β-Alcoxivinil halometil cetonas: síntese e aplicação na obtenção de haloaril enaminonas, Bis-haloarilenaminonas e 5-diclorometil-3-metil-1H-pirazóis.
Ano de defesa: | 2005 |
---|---|
Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | , |
Tipo de documento: | Tese |
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/1/4163 |
Resumo: | The synthesis of a series of β-enamines compounds [R2C(O)CH=C(R1)NR3R4, where R2 = CF3, CCl3, CHCl2; R3/R4 = H/Ph, H/4-F-C6H4, H/CH2Ph, H/CH2CH2OH, Me/Ph, Me/n-Bu, Et/ Et, -(CH2)4-, Me/Me] from the reaction of β-alkoxyvinyl halomethyl ketones with amines in solvent free conditions is reported. This reactional conditions showed the improvement in yields, decrease in the reaction time, and low cost of the reagents. In this work it was also accomplished a study about the synthetic potential of 4-metoxy-1,1-dichloro-3-penten-2-one as a CCC block in cyclizations [3+2] with hydrazine hydrochloride, phenylhydrazine hydrochloride, semicarbazide hydrochloride, aminoguanidine hydrochloride, and dimethylhydrazine dihydrochloride to leave to a series of 5-dichloromethyl-3-methyl-1Hpyrazoles. |
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2008-07-182008-07-182005-09-12PERES, Rodrigo Loreto. β-Alkoxyvinyl halomethyl ketones: synthesis and application in obtaining of haloaryl enaminones, bis-haloarylenaminones, and 5-dichloromethyl-3-methyl-1H-pyrazoles.. 2005. 225 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2005.http://repositorio.ufsm.br/handle/1/4163The synthesis of a series of β-enamines compounds [R2C(O)CH=C(R1)NR3R4, where R2 = CF3, CCl3, CHCl2; R3/R4 = H/Ph, H/4-F-C6H4, H/CH2Ph, H/CH2CH2OH, Me/Ph, Me/n-Bu, Et/ Et, -(CH2)4-, Me/Me] from the reaction of β-alkoxyvinyl halomethyl ketones with amines in solvent free conditions is reported. This reactional conditions showed the improvement in yields, decrease in the reaction time, and low cost of the reagents. In this work it was also accomplished a study about the synthetic potential of 4-metoxy-1,1-dichloro-3-penten-2-one as a CCC block in cyclizations [3+2] with hydrazine hydrochloride, phenylhydrazine hydrochloride, semicarbazide hydrochloride, aminoguanidine hydrochloride, and dimethylhydrazine dihydrochloride to leave to a series of 5-dichloromethyl-3-methyl-1Hpyrazoles.Este trabalho apresenta a síntese de uma série de β- enamino compostos [R2C(O)CH=C(R1)NR3R4, onde R2 = CF3, CCl3, CHCl2; R3/R4 = H/Ph, H/4-F-C6H4, H/CH2Ph , H/CH2CH2OH, Me/Ph, Me/n-Bu, Et/Et, -(CH2)4-, Me/Me] a partir da reação de β-alcoxivinil halometil cetonas com a correspondente amina, sem a utilização de solvente. A otimização do processo é evidenciada nos rendimentos obtidos e, em alguns casos, importante diminuição no tempo reacional bem como no custo dos reagentes precursores. Também é abordado nesse trabalho um estudo do potencial sintético da 4-metoxi-1,1-dicloro-3-penten-2-ona na síntese de uma série de 5-diclorometil-3-metil-1H-pirazóis, através da reação com cloridrato de hidrazina, cloridrato de fenilidrazina, cloridrato de semicarbazida, cloridrato de aminoguanidina e dicloridrato de dimetilidrazina.Conselho Nacional de Desenvolvimento Científico e Tecnológicoapplication/pdfporUniversidade Federal de Santa MariaPrograma de Pós-Graduação em QuímicaUFSMBRQuímicaTrialoacetilaçãoPirazoisEnaminonasBishaloacilenaminonasCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICAβ-Alcoxivinil halometil cetonas: síntese e aplicação na obtenção de haloaril enaminonas, Bis-haloarilenaminonas e 5-diclorometil-3-metil-1H-pirazóis.β-Alkoxyvinyl halomethyl ketones: synthesis and application in obtaining of haloaryl enaminones, bis-haloarylenaminones, and 5-dichloromethyl-3-methyl-1H-pyrazoles.info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisMartins, Marcos Antonio Pintohttp://lattes.cnpq.br/6457412713967642Zanatta, Nilohttp://lattes.cnpq.br/0719465062354576Bonacorso, Helio Gauzehttp://lattes.cnpq.br/7275608974248322http://lattes.cnpq.br/4301232947879065Peres, Rodrigo Loreto100600000000400300300300300c28419d9-6027-4f9c-acd2-76e8067a85d12cbf2c08-460c-45e3-9877-dd1d372b730612036c3b-18f6-4b7d-ad7e-5fd56bfce1d76112c8ea-0206-4324-bf67-465ff831088finfo:eu-repo/semantics/openAccessreponame:Manancial - Repositório Digital da UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALRODRIGOLEORETOPERES1.pdfapplication/pdf494523http://repositorio.ufsm.br/bitstream/1/4163/1/RODRIGOLEORETOPERES1.pdfbeb174755d71a4d090a32f41bc539fe8MD51RODRIGOLEORETOPERES2.pdfRODRIGOLEORETOPERES2.pdfapplication/pdf6243136http://repositorio.ufsm.br/bitstream/1/4163/4/RODRIGOLEORETOPERES2.pdfbe66967d42774aa5efd683151a2dbd5aMD54RODRIGOLEORETOPERES3.pdfRODRIGOLEORETOPERES3.pdfapplication/pdf12038189http://repositorio.ufsm.br/bitstream/1/4163/5/RODRIGOLEORETOPERES3.pdf3298a1369f3fd4de0c9e94265fb6e0faMD55RODRIGOLEORETOPERES4.pdfRODRIGOLEORETOPERES4.pdfapplication/pdf41357797http://repositorio.ufsm.br/bitstream/1/4163/6/RODRIGOLEORETOPERES4.pdfd94ad0c1ae285aabfd76aaefab5e20a1MD56TEXTRODRIGOLEORETOPERES1.pdf.txtRODRIGOLEORETOPERES1.pdf.txtExtracted texttext/plain160946http://repositorio.ufsm.br/bitstream/1/4163/2/RODRIGOLEORETOPERES1.pdf.txt3dc387b6952ebe079e58c2e1856e3ee5MD52RODRIGOLEORETOPERES2.pdf.txtRODRIGOLEORETOPERES2.pdf.txtExtracted texttext/plain16753http://repositorio.ufsm.br/bitstream/1/4163/7/RODRIGOLEORETOPERES2.pdf.txt2324dd1a28aa1326e3692865da5a2627MD57RODRIGOLEORETOPERES3.pdf.txtRODRIGOLEORETOPERES3.pdf.txtExtracted texttext/plain21124http://repositorio.ufsm.br/bitstream/1/4163/9/RODRIGOLEORETOPERES3.pdf.txteb1f22bdb7c7af5b1b0b136d2c30c908MD59RODRIGOLEORETOPERES4.pdf.txtRODRIGOLEORETOPERES4.pdf.txtExtracted texttext/plain11108http://repositorio.ufsm.br/bitstream/1/4163/11/RODRIGOLEORETOPERES4.pdf.txt0fecbf87e2ccf7267b420b9e43c8ca4fMD511THUMBNAILRODRIGOLEORETOPERES1.pdf.jpgRODRIGOLEORETOPERES1.pdf.jpgIM Thumbnailimage/jpeg4820http://repositorio.ufsm.br/bitstream/1/4163/3/RODRIGOLEORETOPERES1.pdf.jpg747f6ab231f8d60b9709395acddd05a2MD53RODRIGOLEORETOPERES2.pdf.jpgRODRIGOLEORETOPERES2.pdf.jpgIM Thumbnailimage/jpeg6135http://repositorio.ufsm.br/bitstream/1/4163/8/RODRIGOLEORETOPERES2.pdf.jpg9460b955d5bd187eb8b5897a6015d027MD58RODRIGOLEORETOPERES3.pdf.jpgRODRIGOLEORETOPERES3.pdf.jpgIM Thumbnailimage/jpeg6442http://repositorio.ufsm.br/bitstream/1/4163/10/RODRIGOLEORETOPERES3.pdf.jpgf61cbadf1786cca64710bfe687b11991MD510RODRIGOLEORETOPERES4.pdf.jpgRODRIGOLEORETOPERES4.pdf.jpgIM Thumbnailimage/jpeg6071http://repositorio.ufsm.br/bitstream/1/4163/12/RODRIGOLEORETOPERES4.pdf.jpg16ff62952d76784cf90d3efd6d86c149MD5121/41632022-04-12 09:49:44.142oai:repositorio.ufsm.br:1/4163Repositório Institucionalhttp://repositorio.ufsm.br/PUBhttp://repositorio.ufsm.br/oai/requestopendoar:39132022-04-12T12:49:44Manancial - Repositório Digital da UFSM - Universidade Federal de Santa Maria (UFSM)false |
dc.title.por.fl_str_mv |
β-Alcoxivinil halometil cetonas: síntese e aplicação na obtenção de haloaril enaminonas, Bis-haloarilenaminonas e 5-diclorometil-3-metil-1H-pirazóis. |
dc.title.alternative.eng.fl_str_mv |
β-Alkoxyvinyl halomethyl ketones: synthesis and application in obtaining of haloaryl enaminones, bis-haloarylenaminones, and 5-dichloromethyl-3-methyl-1H-pyrazoles. |
title |
β-Alcoxivinil halometil cetonas: síntese e aplicação na obtenção de haloaril enaminonas, Bis-haloarilenaminonas e 5-diclorometil-3-metil-1H-pirazóis. |
spellingShingle |
β-Alcoxivinil halometil cetonas: síntese e aplicação na obtenção de haloaril enaminonas, Bis-haloarilenaminonas e 5-diclorometil-3-metil-1H-pirazóis. Peres, Rodrigo Loreto Trialoacetilação Pirazois Enaminonas Bishaloacilenaminonas CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
β-Alcoxivinil halometil cetonas: síntese e aplicação na obtenção de haloaril enaminonas, Bis-haloarilenaminonas e 5-diclorometil-3-metil-1H-pirazóis. |
title_full |
β-Alcoxivinil halometil cetonas: síntese e aplicação na obtenção de haloaril enaminonas, Bis-haloarilenaminonas e 5-diclorometil-3-metil-1H-pirazóis. |
title_fullStr |
β-Alcoxivinil halometil cetonas: síntese e aplicação na obtenção de haloaril enaminonas, Bis-haloarilenaminonas e 5-diclorometil-3-metil-1H-pirazóis. |
title_full_unstemmed |
β-Alcoxivinil halometil cetonas: síntese e aplicação na obtenção de haloaril enaminonas, Bis-haloarilenaminonas e 5-diclorometil-3-metil-1H-pirazóis. |
title_sort |
β-Alcoxivinil halometil cetonas: síntese e aplicação na obtenção de haloaril enaminonas, Bis-haloarilenaminonas e 5-diclorometil-3-metil-1H-pirazóis. |
author |
Peres, Rodrigo Loreto |
author_facet |
Peres, Rodrigo Loreto |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Martins, Marcos Antonio Pinto |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/6457412713967642 |
dc.contributor.referee1.fl_str_mv |
Zanatta, Nilo |
dc.contributor.referee1Lattes.fl_str_mv |
http://lattes.cnpq.br/0719465062354576 |
dc.contributor.referee2.fl_str_mv |
Bonacorso, Helio Gauze |
dc.contributor.referee2Lattes.fl_str_mv |
http://lattes.cnpq.br/7275608974248322 |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/4301232947879065 |
dc.contributor.author.fl_str_mv |
Peres, Rodrigo Loreto |
contributor_str_mv |
Martins, Marcos Antonio Pinto Zanatta, Nilo Bonacorso, Helio Gauze |
dc.subject.por.fl_str_mv |
Trialoacetilação Pirazois Enaminonas Bishaloacilenaminonas |
topic |
Trialoacetilação Pirazois Enaminonas Bishaloacilenaminonas CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.cnpq.fl_str_mv |
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
The synthesis of a series of β-enamines compounds [R2C(O)CH=C(R1)NR3R4, where R2 = CF3, CCl3, CHCl2; R3/R4 = H/Ph, H/4-F-C6H4, H/CH2Ph, H/CH2CH2OH, Me/Ph, Me/n-Bu, Et/ Et, -(CH2)4-, Me/Me] from the reaction of β-alkoxyvinyl halomethyl ketones with amines in solvent free conditions is reported. This reactional conditions showed the improvement in yields, decrease in the reaction time, and low cost of the reagents. In this work it was also accomplished a study about the synthetic potential of 4-metoxy-1,1-dichloro-3-penten-2-one as a CCC block in cyclizations [3+2] with hydrazine hydrochloride, phenylhydrazine hydrochloride, semicarbazide hydrochloride, aminoguanidine hydrochloride, and dimethylhydrazine dihydrochloride to leave to a series of 5-dichloromethyl-3-methyl-1Hpyrazoles. |
publishDate |
2005 |
dc.date.issued.fl_str_mv |
2005-09-12 |
dc.date.accessioned.fl_str_mv |
2008-07-18 |
dc.date.available.fl_str_mv |
2008-07-18 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/doctoralThesis |
format |
doctoralThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
PERES, Rodrigo Loreto. β-Alkoxyvinyl halomethyl ketones: synthesis and application in obtaining of haloaryl enaminones, bis-haloarylenaminones, and 5-dichloromethyl-3-methyl-1H-pyrazoles.. 2005. 225 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2005. |
dc.identifier.uri.fl_str_mv |
http://repositorio.ufsm.br/handle/1/4163 |
identifier_str_mv |
PERES, Rodrigo Loreto. β-Alkoxyvinyl halomethyl ketones: synthesis and application in obtaining of haloaryl enaminones, bis-haloarylenaminones, and 5-dichloromethyl-3-methyl-1H-pyrazoles.. 2005. 225 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2005. |
url |
http://repositorio.ufsm.br/handle/1/4163 |
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por |
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100600000000 |
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400 300 300 300 300 |
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info:eu-repo/semantics/openAccess |
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openAccess |
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Universidade Federal de Santa Maria |
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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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