Hydrochloric Acid → 4-Methyl-2-(methylsulfanyl)pyrimidine

Participants

Reaction Steps

To 2-mercapto-4-methylpyrimidine.HCl(50.0 g, 0.307mole) in toluene (750 mL) under argon, was added diisopropylethylamine (80.0 mL, 0.461 mole) followed by N,N-dimethylformamide dimethyl acetal (100 mL) and the mixture heated to reflux for 4 hours. Upon cooling the reaction was concentrated in vacuo to an oil, dissolved in ether (400 mL), and washed with water (2×50 mL). The organic extract was dried over sodium sulfate, filtered and concentrated to an oil which was vacuum distilled to give 2-methylthio-4-methylpyrimidine (36.4 g, 84%) as an oil.

Provenance & Evidence