Substituted triazolinones as crop protection agents

Plant protecting and regulating compositions – Plant growth regulating compositions – Abscission agent – defoliant – or desiccant

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Details

504273, 5482632, A01N 43653, C07D24912

Patent

active

058859349

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to novel substituted triazolinones of the general formula I ##STR2## where R.sup.1 is hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -haloalkyl; -haloalkyl; -haloalkyl, C.sub.1 -C.sub.6 -alkoxy or C.sub.1 -C.sub.6 -haloalkoxy; --N(R.sup.8)--OR.sup.10, C.sub.3 -C.sub.6 -alkynyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -haloalkyl, cyano-C.sub.1 -C.sub.6 -alkyl, C.sub.l -C.sub.6 -alkoxy-C.sub.l -C.sub.6 -alkyl, C.sub.l -C.sub.6 -alkylthio-C.sub.1 -C.sub.6 -alkyl, (C.sub.1 -C.sub.6 -alkoxy)carbonyl-C.sub.1 -C.sub.6 -alkyl, (C.sub.1 -C.sub.6 -alkylamino)carbonyl-C.sub.1 -C.sub.6 -alkyl, di-(C.sub.1 -C.sub.6 -alkyl)aminocarbonyl-C.sub.l -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkyloximino-C.sub.1 -C.sub.6 -alkyl, di-(C.sub.1 -C.sub.6 -alkoxy)-C.sub.2 -C.sub.6 -alkyl, di-(C.sub.1 -C.sub.6 -alkylthio)-C.sub.2 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -haloalkenyl, phenyl or benzyl, where each of the phenyl rings may carry one to three radicals selected from the group consisting of cyano, nitro, halogen, 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 and (C.sub.1 -C.sub.6 -alkoxy)carbonyl; -C.sub.6 -alkyl)carbonyl, (C.sub.1 -C.sub.6 -haloalkyl)carbonyl or have one 45 of the meanings stated for R.sup.7, or chain in which a nonterminal methylene unit may be replaced by oxygen or C.sub.1 -C.sub.4 -alkylimino and -haloalkyl)carbonyl or has one of the meanings stated for R.sup.7,
The present invention furthermore relates to defoliation of plants, compounds I as active ingredients, plant desiccants and/or defoliants using the compounds I and and/or defoliation of plants with the compounds I.
Herbicidal triazolinones have been disclosed in WO 90/02120 and WO 87/03782. However, their action is not always completely satisfactory.
It is an object of the present invention to provide triazolinones having improved biological properties.
We have found that this object is achieved by the substituted triazolinones of the formula I. We have also found herbicides which contain the compounds I and have a very good herbicidal action. Moreover, we have found processes for the preparation of these compositions and methods for controlling undesirable plant growth of the compounds I.
The novel compounds I are furthermore suitable for the defoliation and/or desiccation of plant parts, for example, for cotton, potatoes, rape, sunflower, soybean or bush beans, in particular for cotton. In this respect, we have found compositions for the desiccation and/or defoliation of plants, processes for the preparation of these compositions and methods for the desiccation and/or defoliation of plants with the compounds I.
The organic moieties stated for the substituents R.sup.1, R.sup.2, R.sup.4 and R.sup.7 to R.sup.10 or as radicals on phenyl rings are--as for the definition of halogen--general terms for individual lists of the individual group members. All carbon chains, ie. all alkyl, haloalkyl, cyanoalkyl, alkoxy, haloalkoxy, alkenyl, haloalkenyl, alkynyl, alkoxycarbonyl, alkylthio and haloalkylthio moieties may be straight-chain or branched, unless stated otherwise. Polyhalogenated haloalkyl, haloalkoxy, haloalkylthio and haloalkenyl radicals may carry identical or different halogen atoms.
Specific examples are: 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl or 1-ethyl-2-methylpropyl; trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 2-chloroethyl, 2-fluoroethyl, 2-bromoethyl, 2-iodoethyl, 2,2-difluoroethyl, 2

REFERENCES:
patent: 5125958 (1992-06-01), Poss
patent: 5476949 (1995-12-01), Tinker et al.

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