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A novel photoisomerzation of 1,2-benzothiazine 1,1-dioxides to 1,3-benzothiazine 1,1-dioxides

✍ Scribed by Ibrahim Elghamry; Dietrich Döpp; Gerald Henkel


Publisher
Journal of Heterocyclic Chemistry
Year
2007
Tongue
English
Weight
399 KB
Volume
44
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

A novel facile photoconversion of 4‐hydroxy‐1,2‐bezothiazine 1,1‐dioxides (3a‐e) into 4‐oxo‐1,3‐2__H__‐benzothiazine 1,1‐dioxides (4a‐e) and 4‐hydroxy‐2‐methyl‐N‐(pyridin‐2‐yl)‐2__H__‐1,2‐benzothiazine‐3‐carboxamide 1,1‐dioxide (PRX) into N‐methyl saccharin (2) upon 254 nm irradiation in methanol or acetonitrile is reported. The structures of the products have been elucidated by spectroscopic methods and single crystal X‐ray structure determination for 4a and 4d.


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