Abstract: | It was found that 6-methyl-2-methylthio-4-cyanomethoxypyrimidine (O-isomer) reacted via the cyano group with ammonia and hydroxylamine to give an amldine and an amidoxime respectively. The O-isomer did not react with either primary or secondary amines under similar conditions, but nucleophilic substitution at position 2 of the O-isomer was effected by converting the 2-methylthio group into a 2-methylsu fonyl. 6-Methyl-2methylthio-3-cyanomethylpyrimidinone-4 (N3-isomer) formed imidazo[1, 2-a]pyrirnidinones-5 with ammonia and primary amines, 2-amino-6-methyl-3-cyanomethylpyrirrtidinones-4 with secondary amines and either an amidoxime or an imidazo[1, 2-a]pyrimidinone-5 with hydroxylamine, depending on the reaction temperature.Vilnius University. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 703-707, May, 1996. Original article submitted November 3, 1995. |