Studies on Pyrimidine Derivatives. XXXIV. Substituent Effect on the Reaction of 4-Substituted 2, 6-Dimethylpyrimidine 1-Oxides with Acetic Anhydride

Abstract

The reaction of 2-methyl-and 4-methylpyrimidine N-oxides with acetic anhydride proceeded smoothly in benzene solution to give 2-acetoxymethyl- and 4-acetoxymethylpyrimidines, respectively. The same reaction of 4-methoxy-2, 6-dimethylpyrimidine 1-oxide afforded 2-acetoxymethyl-4-methoxy-6-methylpyrimidine as a sole product. Other examples of such siteselective acetoxylation of pyrimidine N-oxides are also described.