Síntese de Pirimidinas derivadas de 7,7,7-trialo-4-metoxi-6-oxo-4- heptenoatos de metila e bi-heterociclos trifluormetilados

Detalhes bibliográficos
Ano de defesa: 2012
Autor(a) principal: Malavolta, Juliana Limana lattes
Orientador(a): Flores, Alex Fabiani Claro lattes
Banca de defesa: Dalcol, Ionara Irion lattes, Pizzuti, Lucas 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:
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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spelling 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:Biblioteca Digital de Teses e Dissertações do 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:1/10501Biblioteca Digital de Teses e Dissertaçõeshttps://repositorio.ufsm.br/ONGhttps://repositorio.ufsm.br/oai/requestatendimento.sib@ufsm.br||tedebc@gmail.comopendoar:2023-06-15T12:42:39Biblioteca Digital de Teses e Dissertações do 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
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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.
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