Substituted 4-benzoylpyrazoles

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

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544 96, 544182, 544215, 544238, 544333, 544405, 5462761, 548110, 548128, 548131, 548136, 548143, 548203, 548204, 548214, 548240, 548247, 548255, 5482662, 5483641, 5483651, 5483657, 5483124, A01N 4356, C07D40310, C07D40710

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061567027

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BRIEF SUMMARY
The present invention relates to substituted 4-benzoylpyrazoles of the formula I ##STR2## where: R.sup.1 and R.sup.2 are each hydrogen, mercapto, nitro, halogen, cyano, thiocyanato, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkynyl, --OR.sup.3, --OCOR.sup.3, --OSO.sub.2 R.sup.3, --S(O).sub.n R.sup.3, --SO.sub.2 OR.sup.3, --SO.sub.2 N(R.sup.3).sub.2, --NR.sup.3 SO.sub.2 R.sup.3 or --NR.sup.3 COR.sup.3 ; C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkynyl, phenyl or phenyl-C.sub.1 -C.sub.6 -alkyl; where the alkyl radicals mentioned may be partially or fully halogenated and/or carry one to three of the following groups: --N(R.sup.3).sub.2, .dbd.NOR.sup.3, --OCOR.sup.3, --SCOR.sup.3, --NR.sup.3 COR.sup.3, --CO.sub.2 R.sup.3, --COSR.sup.3, --CON(R.sup.3).sub.2, C.sub.1 -C.sub.4 -alkyliminooxy, C.sub.1 -C.sub.4 -alkoxyamino, C.sub.1 -C.sub.4 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.2 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylsulfonyl, heterocyclyl, heterocyclyloxy, phenyl, benzyl, hetaryl, phenoxy, benzyloxy and hetaryloxy, where the eight last-mentioned radicals may in turn be substituted; ##STR3## where R.sup.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -haloalkyl; phenyl which may be partially or fully halogenated and/or carry one to three of the following radicals: -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy; C.sub.1 -C.sub.6 -alkylcarbonyl, C.sub.1 -C.sub.6 -haloalkylcarbonyl, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -haloalkylsulfonyl, phenylcarbonyl, phenylcarbonylmethyl, phenoxycarbonyl or phenylsulfonyl, phenyl ring may in each case be partially or fully halogenated and/or carry one to three of the following radicals: -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy; C.sub.2 -C.sub.6 -alkenylene or a C.sub.2 -C.sub.6 -alkynylene chain, where the alkylene, alkenylene or alkynylene radicals mentioned may be partially halogenated and/or carry one to three of the following groups: double bond is .alpha.,.beta. to the phenyl ring and where Het is linked to the double bond via the .beta. position; C.sub.2 -C.sub.6 -alkynyl, phenyl, phenyl-C.sub.1 -C.sub.6 -alkyl, where the alkyl, alkenyl or alkynyl radicals mentioned may be partially or fully halogenated and/or substituted by one or more of the following radicals: -alkylamino, C.sub.1 -C.sub.4 -dialkylamino, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkylcarbonyloxy, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy; group or a three- to six-membered heteroaromatic group having up to three hetero atoms selected from the group consisting of: or fully halogenated and/or substituted by R.sup.8 ; C.sub.1 -C.sub.4 -alkylamino, C.sub.1 -C.sub.4 -dialkylamino, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkylcarbonyloxy, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, where in all instances each of the alkyl radicals may be substituted by one or more of the following radicals: -dialkylamino, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkylcarbonyloxy, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy;
Moreover, the invention relates to processes and intermediates for preparing compounds of the formula I, to compositions comprising them and to the use of the compounds of the formula I and of compositions comprising them for controlling harmful plants.
The literature, for example EP-A 282 944, discloses 4-benzoylpyrazoles.
However, the herbicidal properties of the prior art compounds and their crop safety are not entirely satisfactor

REFERENCES:
patent: 3655693 (1972-04-01), Shen
patent: 5846907 (1998-12-01), von Deyn et al.
Chem Ber. 105, 863-873 (1972) Bohlmann et al.
Chem. Abs. Vo. 076 (1972) No. 15, 85658n.
XP-002088290, Miyano et al., 1909-1912.

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