Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1997-03-18
2000-03-21
Reamer, James H.
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
568 31, 568 29, 568 37, 568 42, 568 49, 568331, 568329, 504293, 504296, 504310, 549427, 549498, A01N 3104
Patent
active
060402741
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to novel 2-aroylcyclohexanediones of the formula I ##STR2## where the variables have the following meanings: X and Y independently of one another are oxygen or sulfur; carrying at least one, but at most four substituents, in each case selected from the group consisting of halogen, cyano, nitro, --N.dbd.N--Ph, (C.sub.1 -C.sub.4 -alkoxy) carbonyl, --N(R.sup.9)--COR.sup.10, --N(R.sup.9)--SO.sub.2 --R.sup.11, --SO.sub.2 --N(R.sup.9)R.sup.10, --S(O).sub.m --R.sup.8, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkyl and C.sub.1 -C.sub.4 -haloalkoxy, it being possible for the four last-mentioned radicals in turn to carry one or two of the following substituents: C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio and/or cyano, ring also to be bridged by means of a chain --C(R.sup.12).dbd.C(R.sup.13)--C(R.sup.14).dbd.C(R.sup.15)--, --Z.sup.1 --C(R.sup.12).dbd.N--, --Z.sup.1 --N.dbd.C(R.sup.12)--, --Z.sup.1 --C(R.sup.12).dbd.C(R.sup.13)--, --Z.sup.1 --C(R.sup.12).dbd.C(R.sup.13)--C(R.sup.14,R.sup.15)--, --Z.sup.1 --C(R.sup.12,R.sup.13)--C(R.sup.14,R.sup.15)--, --Z.sup.1 --C(R.sup.12,R.sup.13)--C(R.sup.14,R.sup.15)--Z.sup.2 --, --C(R.sup.12,R.sup.13)--Z.sub.1 --C(R.sup.14,R.sup.15)--C(R.sup.16,R.sup.17)--, --Z.sup.1 --N(R.sup.20)--Z.sup.2 --, --Z.sup.1 --Z.sup.2 --N(R.sup.20)--, --Z.sup.1 --C(R.sup.12,R.sup.13)--Z.sup.2 --N(R.sup.20)--, --Z.sup.1 --N(R.sup.20)--Z.sup.2 --N(R.sup.21)--, --N(R.sup.21)--Z.sub.1 --Z.sup.2 --, --N(R.sup.20)--Z.sup.1 --N.dbd.C(R.sup.12)--, --Z.sup.1 --C(R.sup.12,R.sup.13)--C(.dbd.NOR.sup.22)--, --Z.sup.1 --C(R.sub.12,R.sup.13)--C(R.sub.14,R.sup.15)--C(.dbd.NOR.sup.22)-- or Z.sup.1 --Z.sup.2 --Z.sup.1, where --N(R.sup.20)-- and where -alkoxy, C.sub.1 -C4-alkylthio, C.sub.1 -C.sub.4 -alkylamino, di-(C.sub.1 -C.sub.4 -alkyl)amino or phenyl, R.sup.20 and R.sup.21 independently of one another are hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, (C.sub.1 -C.sub.4 -alkyl)carbonyl, phenyl or benzoyl and selected from the group consisting of halogen, cyano, nitro, --S(O).sub.n --R.sup.23, (C.sub.1 -C.sub.4 -alkoxy)carbonyl, --SO.sub.2 --N(R.sup.24)R.sup.25, --N(R.sup.24)--COR.sup.25, --N(R.sup.24)--SO.sub.2 R.sup.26, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkyl and C.sub.1 -C.sub.4 -haloalkoxy, it being possible for the four last-mentioned radicals in turn to carry one or two of the following substituents: C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio and/or cyano; carry one or two C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio and/or cyano radicals; which can be unsubstituted or can carry one to three halogen, C.sub.1 -C.sub.4 -alkyl and/or C.sub.1 -C.sub.4 -alkoxy radicals; carry one or two cyano, phenyl and/or benzyl radicals; together are an ethylene or propylene chain, it being possible for each methylene unit to carry one or two C.sub.1 -C.sub.4 -alkyl radicals; 2-(4-chloro-2-nitrobenzoyl)-5-dimethoxymethyl-5-methylcyclohexane-1,3-dion e, and the agriculturally utilizable salts of I and the esters of I with C.sub.1 -C.sub.10 carboxylic, sulfonic or phosphonic acids or inorganic acids.
The invention additionally relates to processes for preparing these compounds, their use as herbicides and for regulating plant growth, and to herbicidal compositions and compositions for regulating plant growth which contain these compounds as active substances.
In addition, the invention relates to processes for preparing the herbicidal compositions and compositions for regulating plant growth, and to processes for controlling undesired plant growth and for regulating plant growth using the compounds I.
Herbicidally active 2-aroylcyclohexanediones having an ether radical in the 5-position have already been disclosed in EP-A 243 313, EP-A 319 075 and JP-A 03/052862.
2-Aroylcyclohexanediones having an acetal or thioacetal radical in the 5-position are described as herbicides, inter alia, in WO 91/01289.
According to EP-A 233 568, 5-dialkoxymethylcyclohexane-1,3-diones having an alkylcarbonyl
REFERENCES:
patent: 4744820 (1988-05-01), Keil et al.
patent: 4909835 (1990-03-01), Tobler
patent: 5026899 (1991-06-01), Tobler
patent: 5132462 (1992-07-01), Tobler
Chem. Abst. JO 3052-862, no date avail.
Deyn Wolfgang von
Engel Stefan
Hill Regina Luise
Kardorff Uwe
Kast Jurgen
BASF - Aktiengesellschaft
Reamer James H.
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