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Paper | Regular issue | Vol 43, No. 5, 1996, pp.1049-1056
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7429
Synthesis and Polybromination of Azuleno[6,5-d]thiazole and It's 2-Methyl Derivatives

Tian-Chyuan Huang, Yun-Shan Lin,* and Tetsuo Nozoe

*Department of Chemistry, Tamkang University, Tamsui, Taipei, Taiwan, R.O.C.

Abstract

Azuleno[6,5-d]thiazole (5a) and its 2-methyl derivative (8) were obtained by the deethoxycarbonylation of the corresponding diethyl azuleno[6,5-d]thiazole-5,7-dicarboxylate (4a) and 2-methyl derivative (6b) which were synthesized from diethyl 2-acetylamino-6-aminoazulene-1,3-dicarboxylate (1) in a few steps. Polybromination of 5a and 8 in 10% aqueous THF led to the corresponding 5-bromo-7,9-azulenequinono[6,5-d]thiazole (9a) and 2-methyl derivative (9b), respectively.