2-piperazinopyrimidine derivatives

Details 2-piperazinopyrimidine derivatives 2-piperazinopyrimidine derivatives

1986-05-02

1988-05-03

Bond, Robert T.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

540460, 540502, 544253, 544254, 544279, 544280, 71 92, 71 94, 71 95, C07D23984, C07D23970, C07D47104, C07D48704

Patent

active

047421657

DESCRIPTION:

BRIEF SUMMARY
TECHNICAL FIELD

This invention relates to novel 2-piperazinopyrimidine derivatives and a process for their production.


BACKGROUND ART

Compounds having a structure formed by the condensation of a nitrogen- or carbonyl-containing ring and a pyrimidine ring, for example, compounds having a pyridopyrimidine structure are known as mentioned in, for example, Chemical Abstracts, Vol. 90, 94893 (1979) and Vol. 97, 182350 (1982). However, these known compounds are greatly different in structure from the 2-piperazinopyrimidine derivatives of the present invention and their usefulness in agricultural applications are neither explained nor suggested in the above publications.
The present inventors conducted an extensive study on 2-piperazinopyrimidine derivatives. As a result, the inventors have succeeded in the synthesis of the novel 2-piperazinopyrimidine derivatives of the present invention greatly different in structure from the known compounds mentioned above and further have found that these novel compounds have an excellent herbicidal activity, and have completed the present invention.


DISCLOSURE OF THE INVENTION

The present invention provides 2-piperazinopyrimidine derivatives represented by the following general formula [I]. ##STR3## wherein R.sup.1 is a hydrogen atom or an aralkyl group and Y is one of the groups represneted by the following general formulas [II] to [VII] ##STR4## (wherein a and b are positions to be bound to positions 4 and 5 of the pyrimidine ring of the formula [I], respectively; l.sub.1 and l.sub.2 each are an integer of 2 to 4; l.sub.3 is 2 or 0; l.sub.4 is 0 or 1, provided that l.sub.4 is 0 when l.sub.3 is 2 and l.sub.4 is 1 when l.sub.3 is 0; l.sub.5 is 2 or 3; l.sub.6 is 1 or 2; l.sub.7 2 or 3; R.sup.2 is a hydroxyl group or a toluenesulfonyloxy group; and R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 each are a hydrogen atom or a lower alkyl group).
As the arlkyl group of R.sup.1 of the general formula [I], there can be mentioned a benzyl group, a diphenylmethyl group, a triphenylmethyl group, etc. Of these, a benzyl group is particularly preferred. Y of the general formula [I] is one of the groups represented by the general formulas [II] to [VII].
In the general formulas [II] and [III], l.sub.1 and l.sub.2 each are an integer of 2 to 4 and preferably 2 or 3. In the general formula [IV], l.sub.3 is 0 or 2 and l.sub.4 is 0 or 1, provided that l.sub.4 is 1 when l.sub.3 is 0 and l.sub.4 is 0 when l.sub.3 is 2. As the lower alkyl group of R.sup.3, there can be mentioned, for example, alkyl groups of 1 to 4 carbon atoms such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group and the like. Of these, an ethyl group is particularly preferred.
In the general formula [V], l.sub.5 is 2 or 3 and preferably 3. R.sup.4 can be a hydrogen atom or one of the lower alkyl groups mentioned with respect to R.sup.3 and particularly preferably is a hydrogen atom or an ethyl group.
In the general formula [VI], l.sub.6 is 1 or 2. R.sup.5 is a hydrogen atom or one of the lower alkyl groups mentioned with respect to R.sup.3 and particularly preferably is a hydrogen atom or an ethyl group.
In the general formula [VII], l.sub.7 is 2 or 3 and preferably 2. R.sup.6 and R.sup.7 each are a hydrogen atom or a lower alkyl group. As the lower alkyl group, there can be mentioned those listed with respect to R.sup.3 and an ethyl group is preferable.
The compounds of the present invention can take a free form as well as a salt form such as an acid addition salt or the like. Therefore, in the present invention, the 2-piperazinopyrimidine derivatives of the general formula [I] include their salts. These salts as well can be used as a herbicide. As the acid addition salts, there can be mentioned, for example, salts with a mineral acid such as hydrochloric acid, sulfuric acid, phosphoric acid or the like or with an organic acid such as acetic acid, maleic acid, citric acid or the like.
Examples of the present invention compounds are shown belo

REFERENCES:
patent: 3887557 (1975-06-01), Minami et al.
patent: 4125615 (1978-11-01), Matsumoto

Affiliated with

Also associated with

Rating

2-piperazinopyrimidine derivatives does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with 2-piperazinopyrimidine derivatives, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and 2-piperazinopyrimidine derivatives will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1507358