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Communication | Regular issue | Vol 9, No. 8, 1978, pp.1031-1040
Published online, 1st January, 1970
DOI: 10.3987/R-1978-08-1031
Cyclization Reaction of N-Substituted Mandelhydrazide with Formaldehyde

Tetsuji Kametani,* Kazuo Kigasawa, Mineharu Hiiragi, Nagatoshi Wagatsuma, Toshitaka Kohagisawa, and Hitoshi Inoue

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan

Abstract

Acid-catalysed cyclisation of N-substituted mandelhydrazides II and X with paraformaldehyde gave hexahydro-1,2,4,5-tetrazine derivatives. Furthermore, the acetyl group on the nitrogen rearranged to alcoholic oxygen during the reaction of X to give VI.