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Note | Regular issue | Vol 68, No. 12, 2006, pp.2627-2633
Published online, 27th October, 2006
DOI: 10.3987/COM-06-10880
■ Synthesis of 2-Amino-4,5-dihydro-1,3-selenazol-4-ones by Reaction of N,N-Disubstituted Selenoureas with Acetylenedicarboxylate

Mamoru Koketsu,* Koichi Kanoh, and Hideharu Ishihara*

*Division of Instrumental Analysis, Life Science Research Center, Gifu University, 1-1 Yanagito, Gifu, Gifu 501-1193, Japan

Abstract

Reaction of N,N-disubstituted selenoureas with dimethyl acetylenedicarboxylate afforded 2-amino-5-methoxycarbonylmethylene-4,5-dihydro-1,3-selenazol-4-ones in high yields. The crystal structure of 5-methoxycarbonylmethylene-2-piperidino-4,5-dihydro-1,3-selenazol-4-one was confirmed by X-Ray diffraction. Reaction of the N,N-disubstituted selenoureas with acetylenedicarboxylic acid gave 2-amino-5-carboxymethylene-4,5-dihydro-1,3-selenazol-4-ones in high yields.