Ring transformation of chromone-3-carboxamide under nucleophilic conditions

Detalhes bibliográficos
Autor(a) principal: Ibrahim,Magdy A.
Data de Publicação: 2013
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532013001100007
Resumo: The chemical reactivity of chromone-3-carboxamide was studied towards a series of nitrogen and carbon nucleophiles. Treatment of carboxamide with some primary amines gave chromane-2,4-diones. Condensation of carboxamide with hydrazine hydrate, phenyl hydrazine and hydroxylamine hydrochloride afforded chromenopyrazoles and chromenoisoxazole, respectively. Reaction of carboxamide with guanidine hydrochloride, cyanoguanidine and thiourea resulted in ring transformation producing chromenopyridines. The chemical behavior of carboxamide was also studied towards ethylenediamine, o-phenylenediamine, 2-aminophenol and 2-aminothiophenol. A variety of products were isolated from the reaction of carboxamide with some carbon nucleophiles.
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spelling Ring transformation of chromone-3-carboxamide under nucleophilic conditionschromone-3-carboxamidering transformationchromane-2,4-dioneschromeno[4,3-d]pyrimidinenitrogen and carbon nucleophilescyclocondensationThe chemical reactivity of chromone-3-carboxamide was studied towards a series of nitrogen and carbon nucleophiles. Treatment of carboxamide with some primary amines gave chromane-2,4-diones. Condensation of carboxamide with hydrazine hydrate, phenyl hydrazine and hydroxylamine hydrochloride afforded chromenopyrazoles and chromenoisoxazole, respectively. Reaction of carboxamide with guanidine hydrochloride, cyanoguanidine and thiourea resulted in ring transformation producing chromenopyridines. The chemical behavior of carboxamide was also studied towards ethylenediamine, o-phenylenediamine, 2-aminophenol and 2-aminothiophenol. A variety of products were isolated from the reaction of carboxamide with some carbon nucleophiles.Sociedade Brasileira de Química2013-11-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532013001100007Journal of the Brazilian Chemical Society v.24 n.11 2013reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.5935/0103-5053.20130220info:eu-repo/semantics/openAccessIbrahim,Magdy A.eng2013-11-19T00:00:00Zoai:scielo:S0103-50532013001100007Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2013-11-19T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Ring transformation of chromone-3-carboxamide under nucleophilic conditions
title Ring transformation of chromone-3-carboxamide under nucleophilic conditions
spellingShingle Ring transformation of chromone-3-carboxamide under nucleophilic conditions
Ibrahim,Magdy A.
chromone-3-carboxamide
ring transformation
chromane-2,4-diones
chromeno[4,3-d]pyrimidine
nitrogen and carbon nucleophiles
cyclocondensation
title_short Ring transformation of chromone-3-carboxamide under nucleophilic conditions
title_full Ring transformation of chromone-3-carboxamide under nucleophilic conditions
title_fullStr Ring transformation of chromone-3-carboxamide under nucleophilic conditions
title_full_unstemmed Ring transformation of chromone-3-carboxamide under nucleophilic conditions
title_sort Ring transformation of chromone-3-carboxamide under nucleophilic conditions
author Ibrahim,Magdy A.
author_facet Ibrahim,Magdy A.
author_role author
dc.contributor.author.fl_str_mv Ibrahim,Magdy A.
dc.subject.por.fl_str_mv chromone-3-carboxamide
ring transformation
chromane-2,4-diones
chromeno[4,3-d]pyrimidine
nitrogen and carbon nucleophiles
cyclocondensation
topic chromone-3-carboxamide
ring transformation
chromane-2,4-diones
chromeno[4,3-d]pyrimidine
nitrogen and carbon nucleophiles
cyclocondensation
description The chemical reactivity of chromone-3-carboxamide was studied towards a series of nitrogen and carbon nucleophiles. Treatment of carboxamide with some primary amines gave chromane-2,4-diones. Condensation of carboxamide with hydrazine hydrate, phenyl hydrazine and hydroxylamine hydrochloride afforded chromenopyrazoles and chromenoisoxazole, respectively. Reaction of carboxamide with guanidine hydrochloride, cyanoguanidine and thiourea resulted in ring transformation producing chromenopyridines. The chemical behavior of carboxamide was also studied towards ethylenediamine, o-phenylenediamine, 2-aminophenol and 2-aminothiophenol. A variety of products were isolated from the reaction of carboxamide with some carbon nucleophiles.
publishDate 2013
dc.date.none.fl_str_mv 2013-11-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532013001100007
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532013001100007
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.5935/0103-5053.20130220
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Journal of the Brazilian Chemical Society v.24 n.11 2013
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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