Síntese de Pirimidinas derivadas de 7,7,7-trialo-4-metoxi-6-oxo-4- heptenoatos de metila e bi-heterociclos trifluormetilados
Ano de defesa: | 2012 |
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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: | |
Palavras-chave em Inglês: | |
Área do conhecimento CNPq: | |
Link de acesso: | http://repositorio.ufsm.br/handle/1/10501 |
Resumo: | An efficient method to obtain pyrimidinones and pyrimidines trialomethylated from the cyclocondensation reaction of compounds of methyl 7,7,7-trihalo-4-methoxy-6-oxoheptenoate with urea and differents amidines providing the series of compounds pyrimidines and pyrimidinones trifluoromethylated and trichloromerthylated is reported.Some compounds of the series were selected and brought to reaction with hydrazine monohydrate obtaining the series of new 6-(trifluoromethyl)pyrimidin-4-propanehydrazide, of which two were later brought to reaction with a series of β-alkoxyvinyltrifluoromethyl ketones giving the new series of bis-heterocyclic 4-[(5-(trifluoromethyl)-5-hydroxy-4,5-dihydro-1H-pyrazol-1-yl)-1-propan-1-one-3-yl]-6- (trifluoromethyl)pyrimidine compounds. The structures of all synthesized compounds were confirmed by 1H and 13C NMR data, and two-dimensional NMR techniques like HETCOR and COLOC, ans mass spectrometry data. |
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2017-05-182017-05-182012-02-27MALAVOLTA, Juliana Limana. Synthesis of the Pyrimidines derivatives of methyl 7,7,7-trihalo-4-methoxy-6-oxo-heptenoates and bi-heterocyclic trifluoromethylated. 2012. 205 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2012.http://repositorio.ufsm.br/handle/1/10501An efficient method to obtain pyrimidinones and pyrimidines trialomethylated from the cyclocondensation reaction of compounds of methyl 7,7,7-trihalo-4-methoxy-6-oxoheptenoate with urea and differents amidines providing the series of compounds pyrimidines and pyrimidinones trifluoromethylated and trichloromerthylated is reported.Some compounds of the series were selected and brought to reaction with hydrazine monohydrate obtaining the series of new 6-(trifluoromethyl)pyrimidin-4-propanehydrazide, of which two were later brought to reaction with a series of β-alkoxyvinyltrifluoromethyl ketones giving the new series of bis-heterocyclic 4-[(5-(trifluoromethyl)-5-hydroxy-4,5-dihydro-1H-pyrazol-1-yl)-1-propan-1-one-3-yl]-6- (trifluoromethyl)pyrimidine compounds. The structures of all synthesized compounds were confirmed by 1H and 13C NMR data, and two-dimensional NMR techniques like HETCOR and COLOC, ans mass spectrometry data.Este trabalho descreve um método eficiente para a obtenção de pirimidinonas e pirimidinas trialometiladas a partir da reação de ciclocondensação [3+3] dos compostos (7,7,7-trialo-4-metoxi-6-oxo-4-heptenoatos de metila com uréia e diferentes amidinas fornecendo a série de pirimidinas e pirimidinonas 6-trifluormetil substituídas e 6-triclorometil substituídas. Alguns compostos da série de pirimidinas trifluormetiladas foram selecionados e levados à reação com monohidrato de hidrazina obtendo-se a série de novas 6-trifluormetilpirimidina-4-propanohidrazida, das quais, duas posteriormente foram levadas à reação de ciclocondensação com uma série de β-alcoxivniltrifluormetil cetonas alquil e aril substituídas dando a nova série de compostos bi-heterocíclicos 4-[(5-(trifluormetil)-5-hidroxi-4,5-diidro-1H-pirazol-1-il)-1-propan-1-ona-3-il]-6-(trifluormetil)pirimidinas. As estruturas de todos os compostos sintetizados foram confirmadas por dados de RMN 1H, 13C e técnicas de RMN bidimensionais como HETCOR e COLOC, além de dados de espectrometria de massas.Coordenação de Aperfeiçoamento de Pessoal de Nível Superiorapplication/pdfporUniversidade Federal de Santa MariaPrograma de Pós-Graduação em QuímicaUFSMBRQuímicaPirimidinonasPirimidinasPirazóisBi-heterociclosPyrimidinonesPyrimidinesPyrazolesBi-heterocyclicCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese de Pirimidinas derivadas de 7,7,7-trialo-4-metoxi-6-oxo-4- heptenoatos de metila e bi-heterociclos trifluormetiladosSynthesis of the Pyrimidines derivatives of methyl 7,7,7-trihalo-4-methoxy-6-oxo-heptenoates and bi-heterocyclic trifluoromethylatedinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisFlores, Alex Fabiani Clarohttp://lattes.cnpq.br/1159954352174167Dalcol, Ionara Irionhttp://lattes.cnpq.br/9769548819312192Pizzuti, Lucashttp://lattes.cnpq.br/4915694295850733http://lattes.cnpq.br/8371389172266454Malavolta, Juliana Limana1006000000004005003005003008a4555ae-c246-4b1a-adac-bf3b2784da08f898898c-0823-4a9f-b26f-8154f13678092cbacb00-be94-498b-9c77-1d47963baf69ce8aa635-c0b4-431a-99b8-d34ff7fd6552info:eu-repo/semantics/openAccessreponame:Manancial - Repositório Digital da UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALMALAVOLTA, JULIANA LIMANA.pdfapplication/pdf12142671http://repositorio.ufsm.br/bitstream/1/10501/1/MALAVOLTA%2c%20JULIANA%20LIMANA.pdf9b2d92f81cef2dbf7a00f541aeb428d4MD51TEXTMALAVOLTA, JULIANA LIMANA.pdf.txtMALAVOLTA, JULIANA LIMANA.pdf.txtExtracted texttext/plain182443http://repositorio.ufsm.br/bitstream/1/10501/2/MALAVOLTA%2c%20JULIANA%20LIMANA.pdf.txt4822c5951d145c64c28bec97e07e0008MD52THUMBNAILMALAVOLTA, JULIANA LIMANA.pdf.jpgMALAVOLTA, JULIANA LIMANA.pdf.jpgIM Thumbnailimage/jpeg6221http://repositorio.ufsm.br/bitstream/1/10501/3/MALAVOLTA%2c%20JULIANA%20LIMANA.pdf.jpgd27c44bf91d3af4d5fae473f01a0bd7aMD531/105012023-06-15 09:42:39.534oai:repositorio.ufsm.br:1/10501Repositório Institucionalhttp://repositorio.ufsm.br/PUBhttp://repositorio.ufsm.br/oai/requestopendoar:39132023-06-15T12:42:39Manancial - Repositório Digital da UFSM - Universidade Federal de Santa Maria (UFSM)false |
dc.title.por.fl_str_mv |
Síntese de Pirimidinas derivadas de 7,7,7-trialo-4-metoxi-6-oxo-4- heptenoatos de metila e bi-heterociclos trifluormetilados |
dc.title.alternative.eng.fl_str_mv |
Synthesis of the Pyrimidines derivatives of methyl 7,7,7-trihalo-4-methoxy-6-oxo-heptenoates and bi-heterocyclic trifluoromethylated |
title |
Síntese de Pirimidinas derivadas de 7,7,7-trialo-4-metoxi-6-oxo-4- heptenoatos de metila e bi-heterociclos trifluormetilados |
spellingShingle |
Síntese de Pirimidinas derivadas de 7,7,7-trialo-4-metoxi-6-oxo-4- heptenoatos de metila e bi-heterociclos trifluormetilados Malavolta, Juliana Limana Pirimidinonas Pirimidinas Pirazóis Bi-heterociclos Pyrimidinones Pyrimidines Pyrazoles Bi-heterocyclic CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Síntese de Pirimidinas derivadas de 7,7,7-trialo-4-metoxi-6-oxo-4- heptenoatos de metila e bi-heterociclos trifluormetilados |
title_full |
Síntese de Pirimidinas derivadas de 7,7,7-trialo-4-metoxi-6-oxo-4- heptenoatos de metila e bi-heterociclos trifluormetilados |
title_fullStr |
Síntese de Pirimidinas derivadas de 7,7,7-trialo-4-metoxi-6-oxo-4- heptenoatos de metila e bi-heterociclos trifluormetilados |
title_full_unstemmed |
Síntese de Pirimidinas derivadas de 7,7,7-trialo-4-metoxi-6-oxo-4- heptenoatos de metila e bi-heterociclos trifluormetilados |
title_sort |
Síntese de Pirimidinas derivadas de 7,7,7-trialo-4-metoxi-6-oxo-4- heptenoatos de metila e bi-heterociclos trifluormetilados |
author |
Malavolta, Juliana Limana |
author_facet |
Malavolta, Juliana Limana |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Flores, Alex Fabiani Claro |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/1159954352174167 |
dc.contributor.referee1.fl_str_mv |
Dalcol, Ionara Irion |
dc.contributor.referee1Lattes.fl_str_mv |
http://lattes.cnpq.br/9769548819312192 |
dc.contributor.referee2.fl_str_mv |
Pizzuti, Lucas |
dc.contributor.referee2Lattes.fl_str_mv |
http://lattes.cnpq.br/4915694295850733 |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/8371389172266454 |
dc.contributor.author.fl_str_mv |
Malavolta, Juliana Limana |
contributor_str_mv |
Flores, Alex Fabiani Claro Dalcol, Ionara Irion Pizzuti, Lucas |
dc.subject.por.fl_str_mv |
Pirimidinonas Pirimidinas Pirazóis Bi-heterociclos |
topic |
Pirimidinonas Pirimidinas Pirazóis Bi-heterociclos Pyrimidinones Pyrimidines Pyrazoles Bi-heterocyclic CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.eng.fl_str_mv |
Pyrimidinones Pyrimidines Pyrazoles Bi-heterocyclic |
dc.subject.cnpq.fl_str_mv |
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
An efficient method to obtain pyrimidinones and pyrimidines trialomethylated from the cyclocondensation reaction of compounds of methyl 7,7,7-trihalo-4-methoxy-6-oxoheptenoate with urea and differents amidines providing the series of compounds pyrimidines and pyrimidinones trifluoromethylated and trichloromerthylated is reported.Some compounds of the series were selected and brought to reaction with hydrazine monohydrate obtaining the series of new 6-(trifluoromethyl)pyrimidin-4-propanehydrazide, of which two were later brought to reaction with a series of β-alkoxyvinyltrifluoromethyl ketones giving the new series of bis-heterocyclic 4-[(5-(trifluoromethyl)-5-hydroxy-4,5-dihydro-1H-pyrazol-1-yl)-1-propan-1-one-3-yl]-6- (trifluoromethyl)pyrimidine compounds. The structures of all synthesized compounds were confirmed by 1H and 13C NMR data, and two-dimensional NMR techniques like HETCOR and COLOC, ans mass spectrometry data. |
publishDate |
2012 |
dc.date.issued.fl_str_mv |
2012-02-27 |
dc.date.accessioned.fl_str_mv |
2017-05-18 |
dc.date.available.fl_str_mv |
2017-05-18 |
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 |
MALAVOLTA, Juliana Limana. Synthesis of the Pyrimidines derivatives of methyl 7,7,7-trihalo-4-methoxy-6-oxo-heptenoates and bi-heterocyclic trifluoromethylated. 2012. 205 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2012. |
dc.identifier.uri.fl_str_mv |
http://repositorio.ufsm.br/handle/1/10501 |
identifier_str_mv |
MALAVOLTA, Juliana Limana. Synthesis of the Pyrimidines derivatives of methyl 7,7,7-trihalo-4-methoxy-6-oxo-heptenoates and bi-heterocyclic trifluoromethylated. 2012. 205 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2012. |
url |
http://repositorio.ufsm.br/handle/1/10501 |
dc.language.iso.fl_str_mv |
por |
language |
por |
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100600000000 |
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400 500 300 500 300 |
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info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
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dc.publisher.none.fl_str_mv |
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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BR |
dc.publisher.department.fl_str_mv |
Química |
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Universidade Federal de Santa Maria |
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