Photochemical ring opening of pyrimidin-2(1H)-ones. Part 2.

Abstract

The photochemical reactions of 1-aryl-4,6-disubstituted pyrimidin-2(1H)-ones have been examined. Irradiation of 1-aryl-4,6-disubstituted pyrimidin-2(1H)-ones (1)–(6) in benzene in the presence of primary or secondary amines gave arylimine products (10)–(15) in high yields. The arylimines (10)–(15) were formed by trapping of the isocyanate intermediate, produced initially by the Norrish Type I cleavage of the ArN–CO bond of the pyrimidin-2(1H)-one, by amine.