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Short Paper | Regular issue | Vol 87, No. 6, 2013, pp.1311-1317
Published online, 8th May, 2013
DOI: 10.3987/COM-13-12701
Synthesis of 2-Sulfanyl-4H-3,1-benzothiazine Derivatives by the Reaction of 2-(Bromomethyl)phenyl Isothiocyanates with Thiols

Kosuke Ezaki, Miyuki Tanmatsu, and Kazuhiro Kobayashi*

*Division of Applied Chemistry, Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan

Abstract

The reaction of 2-(bromomethyl)phenyl isothiocyanates with thiols in the presence of triethylamine gave the corresponding 2-sulfanyl-4H-3,1-benzothiazines. The procedure was successfully applied to the preparation of 1,ω-bis[(4H-3,1-benzothiazin-2-yl)sulfanyl]alkanes using 1,ω-alkanedithiols.