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Paper | Regular issue | Vol 26, No. 3, 1987, pp.767-772
Published online, 1st January, 1970
DOI: 10.3987/R-1987-03-0767
Synthesis and Cycloaddittion Rection of 2a,4,5-Triazabenz[cd]azulene Derivatives

Noritaka Abe and Atsuko Gomi

*Department of Chemistry, Faculty of Science, Yamaguchi University, 1677-1 Yoshida, Yamaguchi 753-8512, Japan

Abstract

2a, 4,5-Triazabenz [cd] azulene derivatives derivatives (2) were synthesized by the reaction of 8-hydrazino-3-phenyl-1-azaazulenes (1) with triethyl orthoformate. 2-Chloro substituted compound (2b) was easily hydrolized on silica gel and gave (2-chloro-8-imino-3-phenyl-l-aza-1,8-dihydroazulen-l-yl)formaldehyde oxime. Reaction of 2a with dimethyl acetylenedicarboxylate gave dimethyl 1-phenyl-2a,5-diazabenz [cd]azulene-3,4-dicarboxylate and dimethyl (l-cyano-3-phenyl-1,8-dihydro-1-azaazulen- 8-ylideneamino)maleate.