Studies on Pyrimidine Derivatives. VI. On the Reactivity of the 2-Methyl Group of 1, 2, 4-Trimethyl-6-oxo-1, 6-dihydropyrimidine

抄録

While nitrosation of 6-substituted 2, 4-dimethylpyrimidines with ethyl nitrite in liquid ammonia occurred preferentially at the 4-methyl group to give the corresponding pyrimidine-4-aldoximes, the same reaction of 1, 2, 4-trimethyl-6-oxo-1, 6-dihydropyrimidine (IV) afforded 1, 4-dimethyl-6-oxo-1, 6-dihydropyrimidine-2-aldoxime. Acylation of IV with ethyl benzoate and diethyl oxalate under basic conditions also gave α-(1, 4-dimethyl-6-oxo-1, 6-dihydro-2-pyrimidinyl) acetophenone and ethyl 3-(1, 4-dimethyl-6-oxo-1, 6-dihydro-2-pyrimidinyl) pyruvate, respectively.