Methyl iodide → HCID 178503559, compound

Participants

Reaction Steps

Another method described by Wheeler and Jamieson, Am. Chem. J. 32, p. 345 (1904) initiates the synthesis with 2-thiobarbituric acid which is methylated. Either dimethylsulfate or methyl iodide is used to obtain 4,6-dihydroxy-2-methylthiopyrimidine. Dichlorination at 4- and 6- positions is accomplished with phosphorus oxychloride in the presence of dimethylaniline, and the 4,6-dichloro-2-(methylthio)pyrimidine thus obtained is reacted with aqueous alcoholic ammonia to produce the desired 4-amino-6-chloro-2-(methylthio)pyrimidine.

Provenance & Evidence