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.
📜 SIMILAR VOLUMES
Isomeric benzothiazines and, particularly, 1,2-benzothiazines display a broad spectrum of" biological activity [1][2][3]. Of particular interest in connection with the possibility of their purposeful modification are 3-amino-l,2-benzothiazine 1,1dioxides. The latter, however, have thus far remained
In the title compound, C 9 H 9 NO 3 S, the thiazine ring adopts a half-chair conformation. The structure is stabilized by an extensive hydrogen-bonded network involving two intramolecular and three intermolecular interactions.
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