Pyrimidine, 4-(chloromethyl)- (9CI)

3438-46-8

94-36-0

54198-81-1

The general procedure for the synthesis of 4-(chloromethyl)pyrimidine was as follows: a mixture of 4-methylpyrimidine (2 g, 21.2 mmol), N-chlorosuccinimide (4.26 g, 31.9 mmol), and dibenzoyl peroxide (500 mg) in carbon tetrachloride (100 ml) was heated to 80°C and maintained at this temperature for 2 hours of reaction. After completion of the reaction, the mixture was cooled to room temperature and subsequently filtered. The filtrate was concentrated under reduced pressure to remove the solvent and the crude product was obtained as an oil. The oil was purified by fast column chromatography using dichloromethane as eluent to give 4-(chloromethyl)pyrimidine as an orange oil (1 g, 37% yield).