The present article describes the synthesis of new 4H-1,4-benzothiazines via condensation and oxidative cyclization of substituted 2-aminobenzenethiols with β-diketones/β-ketoesters in dimethyl sulfoxide. The oxidation of these synthesized 4H-1,4-benzothiazines with 30% hydrogen peroxide in glacial acetic acid yielded 4H-1,4-benzothiazine sulfones and the reaction of these synthesized benzothiazines with sugar (β-D-ribofuranose-1-acetate-2,3,5-tribenzoate) afforded the new ribofuranosides. These compounds were evaluated for their antioxidant and antimicrobial activities (using broth microdilution method). The structural assignments of the synthesized compounds were made on the basis of elemental analyses and spectroscopic data.
The present article describes the synthesis of new 10H-phenothiazines using the Smiles rearrangement. These synthesized phenothiazines on oxidation with 30% hydrogen peroxide in glacial acetic acid yield sulfones, and when treated with sugar give ribofuranosides. These compounds are evaluated for their anthelmintic and antimicrobial activities. The structural assignment of the synthesized compounds is made on the basis of elemental analysis and spectroscopic data.
8-Chloro-5-methoxy/8-chloro-4H-1,4-benzothiazines were synthesized by condensation followed by oxidative cyclisation of 2-amino-6-chloro-3-methoxy/2-amino-3-chlorobenzenethiol with β-diketones/βketoesters in the presence of dimethyl sulphoxide. By treating 4H-1,4-benzothiazines with 30% hydrogen peroxide in glacial acetic acid, 4H-1,4-benzothiazine-1,1-dioxides (sulphones) were synthesized. The 4H-1,4benzothiazines have also been used as a base to prepare ribofuranosides by the reaction with β-D-ribofuranose-1-acetate-2,3,5-tribenzoate. All the synthesized compounds have been characterized by spectral and elemental analysis and have been examined for antimicrobial and anthelmintic activity.
An Efficient Synthesis and Biological Study of Substituted 8-Chloro-5-methoxy/ 8-Chloro-4H-1,4-benzothiazines, Their Sulfones and Ribofuranosides. -Novel 1,4-benzothiazines are synthesized and tested for their antimicrobial, antifungal, and anthelmintic activity. -(KHANDELWAL*, N.; ABHILASHA; GAUTAM, N.; GAUTAM, D. C.; J. Chem. Sci. (Bangalore, India) 125 (2013) 1, 85-93, http://dx.
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