SYNTHESIS OF NOVEL ANTI-BACTERIAL 2,1-BENZOTHIAZINE 2,2-DIOXIDES DERIVED FROM METHYL ANTHRANILATE

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-alkyl...

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Autores principales: SHAFIQ,MUHAMMAD, ZIA-UR-REHMAN,MUHAMMAD, ULLAH KHAN,ISLAM, NADEEM ARSHAD,MUHAMMAD, AHMED KHAN,SIRAJ
Lenguaje:English
Publicado: Sociedad Chilena de Química 2011
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Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072011000100001
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spelling oai:scielo:S0717-970720110001000012011-06-17SYNTHESIS OF NOVEL ANTI-BACTERIAL 2,1-BENZOTHIAZINE 2,2-DIOXIDES DERIVED FROM METHYL ANTHRANILATESHAFIQ,MUHAMMADZIA-UR-REHMAN,MUHAMMADULLAH KHAN,ISLAMNADEEM ARSHAD,MUHAMMADAHMED KHAN,SIRAJ 2,1-Benzothiazine 2,2-dioxides Schiff bases Anti-bacterial activity Methyl anthranilate 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.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.56 n.1 20112011-01-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072011000100001en10.4067/S0717-97072011000100001
institution Scielo Chile
collection Scielo Chile
language English
topic 2,1-Benzothiazine 2,2-dioxides
Schiff bases
Anti-bacterial activity
Methyl anthranilate
spellingShingle 2,1-Benzothiazine 2,2-dioxides
Schiff bases
Anti-bacterial activity
Methyl anthranilate
SHAFIQ,MUHAMMAD
ZIA-UR-REHMAN,MUHAMMAD
ULLAH KHAN,ISLAM
NADEEM ARSHAD,MUHAMMAD
AHMED KHAN,SIRAJ
SYNTHESIS OF NOVEL ANTI-BACTERIAL 2,1-BENZOTHIAZINE 2,2-DIOXIDES DERIVED FROM METHYL ANTHRANILATE
description 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.
author SHAFIQ,MUHAMMAD
ZIA-UR-REHMAN,MUHAMMAD
ULLAH KHAN,ISLAM
NADEEM ARSHAD,MUHAMMAD
AHMED KHAN,SIRAJ
author_facet SHAFIQ,MUHAMMAD
ZIA-UR-REHMAN,MUHAMMAD
ULLAH KHAN,ISLAM
NADEEM ARSHAD,MUHAMMAD
AHMED KHAN,SIRAJ
author_sort SHAFIQ,MUHAMMAD
title SYNTHESIS OF NOVEL ANTI-BACTERIAL 2,1-BENZOTHIAZINE 2,2-DIOXIDES DERIVED FROM METHYL ANTHRANILATE
title_short SYNTHESIS OF NOVEL ANTI-BACTERIAL 2,1-BENZOTHIAZINE 2,2-DIOXIDES DERIVED FROM METHYL ANTHRANILATE
title_full SYNTHESIS OF NOVEL ANTI-BACTERIAL 2,1-BENZOTHIAZINE 2,2-DIOXIDES DERIVED FROM METHYL ANTHRANILATE
title_fullStr SYNTHESIS OF NOVEL ANTI-BACTERIAL 2,1-BENZOTHIAZINE 2,2-DIOXIDES DERIVED FROM METHYL ANTHRANILATE
title_full_unstemmed SYNTHESIS OF NOVEL ANTI-BACTERIAL 2,1-BENZOTHIAZINE 2,2-DIOXIDES DERIVED FROM METHYL ANTHRANILATE
title_sort synthesis of novel anti-bacterial 2,1-benzothiazine 2,2-dioxides derived from methyl anthranilate
publisher Sociedad Chilena de Química
publishDate 2011
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072011000100001
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