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DOI: 10.1039/A806491A (Paper) Reference Section for: J. Chem. Soc., Perkin Trans. 2, 1999, 81-84

Synthetic and tautomeric studies of 5-amino-2,3-dihydro-1,2,4-oxadiazol-3-one

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Do Young Ra, Nam Sook Cho, Sung Kwon Kang, Eun Suk Choi and Il Hwan Suh

Abstract

5-Amino-2,3-dihydro-1,2,4-oxadiazol-3-one 2 was synthesized as an analogue of cytosine. Among the possible four tautomers it was established by spectroscopic methods and ab initio calculations that it exists as a lactam form 2b like cytosine. The NH is more acidic than NH2, thus it could be regioselectively mesylated and acetylated under basic conditions.

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