4,6-Dimethyl-2-methylsulfonylpyrimidine

Chemical Properties

Uses

Synthesis

14001-64-0

35144-22-0

General procedure for the synthesis of 2-methylsulfonyl-4,6-dimethylpyrimidines from 4,6-dimethyl-2-methylthiopyrimidines: 15.9 g (103 mmol) of 4,6-dimethyl-2-methylthiopyrimidines was dissolved in a solvent mixture of 120 mL of dichloromethane and 110 mL of water. Chlorine gas was passed through at 0 °C until the solution took on a yellow color and saturated. Upon completion of the reaction, the solution was purged with nitrogen to remove excess chlorine gas. The organic phase was separated and the aqueous phase was extracted with dichloromethane. The organic phases were combined and dried over anhydrous magnesium sulfate. The organic phase was concentrated under reduced pressure and the product was crystallized by the addition of ether to give 14 g (73% yield) of 2-methylsulfonyl-4,6-dimethylpyrimidine. The melting point of the product was 79-80 °C. 1H-NMR (270 MHz, CDCl3): δ 7.2 (1H, s), 3.4 (3H, s), 2.6 (6H, s).

References