GB763120A - New pyrimidine derivatives - Google Patents

Abstract

The invention comprises pyrimidine derivatives of the general formula <FORM:0763120/IV(b)/1> wherein X is hydrogen or a C1-C6 alkyl group, Y is a C1-C6 alkyl group or X and Y together with the N atom form a heterocyclic ring, X1 is hydrogen or a C1-C6 alkyl group and Y1 is a C1-C6 alkyl group or X1 and Y1 together with the N atom form a heterocyclic ring. They are prepared by the reduction of the corresponding derivatives of general formula <FORM:0763120/IV(b)/2> wherein Ar is an aryl group which may be phenyl or naphthyl and may be substituted, e.g. by one or more alkoxy, alkyl, halogen or nitro radicals; such compounds are described in the parent Specification. In examples: (1) 2,4 - bismethylamino - 5 - p - chlorobenzeneazo-6-aminopyrimidine is reduced by hydrogen in the presence of Raney nickel to 2,4-bismethylamino - 5,6 - diaminopyrimidine; (2) 2-methylamino - 4 - chloro - 5 - p - chlorobenzeneazo - 6 - aminopyrimidine is reacted with dimethylamine and the 2-methylamino-4-dimethylamino - 5 - p - chlorobenzeneazo - 6 - aminopyrimidine formed reduced by hydrogen to 2-methylamino - 4 - dimethylamino - 5,6 - diaminopyrimidine; (3) 2 - dimethylamino - 4-methylamino - 5 - p - chlorobenzeneazo - 6-chloropyrimidine is converted with ammonia to 2 - dimethylamino - 4 - methylamino - 5 - p-chlorobenzeneazo - 6 - aminopyrimidine which is then reduced to 2-dimethylamino-4-methylamino - 5,6 - diaminopyrimidine; (4) by using the appropriate starting materials compounds of the general formula <FORM:0763120/IV(b)/3> are similarly prepared in which Z is dimethylamino, morpholino, piperidino, diethylamino, butylamino, isopropylamino, ethylamino and propylamino; (5) 6-amino-5-p-chlorobenzeneazo - 2 - diethylamino - 4 - methylaminopyrimidine is reduced to 5,6-diamino-2-diethylamino-4 - methylaminopyrimidine; and (6) 6 - chloro-2 - ethylamino - 4 - methylaminopyrimidine is coupled with p-chlorobenzenediazonium chloride and the product converted first to 6-amino-5 - p - chlorbenzeneazo - 2 - ethylaminopyrimidine and then reduced to 5,6-diamino-2-ethylamino-4-methylaminopyrimidine. According to the Provisional Specification the above defined alkyl groups may be replaced by any hydrocarbon radicals and the group NX1Y1 may be replaced by thiol or alkylthiol. Specification 763,044 also is referred to.