Multicomponent Biginelli’s Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Promoted by SnCl2.2H2O

Detalhes bibliográficos
Autor(a) principal: Russowsky, Dennis
Data de Publicação: 2004
Outros Autores: Lopes, Fabricio Abella, Silva, Victor da, Canto, Karen Fabiano Santos do, D'Oca, Marcelo Gonçalves Montes, Godoi, Marla Narciso Biajoli
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da FURG (RI FURG)
Texto Completo: http://repositorio.furg.br/handle/1/6412
Resumo: The ability of SnCl2.2H2O as catalyst to promote the Biginelli three-component condensation reaction from a diversity of aromatic aldehydes, ethyl acetoacetate and urea or thiourea is described. The reaction was carried out in acetonitrile or ethanol as solvents in neutral media and represents an improvement of the classical Biginelli protocol and an advantage in comparison with FeCl3.6H2O, NiCl2.6H2O and CoCl2.6H2O which were used with HCl as co-catalyst. The synthesis of 3,4- dihydropyrimidinones was achieved in good to excelent yields.
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spelling Multicomponent Biginelli’s Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Promoted by SnCl2.2H2OBiginelli reactionMulticomponent reactionDihydropyrimidinonesTin(II) chloride hydrateLewis acidThe ability of SnCl2.2H2O as catalyst to promote the Biginelli three-component condensation reaction from a diversity of aromatic aldehydes, ethyl acetoacetate and urea or thiourea is described. The reaction was carried out in acetonitrile or ethanol as solvents in neutral media and represents an improvement of the classical Biginelli protocol and an advantage in comparison with FeCl3.6H2O, NiCl2.6H2O and CoCl2.6H2O which were used with HCl as co-catalyst. The synthesis of 3,4- dihydropyrimidinones was achieved in good to excelent yields.Neste trabalho é descrita a habilidade do SnCl2.2H2O como catalisador na reação de Biginelli tricomponente. Uma variedade de aldeídos aromáticos mono- e dissubstituidos foi utilizada na condensação com acetoacetato de etila e uréia ou tiouréia. A reação foi efetuada em etanol ou acetonitrila como solventes em meio neutro e os resultados representam um melhoramento com relação ao procedimento clássico de Biginelli e uma vantagem com relação ao uso de FeCl3.6H2O, NiCl2.6H2O e CoCl2.6H2O que são utilizados juntamente com HCl como co-catalisador. A síntese das 3,4-diidropirimidinonas foi conseguida em bons rendimentos.Sociedade Brasileira de Química2016-08-29T23:09:22Z2016-08-29T23:09:22Z2004info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfRUSSOWSKY, Dennis et al. Multicomponent Biginelli’s Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Promoted by SnCl2.2H2O. J. Braz. Chem. Soc., v. 15, n. 2, p. 165-169, 2004. Disponível em: <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000200002&lng=en&nrm=iso&tlng=en>. Acesso em: 26 ago. 2014.0103 - 5053http://repositorio.furg.br/handle/1/6412engRussowsky, DennisLopes, Fabricio AbellaSilva, Victor daCanto, Karen Fabiano Santos doD'Oca, Marcelo Gonçalves MontesGodoi, Marla Narciso Biajoliinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da FURG (RI FURG)instname:Universidade Federal do Rio Grande (FURG)instacron:FURG2016-08-29T23:09:22Zoai:repositorio.furg.br:1/6412Repositório InstitucionalPUBhttps://repositorio.furg.br/oai/request || http://200.19.254.174/oai/requestopendoar:2016-08-29T23:09:22Repositório Institucional da FURG (RI FURG) - Universidade Federal do Rio Grande (FURG)false
dc.title.none.fl_str_mv Multicomponent Biginelli’s Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Promoted by SnCl2.2H2O
title Multicomponent Biginelli’s Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Promoted by SnCl2.2H2O
spellingShingle Multicomponent Biginelli’s Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Promoted by SnCl2.2H2O
Russowsky, Dennis
Biginelli reaction
Multicomponent reaction
Dihydropyrimidinones
Tin(II) chloride hydrate
Lewis acid
title_short Multicomponent Biginelli’s Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Promoted by SnCl2.2H2O
title_full Multicomponent Biginelli’s Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Promoted by SnCl2.2H2O
title_fullStr Multicomponent Biginelli’s Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Promoted by SnCl2.2H2O
title_full_unstemmed Multicomponent Biginelli’s Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Promoted by SnCl2.2H2O
title_sort Multicomponent Biginelli’s Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Promoted by SnCl2.2H2O
author Russowsky, Dennis
author_facet Russowsky, Dennis
Lopes, Fabricio Abella
Silva, Victor da
Canto, Karen Fabiano Santos do
D'Oca, Marcelo Gonçalves Montes
Godoi, Marla Narciso Biajoli
author_role author
author2 Lopes, Fabricio Abella
Silva, Victor da
Canto, Karen Fabiano Santos do
D'Oca, Marcelo Gonçalves Montes
Godoi, Marla Narciso Biajoli
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Russowsky, Dennis
Lopes, Fabricio Abella
Silva, Victor da
Canto, Karen Fabiano Santos do
D'Oca, Marcelo Gonçalves Montes
Godoi, Marla Narciso Biajoli
dc.subject.por.fl_str_mv Biginelli reaction
Multicomponent reaction
Dihydropyrimidinones
Tin(II) chloride hydrate
Lewis acid
topic Biginelli reaction
Multicomponent reaction
Dihydropyrimidinones
Tin(II) chloride hydrate
Lewis acid
description The ability of SnCl2.2H2O as catalyst to promote the Biginelli three-component condensation reaction from a diversity of aromatic aldehydes, ethyl acetoacetate and urea or thiourea is described. The reaction was carried out in acetonitrile or ethanol as solvents in neutral media and represents an improvement of the classical Biginelli protocol and an advantage in comparison with FeCl3.6H2O, NiCl2.6H2O and CoCl2.6H2O which were used with HCl as co-catalyst. The synthesis of 3,4- dihydropyrimidinones was achieved in good to excelent yields.
publishDate 2004
dc.date.none.fl_str_mv 2004
2016-08-29T23:09:22Z
2016-08-29T23:09:22Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv RUSSOWSKY, Dennis et al. Multicomponent Biginelli’s Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Promoted by SnCl2.2H2O. J. Braz. Chem. Soc., v. 15, n. 2, p. 165-169, 2004. Disponível em: <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000200002&lng=en&nrm=iso&tlng=en>. Acesso em: 26 ago. 2014.
0103 - 5053
http://repositorio.furg.br/handle/1/6412
identifier_str_mv RUSSOWSKY, Dennis et al. Multicomponent Biginelli’s Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Promoted by SnCl2.2H2O. J. Braz. Chem. Soc., v. 15, n. 2, p. 165-169, 2004. Disponível em: <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000200002&lng=en&nrm=iso&tlng=en>. Acesso em: 26 ago. 2014.
0103 - 5053
url http://repositorio.furg.br/handle/1/6412
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
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 reponame:Repositório Institucional da FURG (RI FURG)
instname:Universidade Federal do Rio Grande (FURG)
instacron:FURG
instname_str Universidade Federal do Rio Grande (FURG)
instacron_str FURG
institution FURG
reponame_str Repositório Institucional da FURG (RI FURG)
collection Repositório Institucional da FURG (RI FURG)
repository.name.fl_str_mv Repositório Institucional da FURG (RI FURG) - Universidade Federal do Rio Grande (FURG)
repository.mail.fl_str_mv
_version_ 1813187266658435072

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