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Paper | Regular issue | Vol 68, No. 6, 2006, pp.1191-1200
Published online, 25th April, 2006
DOI: 10.3987/COM-06-10725
Synthesis of Selenosemicarbazides and 1,2,4-Triazoles

Mamoru Koketsu,* Yusuke Yamamura, and Hideharu Ishihara*

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

Abstract

Acyl isoselenocyanates (1) were prepared from KSeCN and acyl chlorides in situ. Reactions of the acyl isoselenocyanates (1) with phenylhydrazine gave 2-phenyl-1,2-dihydro-3H-1,2,4-triazole-3-selones (2) and selenosemicarbazides (3). The obtained selenosemicarbazides (3) were refluxed in the presence of triethylamine in THF and trapped with alkyl halides to obtain the corresponding 3-alkylseleno-1-phenyl-1H-1,2,4-triazoles (5) in moderate yields.