Studies on Pyrimidine Derivatives. V. Reaction of 2, 4-Dimethylazines with Ethyl Benzoate under Basic Conditions

Abstract

Benzoylation of 2, 4-dimethyl-(Ia), 2, 4, 6-trimethyl-pyrimidine (Ib), 2, 4-dimethyl-quinazoline (Ic), 2, 4-dimethyl-(Id), 2, 4, 6-trimethyl-pyridine (Ie), and 2, 4-dimethyl-quinoline (If) with ethyl benzoate under basic conditions were performed. In analogy with the nitrosation with ethyl nitrite, methyl groups on the 4-position of IIa-f were preferentially benzoylated to give 4-phenacyl derivatives. Structures of all the products were determined by chemical derivatization.