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Communication | Regular issue | Vol 12, No. 5, 1979, pp.681-684
Published online, 1st January, 1970
DOI: 10.3987/R-1979-05-0681
Synthesis of 4H-1,4-Benzothiazine Derivatives through Condensation of o-Aminothiophenol with α-Cyano-α-methylthioacetophenones

Shinzo Kano,* Yoko Yuasa, Toshihiro Ono, and Shiroshi Shibuya

*School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan

Abstract

Condensation of methylthioacetonitrile with methyl benzoates in THF at room temperature yielded the corresponding α-cyano-α-methylthioacetophenones (2a-2e). These α-substituted acetophenones were heated with o-aminophenol in DMSO at 110°C for 10 hr to give 2-cyano-3-phenyl-4H-1,4-benzothiazines (5a-5e).