Pyrimidines. Part XVII. Nitration of 5-acetamido-2-phenylpyrimidine and the synthesis of some 5-nitropyrimidines

Abstract

Nitration of 5-acetamido-2-phenylpyrimidine gave 5-acetamido-2-m-nitrophenylpyrimidine as the only isolable product. Thus the electron-releasing effect of the 5-acetamido-group is insufficient to overcome the deactivating influence, on the 2-phenyl group, of the pyrimidine ring. The synthesis of several new 5-nitropyrimidines derived from 2-chloro-5-nitropyrimidine is described.