Acetic Acid → 2-Methylsulfonyl-4-difluoromethoxy-6-methylpyrimidine

Participants

Reaction Steps

A solution of 70.0 g (0.44 mol) of potassium permanganate in 700 ml of water is added dropwise to a solution of 30.9 g (0.15 mol) of 2-methylthio-4-difluoromethoxy-6-methylpyrimidine, 0.75 g of 18-crown-6-ether and 30 ml of glacial acetic acid in 1400 ml of methylene chloride. This mixture is stirred for 3 hours at a temperature of between 20° and 25° C., and sodium hydrogen sulfite solution is then added until the precipitated manganese oxide (MnO2) is dissolved. The organic phase of the reaction mixture is separated, washed with water, dried over sodium sulfate and concentrated by evaporation. There are thus obtained, as a colourless residue, 33.8 g (95% of theory) of 2-methylsulfonyl-4-difluoromethoxy-6-methylpyrimidine, m.p. 86°-88° C.

Provenance & Evidence