Three practical approaches for the synthesis of novel 4,7-dihetarylpyrazolo[1,5-a] [1,3,5] triazines

Novel 4,7-dihetarylpyrazolo[1,5-a][1,3,5]triazines were synthesized from three different approaches. The first one, involved a one-step reaction between 5-amino-3-hetaryl-1H-pyrazoles and O,S-diethyl hetaroylimidothiocarbonates or S,S-diethyl hetaroylimidodithiocarbonates under solvent-free conditio...

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Fecha de publicación:
2012
Institución:
Ministerio de Ciencia Tecnología e Innovación
Repositorio:
Repositorio Institucional de Minciencias
Idioma:
eng
OAI Identifier:
oai:repositorio.minciencias.gov.co:20.500.14143/21974
Acceso en línea:
https://repositorio.minciencias.gov.co/handle/20.500.14143/21974
Palabra clave:
Radicales (química)
Síntesis (química orgánica)
Pyrazolo[1,5-a][1,3,5]triazines
O,S-Diethyl hetaroylimidothiocarbonates
S,S-Diethyl hetaroylimidodithiocarbonates
Amino H-pyrazoles
Pyrazolylthioureas
Reacciones químicas
Tecnología química
Compuestos orgánicos
Productos químicos orgánicos
Química orgánica
Residuos orgánicos
Rights
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http://purl.org/coar/access_right/c_f1cf
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network_acronym_str E-ANAQUEL2
network_name_str Repositorio Institucional de Minciencias
repository_id_str
spelling Three practical approaches for the synthesis of novel 4,7-dihetarylpyrazolo[1,5-a] [1,3,5] triazinesRadicales (química)Síntesis (química orgánica)Pyrazolo[1,5-a][1,3,5]triazinesO,S-Diethyl hetaroylimidothiocarbonatesS,S-Diethyl hetaroylimidodithiocarbonatesAmino H-pyrazolesPyrazolylthioureasReacciones químicasTecnología químicaCompuestos orgánicosProductos químicos orgánicosQuímica orgánicaResiduos orgánicosNovel 4,7-dihetarylpyrazolo[1,5-a][1,3,5]triazines were synthesized from three different approaches. The first one, involved a one-step reaction between 5-amino-3-hetaryl-1H-pyrazoles and O,S-diethyl hetaroylimidothiocarbonates or S,S-diethyl hetaroylimidodithiocarbonates under solvent-free conditions employing microwave irradiation as the energy source. In the second approach, conventional heating under reflux in DMF as solvent was used instead of the microwave irradiation; and the third one was achieved from a two-step sequence through the treatment of 5-amino-3-hetaryl-1H-pyrazoles with hetaroyl isothiocyanates and the subsequent S-alkylation and cyclization process in DMF as solvent. Some intermediates were isolated and characterized to support the regiochemistry of the studied reactions. The structures of the new compounds were unambiguously established by spectroscopic and analytical techniques.Departamento Administrativo de Ciencia, Tecnología e Innovación [CO] Colciencias1104-489-25175Síntesis de nuevas pirazolo[1,5-a]-1,3,5-triazinas sustituidas con fragmentos amino y anillos heterocíclicos de reconocida bioactividad, en condiciones libre de disolvente, empleando irradiación con microondasno2018-09-26T20:16:06Z2018-09-26T20:16:06Z2012info:eu-repo/date/embargoEnd/2024-01-31Artículo científicoinfo:eu-repo/semantics/articlehttp://purl.org/coar/version/c_970fb48d4fbd8a85http://purl.org/coar/resource_type/c_2df8fbb1pdf7 páginasapplication/pdfhttps://repositorio.minciencias.gov.co/handle/20.500.14143/2197410.1016/j.tet.2012.09.029Tetrahedron 68 (2012) 9384e9390Contiene 11 referencias bibliográficas. Véase el documento adjuntoengSíntesis de nuevas pirazolo [1,5-a] -1,3,5- triazinas sustituidas con fragmentos amino y anillos heterocíclicos de reconocida bioactividad, en condiciones libre de disolvente, empleando irradiación con microondas. La publicación completa está disponible en : <a href="http://repositorio.colciencias.gov.co:80/handle/11146/21973" target="blank">http://repositorio.colciencias.gov.co:80/handle/11146/21973</a>Pasto, Nariñohttp://purl.org/coar/access_right/c_f1cfInsuasty Insuasty, Henry EdgardoInsuasty Obando, Braulio ArgiroCastro, EdisonQuiroga Pueyo, JairoAbonia González, RodrigoNogueras, ManuelCobo, Justooai:repositorio.minciencias.gov.co:20.500.14143/219742023-11-29T17:41:14Z
dc.title.none.fl_str_mv Three practical approaches for the synthesis of novel 4,7-dihetarylpyrazolo[1,5-a] [1,3,5] triazines
title Three practical approaches for the synthesis of novel 4,7-dihetarylpyrazolo[1,5-a] [1,3,5] triazines
spellingShingle Three practical approaches for the synthesis of novel 4,7-dihetarylpyrazolo[1,5-a] [1,3,5] triazines
Radicales (química)
Síntesis (química orgánica)
Pyrazolo[1,5-a][1,3,5]triazines
O,S-Diethyl hetaroylimidothiocarbonates
S,S-Diethyl hetaroylimidodithiocarbonates
Amino H-pyrazoles
Pyrazolylthioureas
Reacciones químicas
Tecnología química
Compuestos orgánicos
Productos químicos orgánicos
Química orgánica
Residuos orgánicos
title_short Three practical approaches for the synthesis of novel 4,7-dihetarylpyrazolo[1,5-a] [1,3,5] triazines
title_full Three practical approaches for the synthesis of novel 4,7-dihetarylpyrazolo[1,5-a] [1,3,5] triazines
title_fullStr Three practical approaches for the synthesis of novel 4,7-dihetarylpyrazolo[1,5-a] [1,3,5] triazines
title_full_unstemmed Three practical approaches for the synthesis of novel 4,7-dihetarylpyrazolo[1,5-a] [1,3,5] triazines
title_sort Three practical approaches for the synthesis of novel 4,7-dihetarylpyrazolo[1,5-a] [1,3,5] triazines
dc.subject.none.fl_str_mv Radicales (química)
Síntesis (química orgánica)
Pyrazolo[1,5-a][1,3,5]triazines
O,S-Diethyl hetaroylimidothiocarbonates
S,S-Diethyl hetaroylimidodithiocarbonates
Amino H-pyrazoles
Pyrazolylthioureas
Reacciones químicas
Tecnología química
Compuestos orgánicos
Productos químicos orgánicos
Química orgánica
Residuos orgánicos
topic Radicales (química)
Síntesis (química orgánica)
Pyrazolo[1,5-a][1,3,5]triazines
O,S-Diethyl hetaroylimidothiocarbonates
S,S-Diethyl hetaroylimidodithiocarbonates
Amino H-pyrazoles
Pyrazolylthioureas
Reacciones químicas
Tecnología química
Compuestos orgánicos
Productos químicos orgánicos
Química orgánica
Residuos orgánicos
description Novel 4,7-dihetarylpyrazolo[1,5-a][1,3,5]triazines were synthesized from three different approaches. The first one, involved a one-step reaction between 5-amino-3-hetaryl-1H-pyrazoles and O,S-diethyl hetaroylimidothiocarbonates or S,S-diethyl hetaroylimidodithiocarbonates under solvent-free conditions employing microwave irradiation as the energy source. In the second approach, conventional heating under reflux in DMF as solvent was used instead of the microwave irradiation; and the third one was achieved from a two-step sequence through the treatment of 5-amino-3-hetaryl-1H-pyrazoles with hetaroyl isothiocyanates and the subsequent S-alkylation and cyclization process in DMF as solvent. Some intermediates were isolated and characterized to support the regiochemistry of the studied reactions. The structures of the new compounds were unambiguously established by spectroscopic and analytical techniques.
publishDate 2012
dc.date.none.fl_str_mv 2012
2018-09-26T20:16:06Z
2018-09-26T20:16:06Z
info:eu-repo/date/embargoEnd/2024-01-31
dc.type.none.fl_str_mv Artículo científico
info:eu-repo/semantics/article
dc.type.coarversion.fl_str_mv http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.coar.fl_str_mv http://purl.org/coar/resource_type/c_2df8fbb1
dc.identifier.none.fl_str_mv https://repositorio.minciencias.gov.co/handle/20.500.14143/21974
10.1016/j.tet.2012.09.029
url https://repositorio.minciencias.gov.co/handle/20.500.14143/21974
identifier_str_mv 10.1016/j.tet.2012.09.029
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Síntesis de nuevas pirazolo [1,5-a] -1,3,5- triazinas sustituidas con fragmentos amino y anillos heterocíclicos de reconocida bioactividad, en condiciones libre de disolvente, empleando irradiación con microondas. La publicación completa está disponible en : <a href="http://repositorio.colciencias.gov.co:80/handle/11146/21973" target="blank">http://repositorio.colciencias.gov.co:80/handle/11146/21973</a>
dc.rights.coar.fl_str_mv http://purl.org/coar/access_right/c_f1cf
rights_invalid_str_mv http://purl.org/coar/access_right/c_f1cf
dc.format.none.fl_str_mv pdf
7 páginas
application/pdf
dc.coverage.none.fl_str_mv Pasto, Nariño
dc.source.none.fl_str_mv Tetrahedron 68 (2012) 9384e9390
Contiene 11 referencias bibliográficas. Véase el documento adjunto
institution Ministerio de Ciencia Tecnología e Innovación
repository.name.fl_str_mv
repository.mail.fl_str_mv
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