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A facile one-pot synthesis of 3-imidazolyl 1,2,4-triazoles and 1,2,4-oxadiazolones

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Resumo:5-(5-Amino imidazole-4-yl)-1,2,4-triazol-3-ones were obtained under mild experimental conditions from 5-amino-4-(N-ethoxycarbonyl) cyanoformimidoyl imidazoles and hydrazine in a rapid one-pot reaction. When hydroxylamine hydrochloride was used, in the presence of base, the corresponding 1,2,4-oxadiazol-5-ones were isolated. An equally fast reaction occurred when 5-amino-4-(N-acetyl/benzoyl) cyanoformimidoyl imidazoles were combined with hydrazine to give 5-(5-amino imidazole-4-yl)-1,2,4-triazoles.
Autores principais:Dias, Alice
Outros Autores:Cabral, Isabel; Vila-Chã, Sofia; Cunha, Daniela; Senhorães, Nádia; Nobre, Sandra; Sousa, Cristina; Proença, M. Fernanda R. P.
Assunto:Heterocycles Cyclization Ring closure Imidazole 1,2,4-triazole 1,2,4-oxadiazole
Ano:2010
País:Portugal
Tipo de documento:artigo
Tipo de acesso:acesso restrito
Instituição associada:Universidade do Minho
Idioma:inglês
Origem:RepositóriUM - Universidade do Minho
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author Dias, Alice
author2 Cabral, Isabel
Vila-Chã, Sofia
Cunha, Daniela
Senhorães, Nádia
Nobre, Sandra
Sousa, Cristina
Proença, M. Fernanda R. P.
author2_role author
author
author
author
author
author
author
author_facet Dias, Alice
Cabral, Isabel
Vila-Chã, Sofia
Cunha, Daniela
Senhorães, Nádia
Nobre, Sandra
Sousa, Cristina
Proença, M. Fernanda R. P.
author_role author
contributor_name_str_mv Universidade do Minho
country_str PT
creators_json_txt [{\"Person.name\":\"Dias, Alice\"},{\"Person.name\":\"Cabral, Isabel\"},{\"Person.name\":\"Vila-Chã, Sofia\"},{\"Person.name\":\"Cunha, Daniela\"},{\"Person.name\":\"Senhorães, Nádia\"},{\"Person.name\":\"Nobre, Sandra\"},{\"Person.name\":\"Sousa, Cristina\"},{\"Person.name\":\"Proença, M. Fernanda R. P.\"}]
datacite.contributors.contributor.contributorName.fl_str_mv Universidade do Minho
datacite.creators.creator.creatorName.fl_str_mv Dias, Alice
Cabral, Isabel
Vila-Chã, Sofia
Cunha, Daniela
Senhorães, Nádia
Nobre, Sandra
Sousa, Cristina
Proença, M. Fernanda R. P.
datacite.date.Accepted.fl_str_mv 2010-01-01T00:00:00Z
datacite.date.available.fl_str_mv 2011-12-19T12:25:12Z
datacite.date.embargoed.fl_str_mv 2011-12-19T12:25:12Z
datacite.rights.fl_str_mv http://purl.org/coar/access_right/c_16ec
datacite.subjects.subject.fl_str_mv Heterocycles
Cyclization
Ring closure
Imidazole
1,2,4-triazole
1,2,4-oxadiazole
datacite.titles.title.fl_str_mv A facile one-pot synthesis of 3-imidazolyl 1,2,4-triazoles and 1,2,4-oxadiazolones
dc.contributor.none.fl_str_mv Universidade do Minho
dc.creator.none.fl_str_mv Dias, Alice
Cabral, Isabel
Vila-Chã, Sofia
Cunha, Daniela
Senhorães, Nádia
Nobre, Sandra
Sousa, Cristina
Proença, M. Fernanda R. P.
dc.date.Accepted.fl_str_mv 2010-01-01T00:00:00Z
dc.date.available.fl_str_mv 2011-12-19T12:25:12Z
dc.date.embargoed.fl_str_mv 2011-12-19T12:25:12Z
dc.format.none.fl_str_mv application/pdf
dc.identifier.none.fl_str_mv https://hdl.handle.net/1822/15410
dc.language.none.fl_str_mv eng
dc.publisher.none.fl_str_mv Thieme Medical Publishers
dc.rights.none.fl_str_mv http://purl.org/coar/access_right/c_16ec
dc.subject.none.fl_str_mv Heterocycles
Cyclization
Ring closure
Imidazole
1,2,4-triazole
1,2,4-oxadiazole
dc.title.fl_str_mv A facile one-pot synthesis of 3-imidazolyl 1,2,4-triazoles and 1,2,4-oxadiazolones
dc.type.none.fl_str_mv http://purl.org/coar/resource_type/c_6501
description 5-(5-Amino imidazole-4-yl)-1,2,4-triazol-3-ones were obtained under mild experimental conditions from 5-amino-4-(N-ethoxycarbonyl) cyanoformimidoyl imidazoles and hydrazine in a rapid one-pot reaction. When hydroxylamine hydrochloride was used, in the presence of base, the corresponding 1,2,4-oxadiazol-5-ones were isolated. An equally fast reaction occurred when 5-amino-4-(N-acetyl/benzoyl) cyanoformimidoyl imidazoles were combined with hydrazine to give 5-(5-amino imidazole-4-yl)-1,2,4-triazoles.
dirty 0
eu_rights_str_mv restrictedAccess
format article
fulltext.url.fl_str_mv https://prod-dspace.uminho.pt/bitstreams/86b0de63-6f55-4a53-a617-c4a0565528ba/download
id rum_08026a3d1da222863ea0be72c376b821
identifier.url.fl_str_mv https://hdl.handle.net/1822/15410
instacron_str repositorium
institution Universidade do Minho
instname_str Universidade do Minho
language eng
network_acronym_str rum
network_name_str RepositóriUM - Universidade do Minho
oai_identifier_str oai:repositorium.uminho.pt:1822/15410
organization_str_mv urn:organizationAcronym:repositorium
person_str_mv Dias, Alice
Cabral, Isabel
Vila-Chã, Sofia
Cunha, Daniela
Senhorães, Nádia
Nobre, Sandra
Sousa, Cristina
Proença, M. Fernanda R. P.
publishDate 2010
publisher.none.fl_str_mv Thieme Medical Publishers
reponame_str RepositóriUM - Universidade do Minho
repository_id_str urn:repositoryAcronym:rum
service_str_mv urn:repositoryAcronym:rum
spelling engThieme Medical Publisherspor5-(5-Amino imidazole-4-yl)-1,2,4-triazol-3-ones were obtained under mild experimental conditions from 5-amino-4-(N-ethoxycarbonyl) cyanoformimidoyl imidazoles and hydrazine in a rapid one-pot reaction. When hydroxylamine hydrochloride was used, in the presence of base, the corresponding 1,2,4-oxadiazol-5-ones were isolated. An equally fast reaction occurred when 5-amino-4-(N-acetyl/benzoyl) cyanoformimidoyl imidazoles were combined with hydrazine to give 5-(5-amino imidazole-4-yl)-1,2,4-triazoles.application/pdfporA facile one-pot synthesis of 3-imidazolyl 1,2,4-triazoles and 1,2,4-oxadiazolonesDias, AliceCabral, IsabelVila-Chã, SofiaCunha, DanielaSenhorães, NádiaNobre, SandraSousa, CristinaProença, M. Fernanda R. P.HostingInstitutionOrganizationalUniversidade do Minhoe-mailmailto:repositorium@usdb.uminho.ptrepositorium@usdb.uminho.ptISSNIsPartOf0936-5214DOIIsPartOf10.1055/s-0030-12588202011-12-19T12:25:12Z20102011-08-112010-01-01T00:00:00ZHandlehttps://hdl.handle.net/1822/15410http://purl.org/coar/access_right/c_16ecrestricted accessHeterocyclesCyclizationRing closureImidazole1,2,4-triazole1,2,4-oxadiazole122364 bytesliteraturehttp://purl.org/coar/resource_type/c_6501journal articlehttp://purl.org/coar/access_right/c_16ecapplication/pdffulltexthttps://prod-dspace.uminho.pt/bitstreams/86b0de63-6f55-4a53-a617-c4a0565528ba/download
spellingShingle A facile one-pot synthesis of 3-imidazolyl 1,2,4-triazoles and 1,2,4-oxadiazolones
Dias, Alice
Heterocycles
Cyclization
Ring closure
Imidazole
1,2,4-triazole
1,2,4-oxadiazole
status SINGLETON
subject.fl_str_mv Heterocycles
Cyclization
Ring closure
Imidazole
1,2,4-triazole
1,2,4-oxadiazole
title A facile one-pot synthesis of 3-imidazolyl 1,2,4-triazoles and 1,2,4-oxadiazolones
title_full A facile one-pot synthesis of 3-imidazolyl 1,2,4-triazoles and 1,2,4-oxadiazolones
title_fullStr A facile one-pot synthesis of 3-imidazolyl 1,2,4-triazoles and 1,2,4-oxadiazolones
title_full_unstemmed A facile one-pot synthesis of 3-imidazolyl 1,2,4-triazoles and 1,2,4-oxadiazolones
title_short A facile one-pot synthesis of 3-imidazolyl 1,2,4-triazoles and 1,2,4-oxadiazolones
title_sort A facile one-pot synthesis of 3-imidazolyl 1,2,4-triazoles and 1,2,4-oxadiazolones
topic Heterocycles
Cyclization
Ring closure
Imidazole
1,2,4-triazole
1,2,4-oxadiazole
topic_facet Heterocycles
Cyclization
Ring closure
Imidazole
1,2,4-triazole
1,2,4-oxadiazole
url https://hdl.handle.net/1822/15410
visible 1