Microondas doméstico na síntese de derivados ftalimídicos
Autor(a) principal: | |
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Data de Publicação: | 2006 |
Outros Autores: | , |
Tipo de documento: | Artigo |
Idioma: | por |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://serv-bib.fcfar.unesp.br/seer/index.php/Cien_Farm/article/view/378 http://hdl.handle.net/11449/69338 |
Resumo: | Microwaves have been used in organic synthesis, since 1986, and have proved advantageous in several respects: the possibility of higher yields, greater selectivity and less thermal decomposition. Phthalimide and its derivatives constitute an important class of compounds for use in synthetic organic chemistry; in medicinal chemistry, it is considered an important biophore, acting as a pharmacophoric structural subunit for the synthesis of a number of compounds with different pharmacological uses, such as against sickle-cell disease. The purpose of the work reported here was to develop an alternative method for the synthesis of phthalimide derivatives by exploiting the condensation of phthalic anhydride with amino groups under microwave radiation. The results showed that phthalimide derivatives were obtained in shorter reaction times (5-10 min) and higher yields (60-89%) than by with conventional heating (reflux), demonstrating the potential use of microwaves in the synthesis of this class of molecules. |
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Microondas doméstico na síntese de derivados ftalimídicosUse of domestic microwave oven in the synthesis of phthalimide derivativesMicrowavePhthalimidesSynthesisphthalic anhydridephthalimide derivativeheatingintermethod comparisonmicrowave ovenmicrowave radiationpolymerizationreaction timesynthesisMicrowaves have been used in organic synthesis, since 1986, and have proved advantageous in several respects: the possibility of higher yields, greater selectivity and less thermal decomposition. Phthalimide and its derivatives constitute an important class of compounds for use in synthetic organic chemistry; in medicinal chemistry, it is considered an important biophore, acting as a pharmacophoric structural subunit for the synthesis of a number of compounds with different pharmacological uses, such as against sickle-cell disease. The purpose of the work reported here was to develop an alternative method for the synthesis of phthalimide derivatives by exploiting the condensation of phthalic anhydride with amino groups under microwave radiation. The results showed that phthalimide derivatives were obtained in shorter reaction times (5-10 min) and higher yields (60-89%) than by with conventional heating (reflux), demonstrating the potential use of microwaves in the synthesis of this class of molecules.Microondas são utilizadas na síntese orgânica desde 1986, e mostra-se vantajosa em diversos aspectos como possibilidade de maiores rendimentos, maior seletividade e menor decomposição térmica. A ftalimida e derivados, constituem-se em uma importante classe de compostos utilizados na química orgânica sintética, e do ponto de vista da Química Farmacêutica e Medicinal, é considerada um importante bióforo constituindo subunidade estrutural de caráter farmacofórico para uma série de compostos com diferentes atividades farmacológicas, entre elas, a anemia falciforme. O objetivo deste trabalho foi desenvolver metodologia alternativa na síntese de derivados ftalimídicos explorando a condensação de anidrido ftálico com aminas funcionalizadas sob radiação de microondas doméstico. Os resultados mostraram que os compostos ftalímidicos sintetizados podem ser obtidos em menores tempos reacionais (5-10 minutos) e maiores rendimentos (60-89%) quando comparados ao aquecimento convencional (refluxo), demonstrando o potencial da utilização do microondas na obtenção destas moléculas.Lapdesf - Laboratório de Pesquisa e Desenvolvimento de Fármacos Departamento de Fármacos e Medicamentos Universidade Estadual Paulista, UNESP, Araraquara, SPLASSBio - Laboratorio de Avaliacao e Sintese de Substancias Bioativas Faculdade de Farmácia Universidade Federal do Rio de Janeiro, UFRJ, Rio de Janeiro, RJLapdesf - Laboratório de Pesquisa e Desenvolvimento de Fármacos Departamento de Fármacos e Medicamentos Universidade Estadual Paulista, UNESP, Rodovia Araraquara-Jau, km. 01, CEP: 14801-902 - Araraquara - SPLapdesf - Laboratório de Pesquisa e Desenvolvimento de Fármacos Departamento de Fármacos e Medicamentos Universidade Estadual Paulista, UNESP, Araraquara, SPLapdesf - Laboratório de Pesquisa e Desenvolvimento de Fármacos Departamento de Fármacos e Medicamentos Universidade Estadual Paulista, UNESP, Rodovia Araraquara-Jau, km. 01, CEP: 14801-902 - Araraquara - SPUniversidade Estadual Paulista (Unesp)Universidade Federal do Rio de Janeiro (UFRJ)Santos, Jean Leandro dos [UNESP]Lima, L. M.Chin, Chung Man [UNESP]2014-05-27T11:22:05Z2014-05-27T11:22:05Z2006-12-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article163-167application/pdfhttp://serv-bib.fcfar.unesp.br/seer/index.php/Cien_Farm/article/view/378Revista de Ciencias Farmaceuticas Basica e Aplicada, v. 27, n. 2, p. 163-167, 2006.1808-4532http://hdl.handle.net/11449/693382-s2.0-353490033282-s2.0-35349003328.pdf97343336079754130000-0003-4141-0455Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPporRevista de Ciências Farmacêuticas Básica e Aplicada0,131info:eu-repo/semantics/openAccess2024-06-24T13:46:32Zoai:repositorio.unesp.br:11449/69338Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T22:53:18.163123Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Microondas doméstico na síntese de derivados ftalimídicos Use of domestic microwave oven in the synthesis of phthalimide derivatives |
title |
Microondas doméstico na síntese de derivados ftalimídicos |
spellingShingle |
Microondas doméstico na síntese de derivados ftalimídicos Santos, Jean Leandro dos [UNESP] Microwave Phthalimides Synthesis phthalic anhydride phthalimide derivative heating intermethod comparison microwave oven microwave radiation polymerization reaction time synthesis |
title_short |
Microondas doméstico na síntese de derivados ftalimídicos |
title_full |
Microondas doméstico na síntese de derivados ftalimídicos |
title_fullStr |
Microondas doméstico na síntese de derivados ftalimídicos |
title_full_unstemmed |
Microondas doméstico na síntese de derivados ftalimídicos |
title_sort |
Microondas doméstico na síntese de derivados ftalimídicos |
author |
Santos, Jean Leandro dos [UNESP] |
author_facet |
Santos, Jean Leandro dos [UNESP] Lima, L. M. Chin, Chung Man [UNESP] |
author_role |
author |
author2 |
Lima, L. M. Chin, Chung Man [UNESP] |
author2_role |
author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (Unesp) Universidade Federal do Rio de Janeiro (UFRJ) |
dc.contributor.author.fl_str_mv |
Santos, Jean Leandro dos [UNESP] Lima, L. M. Chin, Chung Man [UNESP] |
dc.subject.por.fl_str_mv |
Microwave Phthalimides Synthesis phthalic anhydride phthalimide derivative heating intermethod comparison microwave oven microwave radiation polymerization reaction time synthesis |
topic |
Microwave Phthalimides Synthesis phthalic anhydride phthalimide derivative heating intermethod comparison microwave oven microwave radiation polymerization reaction time synthesis |
description |
Microwaves have been used in organic synthesis, since 1986, and have proved advantageous in several respects: the possibility of higher yields, greater selectivity and less thermal decomposition. Phthalimide and its derivatives constitute an important class of compounds for use in synthetic organic chemistry; in medicinal chemistry, it is considered an important biophore, acting as a pharmacophoric structural subunit for the synthesis of a number of compounds with different pharmacological uses, such as against sickle-cell disease. The purpose of the work reported here was to develop an alternative method for the synthesis of phthalimide derivatives by exploiting the condensation of phthalic anhydride with amino groups under microwave radiation. The results showed that phthalimide derivatives were obtained in shorter reaction times (5-10 min) and higher yields (60-89%) than by with conventional heating (reflux), demonstrating the potential use of microwaves in the synthesis of this class of molecules. |
publishDate |
2006 |
dc.date.none.fl_str_mv |
2006-12-01 2014-05-27T11:22:05Z 2014-05-27T11:22:05Z |
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 |
http://serv-bib.fcfar.unesp.br/seer/index.php/Cien_Farm/article/view/378 Revista de Ciencias Farmaceuticas Basica e Aplicada, v. 27, n. 2, p. 163-167, 2006. 1808-4532 http://hdl.handle.net/11449/69338 2-s2.0-35349003328 2-s2.0-35349003328.pdf 9734333607975413 0000-0003-4141-0455 |
url |
http://serv-bib.fcfar.unesp.br/seer/index.php/Cien_Farm/article/view/378 http://hdl.handle.net/11449/69338 |
identifier_str_mv |
Revista de Ciencias Farmaceuticas Basica e Aplicada, v. 27, n. 2, p. 163-167, 2006. 1808-4532 2-s2.0-35349003328 2-s2.0-35349003328.pdf 9734333607975413 0000-0003-4141-0455 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.relation.none.fl_str_mv |
Revista de Ciências Farmacêuticas Básica e Aplicada 0,131 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
163-167 application/pdf |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
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Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
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1808129470270275584 |