Síntese de 1,2,4-oxadiazóis derivados de 4-tiazolidinonas e arilamidoximas

Detalhes bibliográficos
Ano de defesa: 2012
Autor(a) principal: Martins, Bruna Simões lattes
Orientador(a): Dornelles, Luciano lattes
Banca de defesa: Bonacorso, Helio Gauze lattes, Alves, Elenilson Freitas lattes
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de Santa Maria
Programa de Pós-Graduação: Programa de Pós-Graduação em Química
Departamento: Química
País: BR
Palavras-chave em Português:
Química
Química orgânica
Área do conhecimento CNPq:
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
Link de acesso: http://repositorio.ufsm.br/handle/1/10515
Resumo: The current work reports the incorporation of 4-thiazolidinones to oxadiazolic ring by a simple and effective methodology. Five species of thiazolidinones were synthesized by three component condensation reaction of glycine ester, aldehydes or ketones and mercaptoacetic acid. Different substituent (methyl, ethyl, ciclohexyl, phenyl) were introduced at 2 position of the ring. These compounds were incorporated to oxadiazole scaffold by reaction with arylamidoximes and potassium carbonate using toluene as solvent. It was possible to extend the developed methodology to derivatives of alanine ester, obtaining two new thiazolidinones, which were employed at the synthesis of two representatives oxadiazoles by reaction protocol proposed by this work. The targets heterocycles of this work were rightly synthesized and characterized. Their incorporation was successful, performed in yields of 40-82%, using potassium carbonate, a convenient reagent due to its low cost, easy accessibility and efficiency in the synthesis of 1,2,4-oxadiazoles from ester and arylamidoximes.
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spelling 2017-05-112017-05-112012-07-20MARTINS, Bruna Simões. Synthesis of 1,2,4-oxadiazoles derivatives of 4-thiazolidinones and arylamidoximes. 2012. 105 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2012.http://repositorio.ufsm.br/handle/1/10515The current work reports the incorporation of 4-thiazolidinones to oxadiazolic ring by a simple and effective methodology. Five species of thiazolidinones were synthesized by three component condensation reaction of glycine ester, aldehydes or ketones and mercaptoacetic acid. Different substituent (methyl, ethyl, ciclohexyl, phenyl) were introduced at 2 position of the ring. These compounds were incorporated to oxadiazole scaffold by reaction with arylamidoximes and potassium carbonate using toluene as solvent. It was possible to extend the developed methodology to derivatives of alanine ester, obtaining two new thiazolidinones, which were employed at the synthesis of two representatives oxadiazoles by reaction protocol proposed by this work. The targets heterocycles of this work were rightly synthesized and characterized. Their incorporation was successful, performed in yields of 40-82%, using potassium carbonate, a convenient reagent due to its low cost, easy accessibility and efficiency in the synthesis of 1,2,4-oxadiazoles from ester and arylamidoximes.O presente trabalho apresenta a incorporação de 4-tiazolidinonas ao anel oxadiazólico através de uma metodologia simples e eficaz. Cinco espécies de tiazolidinonas foram sintetizadas através de reação de condensação tri-componente de amino-éster glicina, aldeídos ou cetonas e ácido mercapto acético. Diferentes substituintes (metila, etila, ciclo-hexila, fenila) foram introduzidos na posição 2 do anel. Estes compostos foram incorporados ao núcleo oxadiazólico, por meio de reação com arilamidoximas e carbonato de potássio em tolueno como solvente. Foi possível estender a metodologia desenvolvida para derivados do amino éster da alanina, obtendo-se duas novas tiazolidinonas, as quais foram empregadas na síntese de dois exemplos representativos de oxadiazóis através do protocolo reacional proposto por este trabalho. Os heterociclos alvo deste trabalho foram devidamente sintetizados e caracterizados. A incorporação dos mesmos foi realizada com sucesso em rendimentos de 40 a 82%, utilizando carbonato de potássio que se destaca por seu baixo custo, acessibilidade e eficiência na síntese de 1,2,4-oxadiazóis a partir de ésteres e arilamidoximas.Coordenação de Aperfeiçoamento de Pessoal de Nível Superiorapplication/pdfporUniversidade Federal de Santa MariaPrograma de Pós-Graduação em QuímicaUFSMBRQuímicaQuímicaQuímica orgânicaCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese de 1,2,4-oxadiazóis derivados de 4-tiazolidinonas e arilamidoximasSynthesis of 1,2,4-oxadiazoles derivatives of 4-thiazolidinones and arylamidoximesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisDornelles, Lucianohttp://lattes.cnpq.br/7629319262073140Bonacorso, Helio Gauzehttp://lattes.cnpq.br/7275608974248322Alves, Elenilson Freitashttp://lattes.cnpq.br/5541226399395863http://lattes.cnpq.br/6594064602199964Martins, Bruna Simões1006000000004005003005003006b4b1c8a-fdd1-49f0-a8ce-2d891b6579b619d74807-e71e-495b-9654-f7e9a2e4823edbcce58b-96b0-4f45-a78d-ca6f339e038d187c6d50-eb76-4941-9300-bfb6050501d4info:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações do UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALMARTINS, BRUNA SIMOES.pdfapplication/pdf11912865http://repositorio.ufsm.br/bitstream/1/10515/1/MARTINS%2c%20BRUNA%20SIMOES.pdf4a977aede253f2845ff3bff4bb34b597MD51TEXTMARTINS, BRUNA SIMOES.pdf.txtMARTINS, BRUNA SIMOES.pdf.txtExtracted texttext/plain118950http://repositorio.ufsm.br/bitstream/1/10515/2/MARTINS%2c%20BRUNA%20SIMOES.pdf.txte4f56de33abcb3c0bd38fa4953056916MD52THUMBNAILMARTINS, BRUNA SIMOES.pdf.jpgMARTINS, BRUNA SIMOES.pdf.jpgIM Thumbnailimage/jpeg5790http://repositorio.ufsm.br/bitstream/1/10515/3/MARTINS%2c%20BRUNA%20SIMOES.pdf.jpg70f761f823c59c3265bf7ebfc42f6ee3MD531/105152023-06-14 12:09:44.937oai:repositorio.ufsm.br:1/10515Biblioteca Digital de Teses e Dissertaçõeshttps://repositorio.ufsm.br/ONGhttps://repositorio.ufsm.br/oai/requestatendimento.sib@ufsm.br||tedebc@gmail.comopendoar:2023-06-14T15:09:44Biblioteca Digital de Teses e Dissertações do UFSM - Universidade Federal de Santa Maria (UFSM)false
dc.title.por.fl_str_mv Síntese de 1,2,4-oxadiazóis derivados de 4-tiazolidinonas e arilamidoximas
dc.title.alternative.eng.fl_str_mv Synthesis of 1,2,4-oxadiazoles derivatives of 4-thiazolidinones and arylamidoximes
title Síntese de 1,2,4-oxadiazóis derivados de 4-tiazolidinonas e arilamidoximas
spellingShingle Síntese de 1,2,4-oxadiazóis derivados de 4-tiazolidinonas e arilamidoximas
Martins, Bruna Simões
Química
Química orgânica
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Síntese de 1,2,4-oxadiazóis derivados de 4-tiazolidinonas e arilamidoximas
title_full Síntese de 1,2,4-oxadiazóis derivados de 4-tiazolidinonas e arilamidoximas
title_fullStr Síntese de 1,2,4-oxadiazóis derivados de 4-tiazolidinonas e arilamidoximas
title_full_unstemmed Síntese de 1,2,4-oxadiazóis derivados de 4-tiazolidinonas e arilamidoximas
title_sort Síntese de 1,2,4-oxadiazóis derivados de 4-tiazolidinonas e arilamidoximas
author Martins, Bruna Simões
author_facet Martins, Bruna Simões
author_role author
dc.contributor.advisor1.fl_str_mv Dornelles, Luciano
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/7629319262073140
dc.contributor.referee1.fl_str_mv Bonacorso, Helio Gauze
dc.contributor.referee1Lattes.fl_str_mv http://lattes.cnpq.br/7275608974248322
dc.contributor.referee2.fl_str_mv Alves, Elenilson Freitas
dc.contributor.referee2Lattes.fl_str_mv http://lattes.cnpq.br/5541226399395863
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/6594064602199964
dc.contributor.author.fl_str_mv Martins, Bruna Simões
contributor_str_mv Dornelles, Luciano
Bonacorso, Helio Gauze
Alves, Elenilson Freitas
dc.subject.por.fl_str_mv Química
Química orgânica
topic Química
Química orgânica
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.cnpq.fl_str_mv CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
description The current work reports the incorporation of 4-thiazolidinones to oxadiazolic ring by a simple and effective methodology. Five species of thiazolidinones were synthesized by three component condensation reaction of glycine ester, aldehydes or ketones and mercaptoacetic acid. Different substituent (methyl, ethyl, ciclohexyl, phenyl) were introduced at 2 position of the ring. These compounds were incorporated to oxadiazole scaffold by reaction with arylamidoximes and potassium carbonate using toluene as solvent. It was possible to extend the developed methodology to derivatives of alanine ester, obtaining two new thiazolidinones, which were employed at the synthesis of two representatives oxadiazoles by reaction protocol proposed by this work. The targets heterocycles of this work were rightly synthesized and characterized. Their incorporation was successful, performed in yields of 40-82%, using potassium carbonate, a convenient reagent due to its low cost, easy accessibility and efficiency in the synthesis of 1,2,4-oxadiazoles from ester and arylamidoximes.
publishDate 2012
dc.date.issued.fl_str_mv 2012-07-20
dc.date.accessioned.fl_str_mv 2017-05-11
dc.date.available.fl_str_mv 2017-05-11
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
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status_str publishedVersion
dc.identifier.citation.fl_str_mv MARTINS, Bruna Simões. Synthesis of 1,2,4-oxadiazoles derivatives of 4-thiazolidinones and arylamidoximes. 2012. 105 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2012.
dc.identifier.uri.fl_str_mv http://repositorio.ufsm.br/handle/1/10515
identifier_str_mv MARTINS, Bruna Simões. Synthesis of 1,2,4-oxadiazoles derivatives of 4-thiazolidinones and arylamidoximes. 2012. 105 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2012.
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dc.publisher.country.fl_str_mv BR
dc.publisher.department.fl_str_mv Química
publisher.none.fl_str_mv Universidade Federal de Santa Maria
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