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With sodium hydroxide; In ethanol; water; at 80.0℃; for 1.0h; |
To a solution of 0.3 g of thiopyrimidine VIII in18 mL of water containing 2 g of sodium hydroxide0.3 g of benzyl chloride in 3 mL of ethanol was addeddropwise with vigorous stirring. The mixture was keptat 80 for 1 h and cooled to room temperature.4-Benzylthio-6-methylpyrimidine IIc formed as anoily substance was extracted with 20 mL of benzene.The organic layer was separated and dried overcalcium chloride for 1 day. The drier was separated,dry hydrogen chloride was passed through the solutionto saturation, benzene was removed in a vacuum, theresidue was treated with 10 mL of the 1 : 1 mixture ofbenzene and cyclohexane. The precipitate was washedwith 5 mL of cyclohexane and dried to a constantmass. Yield 0.35 g (59%), mp 147 , Rf 0.85 (). 1HNMR spectrum, , ppm: 2.47 s (3H, Me), 4.52 s (2H,CH2), 7.24-7.44 m (5H, Ph), 7.58 s (1H, C5H), 9.00 s(1H, C2H). Found, %: 56.59; 4.87; N 10.77.C12H12N2S·HCl. Calculated, %: 57.02; 5.18; N11.08. |