Ethyl cyanoacetate → HCID 178507961, compound

Participants

Reaction Steps

According to a method described by Baker, Joseph, and Schaub, J. Org. Chem. 19, p. 631 (1954) ethyl cyanoacetate is reacted with thiourea in the presence of sodium methoxide to give 4-amino-6-hydroxy-2-mercaptopyrimidine which is methylated in situ to obtain 4-amino-6-hydroxy-2-(methylthio)pyrimidine. Chlorination of the latter compound with phosphorus oxychloride in dimethylaniline gives the desired 4-amino-6-chloro-2-(methylthio)pyrimidine. Yields using this method are uncertain.

Provenance & Evidence