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vol.56 issue1SEASONAL VARIATION OF THE FLAVONOIDS PINOCEMBRIN AND 3-O-METHYLGALANGIN, IN THE SURFACE COMPONENT MIXTURE (RESINOUS EXUDATES AND WAXY COATING) OF HELIOTROPIUM STENOPHYLLUM author indexsubject indexarticles search
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Journal of the Chilean Chemical Society

On-line version ISSN 0717-9707

Abstract

SHAFIQ, MUHAMMAD et al. SYNTHESIS OF NOVEL ANTI-BACTERIAL 2,1-BENZOTHIAZINE 2,2-DIOXIDES DERIVED FROM METHYL ANTHRANILATE. J. Chil. Chem. Soc. [online]. 2011, vol.56, n.1, pp.527-531. ISSN 0717-9707.  http://dx.doi.org/10.4067/S0717-97072011000100001.

A convenient ultrasound assisted synthesis of new anti-bacterial N-benzylidene-N'-(1-methyl-2, 2-dioxo-2,3-dihydro-1H-2λ6-benzo[c][1,2]thiazin-4-ylidene)-hydrazines from methyl anthranilate is reported. Methyl anthranilate was reacted with methane sulfonyl chloride, followed by N-alkylation and subsequent base catalyzed cyclization. Hydrazinolysis of the cyclized products followed by their ultrasound mediated condensations with different benzaldehydes yielded the title compounds. Some of these compounds showed good anti-bacterial activity against Pseudomonas aeruginosa, Salmonella typhimurium and Staphylococcus aureus.

Keywords : 2,1-Benzothiazine 2,2-dioxides; Schiff bases; Anti-bacterial activity; Methyl anthranilate.

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