GB587549A - New pyrimidine compounds - Google Patents

Abstract

Pyrimidine compounds of the general formula <FORM:0587549/IV/1> wherein X represents hydrogen or a hydrocarbon radical, Y represents hydrogen or a neutral substituent such as a hydrocarbon radical or an alkoxy, aryloxy, alkylmercapto or cyano group, and also X and Y may be joined together to form an alkylene chain, and of Z and Z1 one represents a halogen atom and the other a substituted amino group of the form -NR11-A-NRR1, wherein R11 represents hydrogen or an alkyl or substituted alkyl (e.g. alkoxyalkyl or dialkylaminoalkyl) group, A represents an aliphatic, alicyclic or aliphatic-carbocyclic linking group, which may be substituted by hydrocarbon radicals, alkoxy or dialkylaminoalkyl groups, and which, when wholly or partly an aliphatic chain, may be interrupted by oxygen, nitrogen or sulphur atoms, and -NRR1 represents a substituted amino group such as alkyl amino or dialkylamino or piperidino or other strongly basic nitrogen-containing heterocyclic group, are manufactured by treating the corresponding 2- or 4-hydroxypyrimidine derivative with the pentachloride, pentabromide, oxychloride or oxybromide of phosphorus, or with a mixture thereof. The reaction may be effected in the presence of a solvent or diluent, e.g. monochlorobenzene. In examples, 2-b -diethylaminoethylamino-, 2 - g - diethyl-, -dimethyl- and - dibutyl - aminopropylamino-, 2 - d - diethylaminobutylamino-, 2 - d - diethylamino - a - methylbutylamino-, 2 - g - (b 1 - diethylaminoethoxy) - propylamino-, 2 - g - butylaminopropylamino-, 2 - g - piperidinopropylamino-, 2-g -(N - methyl - N - b 1 - diethylaminoethylamino)-propylamino- and 2 - (N - methyl - N - b - diethylaminoethyl - amino) - 4 - chloro - 6 - methylpyrimidine, 2 - g - dibutylaminopropylamino - 4 - chloropyrimidine, 2 - g - dibutylaminopropylamino - and 2 - b - diethylaminoethylamino - 4 - chloro - 5 : 6 - dimethylpyrimidine, 2 - g - diethyl - and - dibutyl - amino propylamino - 4 - chloro - 5 - ethyl - 6 - methylpyrimidine, and 4 - b - diethylaminoethylamino-, 4 - d - diethylamino - a - methylbutylamino- and 4 - g - diethylaminopropylamino 2-chloro-6-methylpyrimidine are made from the corresponding 4- or 2-hydroxy compounds and phosphorus oxychloride. Specifications 587,548 and 587,550 are referred to.