Efficient synthesis of benzothiazine and acrylamide compounds
Autor(a) principal: | |
---|---|
Data de Publicação: | 2010 |
Outros Autores: | , , , , , , , |
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. |
id |
SBQ-3_d6b749df6cf74bba22573bd1396352d6 |
---|---|
oai_identifier_str |
oai:scielo:S0100-40422010000300013 |
network_acronym_str |
SBQ-3 |
network_name_str |
Química Nova (Online) |
repository_id_str |
|
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 |
_version_ |
1750318110337925120 |