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A facile synthesis of 2-cyano-4H-3,1- benzothiazines and 2-cyano-4H-3,1-benzoxazines

✍ Scribed by Hyunil Lee; Kyongtae Kim

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
812 KB
Volume
4
Category
Article
ISSN
1042-7163

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✦ Synopsis

Treatment of the hydrochloride salts of 4-chloro-5-(2halomethylaryl-imino)-5H-l,2,3-dithiazoles (2) with sodium cyanoborohydride in THF at room temperature gave 2-cyan0-4H-3,l -benzothiazines ( I ) in good to moderate yields. 2-Cyano-4H-3,l -benzoxazines (4) were obtained in good to moderate yields by refluxing of 4-chloro-5-(2-,hydroxymethylarylimino)-5H-l,2,3dithiazoles (3) with sodium hydride in THF. Intermolecular reaction of 5-(p-tolylimino)-5H-1,2,3-dithiazole (

) with benzyl alcohol under the same conditions gave the a.cyclic analog of 4.

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## Abstract New compounds of 2‐aryl‐4__H__‐3,1‐benzothiazine set were synthesized and tested for their antiproliferative activity as part of our research in the antitumor field. The title compounds were obtained by the reaction of aryl‐modified sulfinylbis((2,4‐dihydroxyphenyl)methanethione) with 2