Efficient synthesis of benzothiazine and acrylamide compounds

Detalhes bibliográficos
Autor(a) principal: Souza,Ana Maria Alves
Data de Publicação: 2010
Outros Autores: Walfrido,Simone Torres Pádua, Leite,Lúcia Fernanda Costa, Lima,Maria Carmo Alves, Galdino,Suely Lins, Pitta,Ivan Rocha, Barbosa Filho,José Maria, Simone,Carlos Alberto De, Ellena,Javier Alcides
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422010000300013
Resumo: This article describes the synthesis of the new (2Z)-2-(4-methoxybenzylidene)-6-nitro-4H -benzo[1,4]thiazin-3-one, (2Z)-2-(4-methoxybenzylidene)-4-methyl-6-nitro-4H-benzo[1,4]thiazin-3-one, (2Z)-6-amino-2-(4-methoxybenzylidene)-4H -benzo[1,4]thiazin-3-one, (2Z)-6-butylamino-2-(4-methoxybenzylidene)-4-methyl-4H-benzo[1,4]-thiazin-3-one and (2E)-N-alkyl-N-(2-hydroxy-5-nitrophenyl)-3-phenylacrylamides and the spectroscopic data. The arylidenebenzothiazine compounds were prepared using the Knoevenagel condensation with substituted benzaldehydes in the presence of sodium methoxide in DMF. The presence of a nitro substituent in the 4-position, water and a slightly acid reaction medium in this condensation caused the rupture of the benzothiazine ring and subsequent formation of the phenylacrylamide compounds. A crystallographic data was presented for (2E)-3-(4-bromophenyl)-N-dodecyl-N -(2-hydroxy-5-nitrophenyl) acrylamide.
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spelling Efficient synthesis of benzothiazine and acrylamide compoundsbenzothiazinesacrylamidesX-ray crystallographyThis article describes the synthesis of the new (2Z)-2-(4-methoxybenzylidene)-6-nitro-4H -benzo[1,4]thiazin-3-one, (2Z)-2-(4-methoxybenzylidene)-4-methyl-6-nitro-4H-benzo[1,4]thiazin-3-one, (2Z)-6-amino-2-(4-methoxybenzylidene)-4H -benzo[1,4]thiazin-3-one, (2Z)-6-butylamino-2-(4-methoxybenzylidene)-4-methyl-4H-benzo[1,4]-thiazin-3-one and (2E)-N-alkyl-N-(2-hydroxy-5-nitrophenyl)-3-phenylacrylamides and the spectroscopic data. The arylidenebenzothiazine compounds were prepared using the Knoevenagel condensation with substituted benzaldehydes in the presence of sodium methoxide in DMF. The presence of a nitro substituent in the 4-position, water and a slightly acid reaction medium in this condensation caused the rupture of the benzothiazine ring and subsequent formation of the phenylacrylamide compounds. A crystallographic data was presented for (2E)-3-(4-bromophenyl)-N-dodecyl-N -(2-hydroxy-5-nitrophenyl) acrylamide.Sociedade Brasileira de Química2010-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422010000300013Química Nova v.33 n.3 2010reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0100-40422010000300013info:eu-repo/semantics/openAccessSouza,Ana Maria AlvesWalfrido,Simone Torres PáduaLeite,Lúcia Fernanda CostaLima,Maria Carmo AlvesGaldino,Suely LinsPitta,Ivan RochaBarbosa Filho,José MariaSimone,Carlos Alberto DeEllena,Javier Alcideseng2010-04-19T00:00:00Zoai:scielo:S0100-40422010000300013Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2010-04-19T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Efficient synthesis of benzothiazine and acrylamide compounds
title Efficient synthesis of benzothiazine and acrylamide compounds
spellingShingle Efficient synthesis of benzothiazine and acrylamide compounds
Souza,Ana Maria Alves
benzothiazines
acrylamides
X-ray crystallography
title_short Efficient synthesis of benzothiazine and acrylamide compounds
title_full Efficient synthesis of benzothiazine and acrylamide compounds
title_fullStr Efficient synthesis of benzothiazine and acrylamide compounds
title_full_unstemmed Efficient synthesis of benzothiazine and acrylamide compounds
title_sort Efficient synthesis of benzothiazine and acrylamide compounds
author Souza,Ana Maria Alves
author_facet Souza,Ana Maria Alves
Walfrido,Simone Torres Pádua
Leite,Lúcia Fernanda Costa
Lima,Maria Carmo Alves
Galdino,Suely Lins
Pitta,Ivan Rocha
Barbosa Filho,José Maria
Simone,Carlos Alberto De
Ellena,Javier Alcides
author_role author
author2 Walfrido,Simone Torres Pádua
Leite,Lúcia Fernanda Costa
Lima,Maria Carmo Alves
Galdino,Suely Lins
Pitta,Ivan Rocha
Barbosa Filho,José Maria
Simone,Carlos Alberto De
Ellena,Javier Alcides
author2_role author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Souza,Ana Maria Alves
Walfrido,Simone Torres Pádua
Leite,Lúcia Fernanda Costa
Lima,Maria Carmo Alves
Galdino,Suely Lins
Pitta,Ivan Rocha
Barbosa Filho,José Maria
Simone,Carlos Alberto De
Ellena,Javier Alcides
dc.subject.por.fl_str_mv benzothiazines
acrylamides
X-ray crystallography
topic benzothiazines
acrylamides
X-ray crystallography
description This article describes the synthesis of the new (2Z)-2-(4-methoxybenzylidene)-6-nitro-4H -benzo[1,4]thiazin-3-one, (2Z)-2-(4-methoxybenzylidene)-4-methyl-6-nitro-4H-benzo[1,4]thiazin-3-one, (2Z)-6-amino-2-(4-methoxybenzylidene)-4H -benzo[1,4]thiazin-3-one, (2Z)-6-butylamino-2-(4-methoxybenzylidene)-4-methyl-4H-benzo[1,4]-thiazin-3-one and (2E)-N-alkyl-N-(2-hydroxy-5-nitrophenyl)-3-phenylacrylamides and the spectroscopic data. The arylidenebenzothiazine compounds were prepared using the Knoevenagel condensation with substituted benzaldehydes in the presence of sodium methoxide in DMF. The presence of a nitro substituent in the 4-position, water and a slightly acid reaction medium in this condensation caused the rupture of the benzothiazine ring and subsequent formation of the phenylacrylamide compounds. A crystallographic data was presented for (2E)-3-(4-bromophenyl)-N-dodecyl-N -(2-hydroxy-5-nitrophenyl) acrylamide.
publishDate 2010
dc.date.none.fl_str_mv 2010-01-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422010000300013
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422010000300013
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0100-40422010000300013
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Química Nova v.33 n.3 2010
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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