The reaction of 4-Amino-5-aminomethyl-2-methylpyrimidine with amidine salts

Abstract

Treatment of 4-amino-5-aminomethyl-2-methylpyrimidine with formamidine salts yields not the expected dihydropyrimidopyrimidine, but rather its ring-opened hydrate, 4-amino-5-formamidomethyl-2-methylpyrimidine. Other workers had previously prepared the latter compound by other methods, but had assigned a wrong structure. The present structure determination is based mainly on i.r., N.M.R., and mass spectrometric analysis, as well as examination of the corresponding acetamido series. Mass spectra include a noteworthy fragmentation process, expulsion of neutral, even-electron NH.