4,5-disubstituted pyrimidine derivatives and herbicides

Details 4,5-disubstituted pyrimidine derivatives and herbicides 4,5-disubstituted pyrimidine derivatives and herbicides

1996-05-01

1998-02-10

Gupta, Yogendra N.

Plant protecting and regulating compositions

Plant growth regulating compositions

Organic active compound containing

504225, 544122, 544242, 544333, 544335, A01N 4354, C07D23926

Patent

active

057169047

DESCRIPTION:

BRIEF SUMMARY
TECHNICAL FIELD

The present invention relates to novel 4,5-disubstituted pyrimidine derivatives and herbicides containing such derivatives as active ingredients.


BACKGROUND TECHNIQUE

The group of compounds of the present invention which contain a pyrimidine ring having hydrogen atoms at the 2- and 6- positions and having specific substituents introduced at the 4- and 5- positions, is a group of novel compounds and, heretofore, their herbicidal activities have not been known.
In order to protect important crop plants such as rice, soybean, wheat, corn, cotton and sugar beet from weeds and to increase their productivities, many herbicides have been put into practical use. These herbicides can roughly be classified into three categories, i.e. those for upland fields, for paddy fields, and for non-agricultural fields, according to the application site. Further, each category can be classified into, for example, a soil incorporation treatment type, a pre-emergence soil treatment type and a post-emergence treatment (foliage treatment) type, according to the manner of application.
With the recent global population increase, the productivities of important crop plants will undoubtedly affect the food economy of each country. With such changes, the conventional mode of agriculture will be inevitably changed toward the 21st century. Actually, it has been increasingly required than ever for persons engaged in agriculture to develop herbicides which can economically and effectively kill or control weeds detrimental to the growth of crop plants.
As such herbicides, chemicals which meet the following requirements are desired to be developed.
Preferred are those having high herbicidal effects at low doses (it is necessary to kill weeds at as low doses as possible from the viewpoint of environmental protection), those having adequate residual activities (since a problem that soil-persistent chemicals damage next crops has arisen recently, it is important to show an adequate residual activity after application), those which promptly kill weeds upon application (it is possible to sow or transplant next crops soon after chemical treatment), those which do not require frequent treatment (it is important for farmers to minimize the frequency of cumbersome weed control operations), those intended to control a wide range of weeds (chemicals capable of controlling a variety of weeds having different properties such as broad-leaves weeds, graminaceous weeds and perennial weeds, are desirable), those which can be applied by various methods (a stronger herbicidal effect can be obtained by combining an effect of soil treatment, an effect of foliage treatment and so on), and those which do not show any problematic phytotoxicity against crop plants (in a field where a crop plant coexists with weeds, those capable of selectively killing weeds are desired). However, no existing herbicides satisfy all of these requirements.


DISCLOSURE OF THE INVENTION

The present inventors have conducted extensive studies on the herbicidal action of the novel pyrimidine derivatives under these circumstances. As a result, they have found that 4,5-disubstituted pyrimidine derivatives of the following formula exhibit excellent herbicidal activities. The present invention has been accomplished on the basis of this discovery.
Namely, the present invention provides a novel 4,5-disubstituted pyrimidine derivative of the formula (I) (hereinafter referred to as the compound of the present invention): ##STR2## wherein R1 is a C.sub.1 or C.sub.2 haloalkyl group, R2 is a C.sub.1 -C.sub.8 alkyl group, a C.sub.3 -C.sub.8 cycloalkyl group, a C.sub.3 -C.sub.8 cycloalkyl(C.sub.1 -C.sub.4)alkyl group, a phenyl group which may consisting of a halogen atom, a C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkoxy group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.1 -C.sub.4 haloalkoxy group, a C.sub.3 -C.sub.8 alkenyl group, a C.sub.3 -C.sub.8 alkynyl group, a CO.sub.2 (C.sub.1 -C.sub.4 alkyl) group, a N(C.sub.1 -C.sub.3 alkyl).sub.2 group, a cyano group, a nitro gro

REFERENCES:
Chambers et al. Tetrahedron Letters No. 26, pp. 2405-2406, 1973.

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