A facile route for the synthesis of novel 2-benzylthio-4,6-disubstituted pyrimidine analogues

Abstract

2-Benzylthio-4,6-disubstituted pyrimidines (4a-g) were prepared in three steps starting from 2-thiobarbituric acid (1). Reaction of 1 with benzyl chloride under basic condition furnished the desired 2-benzylthiobarbituric acid (2), which on further reaction with excess POCk3 yielded the 2-benzylthio-4,6-dichloropyrimidine (3) in 60% yield. Reaction of 3 with various nitrogen nucleophiles like aliphatic, aromatic and heterocyclic amines yielded the 2-benzylthio-4,6-disubstituted pyrimidines (4a-g) in 55-70% yield.