Síntese de trifluormetil-cicloalca[d]-2(1h)-pirimidinonas e tiopirimidinonas
Ano de defesa: | 2004 |
---|---|
Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | , |
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: | |
Área do conhecimento CNPq: | |
Link de acesso: | http://repositorio.ufsm.br/handle/1/10423 |
Resumo: | This work describes the synthesis and identification of a serie of 4-trifluoromethylcycloalca[d]-2-(1H)-(thio)pyrimidinones, from the cyclocondensation reactions of 2-trifluoroacetylmethoxycycloalkenes with urea and thiurea. The 2-trifluoroacetylmethoxycycloalkenes were obtained from trifluoroacetylation of acetals derived from cycloalkanones. From this procedure, eight 2-trifluoroacetylmethoxycycloalkenes were obtained in good yields (60-70%), being that five are unpublished in literature. The cyclocondensation reaction using 2-trifluoroacetylmethoxycycloalkenes and urea or thiurea an carried out in alcoholic half under reflux, for 20 hours, catalysed by BF3.OEt2, leading to the products in 10-65% yields. The structural analyses of 2-trifluoroacetylmethoxycycloalkenes and 4- trifluoromethyl-cycloalca[d]-2-(1H)-(thio)pyrimidinones obtained were characterized by NMR 1H, 13C, CG/MS and elemental analysis. Still, were preliminary studies of NMR 17O for the 2-trifluoroacetylmethoxycycloalkenes. |
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2017-05-192017-05-192004-07-20COSTA, Michelle Budke. Synthesis of trifluoromethyl-cycloalca[d]-2(1h)- pyrimidinones and thiopyrimidinones. 2004. 129 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2004.http://repositorio.ufsm.br/handle/1/10423This work describes the synthesis and identification of a serie of 4-trifluoromethylcycloalca[d]-2-(1H)-(thio)pyrimidinones, from the cyclocondensation reactions of 2-trifluoroacetylmethoxycycloalkenes with urea and thiurea. The 2-trifluoroacetylmethoxycycloalkenes were obtained from trifluoroacetylation of acetals derived from cycloalkanones. From this procedure, eight 2-trifluoroacetylmethoxycycloalkenes were obtained in good yields (60-70%), being that five are unpublished in literature. The cyclocondensation reaction using 2-trifluoroacetylmethoxycycloalkenes and urea or thiurea an carried out in alcoholic half under reflux, for 20 hours, catalysed by BF3.OEt2, leading to the products in 10-65% yields. The structural analyses of 2-trifluoroacetylmethoxycycloalkenes and 4- trifluoromethyl-cycloalca[d]-2-(1H)-(thio)pyrimidinones obtained were characterized by NMR 1H, 13C, CG/MS and elemental analysis. Still, were preliminary studies of NMR 17O for the 2-trifluoroacetylmethoxycycloalkenes.Este trabalho descreve a síntese e caracterização de uma série de 4-trifluormetil-cicloalca[d]-2(1H)-(tio)pirimidinonas, a partir de reações de ciclocondensação de 2-trifluoracetilmetoxicicloalquenos com uréia e tiouréia. Os 2-trifluoracetilmetoxicicloalquenos foram obtidos a partir de reações de trifluoracetilação de acetais derivados de cicloalcanonas. Dentro deste procedimento oito 2-trifluoracetilmetoxicicloalquenos foram sintetizadas em bons rendimentos (60-70%), sendo que cinco são inéditas na literatura. As reações de ciclocondensação empregam 2- trifluoracetilmetoxicicloalquenos e uréia ou tiouréia e foram conduzidas sob refluxo em meio alcóolico por 20 horas, catalisado por BF3.OEt2, levando a rendimentos entre 10-65%. A análise estrutural de 2-trifluoracetilmetoxicicloalquenos, bem como de 4- trifluormetil-cicloalca[d]-2(1H)-(tio)pirimidinonas sintetizados foram caracterizados por RMN de 1H, 13C, CGMS e análise elementar. Além disso foi feito estudos preliminares de 17O para os 2-trifluoracetilmetoxicicloalquenos.Conselho Nacional de Desenvolvimento Científico e Tecnológicoapplication/pdfporUniversidade Federal de Santa MariaPrograma de Pós-Graduação em QuímicaUFSMBRQuímicaHeterociclosTrifluormetilCicloalcanonasCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese de trifluormetil-cicloalca[d]-2(1h)-pirimidinonas e tiopirimidinonasSynthesis of trifluoromethyl-cycloalca[d]-2(1h)- pyrimidinones and thiopyrimidinonesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisBonacorso, Helio Gauzehttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4788537E0Flores, Alex Fabiani Clarohttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4782774Y0Barichello, Rosemariohttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4796564Y6http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4739018Y3Costa, Michelle Budke10060000000040050050050050006c852ad-d805-43c3-99d6-93a6a86f507c3baf8e48-3c88-4e04-b0f1-16ff2053fdeb4d308e51-3866-4274-9e77-03644c9383df2c6d17fe-bbd2-4df3-ac7e-1ef8328c80ceinfo:eu-repo/semantics/openAccessreponame:Manancial - Repositório Digital da UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALMICHELLEBUDKECOSTA.pdfapplication/pdf2318125http://repositorio.ufsm.br/bitstream/1/10423/1/MICHELLEBUDKECOSTA.pdfbba564efedff83ed1f42d9b44a06652aMD51TEXTMICHELLEBUDKECOSTA.pdf.txtMICHELLEBUDKECOSTA.pdf.txtExtracted texttext/plain122198http://repositorio.ufsm.br/bitstream/1/10423/2/MICHELLEBUDKECOSTA.pdf.txtdb06bd2fcc0eb7907b62c898a4649264MD52THUMBNAILMICHELLEBUDKECOSTA.pdf.jpgMICHELLEBUDKECOSTA.pdf.jpgIM Thumbnailimage/jpeg4416http://repositorio.ufsm.br/bitstream/1/10423/3/MICHELLEBUDKECOSTA.pdf.jpga8ab4f315db149aa98bfa6c7215cfb61MD531/104232017-07-25 12:03:14.55oai:repositorio.ufsm.br:1/10423Repositório Institucionalhttp://repositorio.ufsm.br/PUBhttp://repositorio.ufsm.br/oai/requestopendoar:39132017-07-25T15:03:14Manancial - Repositório Digital da UFSM - Universidade Federal de Santa Maria (UFSM)false |
dc.title.por.fl_str_mv |
Síntese de trifluormetil-cicloalca[d]-2(1h)-pirimidinonas e tiopirimidinonas |
dc.title.alternative.eng.fl_str_mv |
Synthesis of trifluoromethyl-cycloalca[d]-2(1h)- pyrimidinones and thiopyrimidinones |
title |
Síntese de trifluormetil-cicloalca[d]-2(1h)-pirimidinonas e tiopirimidinonas |
spellingShingle |
Síntese de trifluormetil-cicloalca[d]-2(1h)-pirimidinonas e tiopirimidinonas Costa, Michelle Budke Heterociclos Trifluormetil Cicloalcanonas CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Síntese de trifluormetil-cicloalca[d]-2(1h)-pirimidinonas e tiopirimidinonas |
title_full |
Síntese de trifluormetil-cicloalca[d]-2(1h)-pirimidinonas e tiopirimidinonas |
title_fullStr |
Síntese de trifluormetil-cicloalca[d]-2(1h)-pirimidinonas e tiopirimidinonas |
title_full_unstemmed |
Síntese de trifluormetil-cicloalca[d]-2(1h)-pirimidinonas e tiopirimidinonas |
title_sort |
Síntese de trifluormetil-cicloalca[d]-2(1h)-pirimidinonas e tiopirimidinonas |
author |
Costa, Michelle Budke |
author_facet |
Costa, Michelle Budke |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Bonacorso, Helio Gauze |
dc.contributor.advisor1Lattes.fl_str_mv |
http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4788537E0 |
dc.contributor.referee1.fl_str_mv |
Flores, Alex Fabiani Claro |
dc.contributor.referee1Lattes.fl_str_mv |
http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4782774Y0 |
dc.contributor.referee2.fl_str_mv |
Barichello, Rosemario |
dc.contributor.referee2Lattes.fl_str_mv |
http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4796564Y6 |
dc.contributor.authorLattes.fl_str_mv |
http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4739018Y3 |
dc.contributor.author.fl_str_mv |
Costa, Michelle Budke |
contributor_str_mv |
Bonacorso, Helio Gauze Flores, Alex Fabiani Claro Barichello, Rosemario |
dc.subject.por.fl_str_mv |
Heterociclos Trifluormetil Cicloalcanonas |
topic |
Heterociclos Trifluormetil Cicloalcanonas CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.cnpq.fl_str_mv |
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
This work describes the synthesis and identification of a serie of 4-trifluoromethylcycloalca[d]-2-(1H)-(thio)pyrimidinones, from the cyclocondensation reactions of 2-trifluoroacetylmethoxycycloalkenes with urea and thiurea. The 2-trifluoroacetylmethoxycycloalkenes were obtained from trifluoroacetylation of acetals derived from cycloalkanones. From this procedure, eight 2-trifluoroacetylmethoxycycloalkenes were obtained in good yields (60-70%), being that five are unpublished in literature. The cyclocondensation reaction using 2-trifluoroacetylmethoxycycloalkenes and urea or thiurea an carried out in alcoholic half under reflux, for 20 hours, catalysed by BF3.OEt2, leading to the products in 10-65% yields. The structural analyses of 2-trifluoroacetylmethoxycycloalkenes and 4- trifluoromethyl-cycloalca[d]-2-(1H)-(thio)pyrimidinones obtained were characterized by NMR 1H, 13C, CG/MS and elemental analysis. Still, were preliminary studies of NMR 17O for the 2-trifluoroacetylmethoxycycloalkenes. |
publishDate |
2004 |
dc.date.issued.fl_str_mv |
2004-07-20 |
dc.date.accessioned.fl_str_mv |
2017-05-19 |
dc.date.available.fl_str_mv |
2017-05-19 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/masterThesis |
format |
masterThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
COSTA, Michelle Budke. Synthesis of trifluoromethyl-cycloalca[d]-2(1h)- pyrimidinones and thiopyrimidinones. 2004. 129 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2004. |
dc.identifier.uri.fl_str_mv |
http://repositorio.ufsm.br/handle/1/10423 |
identifier_str_mv |
COSTA, Michelle Budke. Synthesis of trifluoromethyl-cycloalca[d]-2(1h)- pyrimidinones and thiopyrimidinones. 2004. 129 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2004. |
url |
http://repositorio.ufsm.br/handle/1/10423 |
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por |
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por |
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100600000000 |
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Universidade Federal de Santa Maria |
dc.publisher.program.fl_str_mv |
Programa de Pós-Graduação em Química |
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UFSM |
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Química |
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Universidade Federal de Santa Maria |
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