Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1996-02-15
1997-12-23
Shah, Mukund J.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514274, 544298, 544309, 544311, 544312, A01N 4354, C07D23954, C07D23956
Patent
active
057008051
DESCRIPTION:
BRIEF SUMMARY
This application is a continuation of 371 of PCT/EP94/02821, published as WO95/06641 Mar. 9, 1995.
The present invention relates to 1-amino-3-phenyluracils of the formula I ##STR3## where the variables have the following meanings: R.sup.1 is hydrogen, fluorine or chlorine; -C.sub.6 -alkyl), -alkylene)--O--(C.sub.1 -C.sub.6 -alkyl) -alkyl), -alkyl) , -alkyl), -alkyl)! or a radical ##STR4## where X.sup.1 -X.sup.6 in each case are oxygen or sulfur and or C.sub.1 -C.sub.4 -alkoxycarbonyl.
In addition, the invention relates to herbicidal and desiccant and/or defoliant compositions which contain these compounds as active substances. The invention additionally relates to processes for the preparation of the compounds I and of herbicidal or desiccant and/or defoliant compositions, processes for the control of undesired plant growth and processes for the desiccation and/or defoliation of plants, in particular of cotton, using the compounds I.
1-Amino-3-phenyluracils of the compound I type are disclosed eg. in EP-A 420 194, EP-A 476 697 and EP-A 517 181.
A multiplicity of herbicidal 3-phenyluracils are disclosed in WO 93/06090. The particularly advantageous properties of the 1-amino-3-phenyluracils, however, cannot be inferred from this publication.
Since the known compounds are not always completely satisfactory with respect to their herbicidal or desiccant/defoliant action, the object of the present invention were novel, in particular herbicidal, compounds with which undesired plants can be specifically controlled better than hitherto.
The substituted 1-amino-3-phenyluracils of the formula I have therefore been found. Herbicidal compositions have further been found which contain the compounds I and have a very good herbicidal action.
The compounds I according to the invention are suitable in addition for the defoliation and desiccation of parts of plants for eg. cotton, potato, rape, sunflower, soybean or field beans.
The substituents C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.6 -alkyl and C.sub.1 -C.sub.4 -alkoxycarbonyl in the radicals Z and R.sup.2 -R.sup.11 are collective terms for individual lists of the separate group members. Specifically, they have the following meanings: 1-methylpropyl, 2-methylpropyl and 1,1-dimethylethyl, preferably methyl and ethyl; above, and also n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 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 and 1-ethyl-2-methylpropyl, preferably methyl and ethyl; n-propoxycarbonyl, 1-methylethoxycarbonyl, n-butoxycarbonyl, 1-methylpropoxycarbonyl, 2-methylpropoxycarbonyl and 1,1-dimethylethoxycarbonyl, preferably methoxycarbonyl and ethoxycarbonyl.
C.sub.1 -C.sub.6 -Alkylene is understood as meaning, inter alia, methylene, 1,1-ethylene, 1,2-ethylene, 1,1-propylene, 1,2-propylene, 1,3-propylene, 2,2-propylene, 1,1-butylene, 1,2-butylene, 1,3-butylene, 1,4-butylene, 2,2-butylene, 2,3-butylene, 2-methyl-1,1-propylene, 2-methyl-1,2-propylene, 2-methyl-1,3-propylene, 1,1-pentylene, 1,2-pentylene, 1,3-pentylene, 1,4-pentylene, 1,5-pentylene, 2,2-pentylene, 2,3-pentylene, 2,4-pentylene, 3,3-pentylene, 2-methyl-1,1-butylene, 2-methyl-1,2-butylene, 2-methyl-1,3-butylene, 2-methyl-1,4-butylene, 2-methyl-3,3-butylene, 2-methyl-3,4-butylene, 2-methyl-4,4-butylene, 2-ethyl-1,3-propylene, 2,2-dimethyl-1,1-propylene, 2,2-dimethyl-1,3-propylene, 1,1-hexylene, 1,2-hexylene, 1,3-hexylene, 1,4-hexylene, 1,5-hexylene, 1,6-hexylene, 2,2-hexylene, 2,3-hexylene, 2,4-hexylene, 2,5-hexylene, 3,3-hexylene, 3,4-hexylene, 2-methyl-1,1-pentylene, 2-methyl-1,2-pentylene, 2-methyl-1,3-pentylene, 2-methyl-1,4-pentylene, 2methyl-1,5-pentylene, 2-methyl-3,3-pentylene, 2-methyl-3,4-pentylene, 2-methyl-3,5-pentylene, 2-methyl-4,4-pentylene, 2-methyl-4,5-pentylene, 2-methyl-5,5
REFERENCES:
patent: 4859229 (1989-08-01), Wenger et al.
Heterocycles, vol. 119, 1993, p. 939, 160310e, Oct. 11, 1993.
Heterocycles, vol. 119, 1993, p. 1101, 95542r, Aug. 30, 1993.
Gerber Matthias
Hamprecht Gerhard
Heistracher Elisabeth
Klintz Ralf
Schafer Peter
BASF - Aktiengesellschaft
Qazi Sabiha
Shah Mukund J.
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