alkyl, N-(C.sub.1 -C.sub.6 -alkylamino)imino-C.sub.1 -C.sub.6 -alkyl or N-(di-C.sub.1 -C.sub.6 -alkylamino)imino-C.sub.1 -C.sub.6 -alkyl, where the alkyl, cycloalkyl and alkoxy radicals mentioned may be partially or fully halogenated and/or may carry one to three of the following groups: cyano, hydroxyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, di(C.sub.1 -C.sub.4 -alkyl)amino, C.sub.1 -C.sub.4 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkoxycarbonyl, di(C.sub.1 -C.sub.4 -alkyl)amino-C.sub.1 -C.sub.4 -alkoxycarbonyl, hydroxycarbonyl, C.sub.1 -C.sub.4 -alkylaminocarbonyl, di(C.sub.1 -C.sub.4 -alkyl)aminocarbonyl, aminocarbonyl, C.sub.1 -C.sub.4 -alkylcarbonyloxy or C.sub.3 -C.sub.6 -cycloalkyl; heterocyclyl-C.sub.1 -C.sub.6 -alkyl, phenylcarbonyl-C.sub.1 -C.sub.6 -alkyl, heterocyclylcarbonyl-C.sub.1 -C.sub.6 -alkyl, phenylcarbonyl, heterocyclylcarbonyl, phenoxycarbonyl, heterocyclyloxycarbonyl, phenylaminocarbonyl, N-(C.sub.1 -C.sub.6 -alkyl)-N-(phenyl)aminocarbonyl, heterocyclylaminocarbonyl, N-(C.sub.1 -C.sub.6 -alkyl)-N-(heterocyclyl)aminocarbonyl, phenyl-C.sub.2 -C.sub.6 -alkenylcarbonyl or heterocyclyl-C.sub.2 -C.sub.6 -alkenylcarbonyl, where the phenyl and the heterocyclyl radical of the last 16 substituents may be partially or fully halogenated and/or may carry one to three of the following radicals: nitro, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -haloalkoxy; -haloalkyl;
In addition, the invention relates to processes for preparing compounds of the formula I, to compositions comprising them and to the use of these derivatives or of the compositions comprising them for controlling harmful plants.
Pyrazol-4-ylbenzoyl derivatives are disclosed in the literature, for example in EP-A 282 944, WO 96/26206 and the earlier German patent application DE-A 19 701 446. However, the herbicidal properties of the prior art compounds and their crop plant safety are not entirely satisfactory.

REFERENCES:
patent: 4460597 (1984-07-01), Yanai et al.

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