Substituted phenyl uracils and their use as herbicides

Details Substituted phenyl uracils and their use as herbicides Substituted phenyl uracils and their use as herbicides

1998-10-23

2000-08-22

Shah, Mukund J.

Plant protecting and regulating compositions

Plant growth regulating compositions

Organic active compound containing

544311, C07D23954, A01N 4054

Patent

active

061072524

DESCRIPTION:

BRIEF SUMMARY
The invention relates to novel substituted phenyluracils, to a process for their preparation and to their use as herbicides.
It is known that certain substituted phenyluracils, such as, for example, the compound 1-(4-chloro-5-dimethylaminosulfonyl-2-fluoro-phenyl)-3,6-dihydro-2,6-dioxo -4-trifluoromethyl-1(2H)pyrimidine, have herbicidal properties (cf. U.S. Pat. No. 5,169,430). However, the herbicidal activity of these compounds and their compatibility with crop plants is not always entirely satisfactory.
It is an object of the present invention to provided novel phenyluracils having optimized herbicidal activity and at the same time compatibility with crop plants. This invention, accordingly, provides novel substituted phenyluracils of the general formula (I) ##STR3## in which R.sup.1 represents hydrogen, formyl or optionally substituted alkyl, alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonylamino, alkoxycarbonyl, alkylsulphonyl, alkylsulphonylamino, alkenyl, alkenyloxy, alkinyl, cycloalkyl, cycloalkylalkyl, aryl, arylamino, arylcarbonylamino, arylsulphonylamino, arylalkyl, heterocyclyl or heterocyclyalkyl, each of which is optionally substituted, and of which is optionally substituted, or together with R.sup.5 represents an alkanediyl group which optionally contains an oxygen atom at the beginning or the end or within the hydrocarbon chain.
The novel substituted phenyluracils of the general formula (I) are obtained when chlorosulphonylphenyluracils of the general formula (II) ##STR4## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each as defined above, ##STR5## in which R.sup.5 and R.sup.6 are each as defined above, in the presence of a diluent.
The novel substituted phenyluracils of the general formula (I) have strong herbicidal activity. Surprisingly, the novel compounds of the formula (I) are significantly more compatible with crop plants, such as, for example, wheat or barley, and have considerably higher activity against weeds.
The invention preferably provided compounds of the formula (I) in which C.sub.1 -C.sub.4 -alkoxy-substituted alkyl having 1 to 6 carbon atoms, halogen atoms, alkyl having 1 to 6 carbon atoms, carbon atoms, alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonylamino, alkoxycarbonyl, alkylsulphonyl or alkylsulphonylamino having in each case up to 6 carbon atoms and being in each case optionally substituted by cyano, halogen or C.sub.1 -C.sub.4 -alkoxy, represents alkenyl, alkenyloxy or alkinyl having in each case up to 6 carbon atoms and being in each case optionally substituted by halogen, represents cycloalkyl or cycloalkylalkyl having 3 to 6 carbon atoms in the cycloalkyl group and optionally up to 4 carbon atoms in the alkyl moiety and being in each case optionally substituted by cyano, halogen or C.sub.1 -C.sub.4 -alkyl, represents aryl, arylamino, arylcarbonylamino, arylsulphonylamino or arylalkyl having 6 to 10 carbon atoms in the aryl group and optionally up to 4 carbon atoms in the alkyl moiety and being in each case optionally substituted by cyano, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -halogenoalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -halogenoalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -halogenoalkylthio, C.sub.1 -C.sub.4 -alkylsulphinyl or C.sub.1 -C.sub.4 -alkylsulphonyl, or represents heterocyclyl or heterocyclylalkyl, in each case optionally substituted by cyano, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -halogenoalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -halogenoalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -halogenoalkylthio, C.sub.1 -C.sub.4 -alkylsulphinyl or C.sub.1 -C.sub.4 -alkylsulphonyl, the heterocyclyl group being selected from the group consisting of furyl, tetrahydrofuryl, thienyl, tetrahydrothienyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazolyl, thiadiazolyl, pyrazolyl, pyridinyl, pyrimidinyl, triazinyl, indolyl, quinolinyl, quinoxalinyl and the alkyl moiety optionally containing up to 4 carbon atoms, and in each case up to 6 carbon atoms and being in each case optionally substituted

REFERENCES:
patent: 5169430 (1992-12-01), Strunk et al.
patent: 5486661 (1996-01-01), Strunk et al.
patent: 5593945 (1997-01-01), Andree et al.
patent: 5641725 (1997-06-01), Goto et al.
patent: 5681794 (1997-10-01), Andree et al.
patent: 5700805 (1997-12-01), Schafer et al.

Affiliated with

Also associated with

Rating

Substituted phenyl uracils and their use as herbicides does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Substituted phenyl uracils and their use as herbicides, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Substituted phenyl uracils and their use as herbicides will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-581048