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Communication | Special issue | Vol 13, No. 1, 1979, pp.263-266
Published online, 1st January, 1970
DOI: 10.3987/S-1979-01-0263
Photochemistry of Conjugated Nitrogen-Carbonyl Systems. 1. Photoaddition of 2-Pyrimidone and Some Properties of the Resulting Ene-Urea System

Yuichi Kanaoka,* Masato Hasebe, and Yasumaru Hatanaka

*Faculty of Pharmaceutical Sciences, Hokkaido University, Kita 12 Nishi 6, Kita-ku, Sapporo, Hokkaido 060-0812, Japan

Abstract

Photoexcited 2-pyrimidone 5 reacts with such hydrogen donors 6 as alcohol, ether and amine, to give cyclic ene-urea derivatives 7 in addition to a dimer 8. The ene-urea system 7 is fairly reactive and treatment of 7 with alcohol or thiol leads to adducts 9, 10 which are candidates as possible intermediates for enzymatic studies. Photochemical behaviors of fundamental nitrogen-carbonyl systems 11, 5, 12 are compared.