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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Autores:
Tipo de recurso:
Fecha de publicación:
2012
Institución:
Ministerio de Ciencia, Tecnología e Innovación
Repositorio:
Repositorio 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
License
http://purl.org/coar/access_right/c_f1cf
Description
Summary: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.