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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Sociedad Chilena de Química
2011
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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 |
work_keys_str_mv |
AT shafiqmuhammad synthesisofnovelantibacterial21benzothiazine22dioxidesderivedfrommethylanthranilate AT ziaurrehmanmuhammad synthesisofnovelantibacterial21benzothiazine22dioxidesderivedfrommethylanthranilate AT ullahkhanislam synthesisofnovelantibacterial21benzothiazine22dioxidesderivedfrommethylanthranilate AT nadeemarshadmuhammad synthesisofnovelantibacterial21benzothiazine22dioxidesderivedfrommethylanthranilate AT ahmedkhansiraj synthesisofnovelantibacterial21benzothiazine22dioxidesderivedfrommethylanthranilate |
_version_ |
1718445440263782400 |