Starting from 2, 4-dithio-1-methyluracil (II) various 1-methylpyrimidines were obtained through the intermediate pyrimidine (III). Some comparisons were made on the methylation of oxo- and thio-pyrimidines. A protected 4-thiouridine (XIII) afforded 2, 4-dithiouridine (XV) by the direct thiation with phosphorus pentasulfide at elevated temperature and subsequent deblocking. 2-Thiocytidines were prepared from XV and the possible tautomeric form of 2-thiocytidine was discussed by the UV spectral behaviors.