4,6-Diaryl-2-mercaptomethyl pyrimidine derivatives (IIa,b) and (IIIa,b) were prepared. The reaction of IIa with phenylisothiocyanate afforded the corresponding N-phenylthiocarbamoyl derivative (IV) which was used as an intermediate for the synthesis of 1,3,4-thiadiazole (V), 1,3,4-triazole-2-thione-(VII) and 1,3,4-oxadiazole (VI)-5-methyl merca-ptopyrimidines. 1,3,4-Triazol-2-thione-5-methylmercaptopyrimidine(VII) was subjected to Mannich reaction. The reaction of 2-amino 1,3,4-thioadiazole-5-methyl mercaptopyrimidine (Vb) with active methylene compounds was also studied structural assignment of the prepared compounds were based on elemental and spectral data. Some of the prepared compounds were screened in vitro for their antibacterial activity.