Solvent-Free Microwave-Assisted Synthesis of Novel 4-Hetarylpyrazolo[1,5-a][1,3,5]triazines

Solvent-Free Microwave-Assisted Synthesis of Novel 4-Hetarylpyrazolo[1,5-a][1,3,5]triazines

A series of novel 4‐hetaryl substituted pyrazolo[1,5‐a][1,3,5]triazines were synthesized by microwave assisted reaction between O,S‐diethyl hetaroylimidothiocarbonates and 5‐amino‐3‐aryl‐1H‐pyrazoles under solvent‐free conditions. This procedure led to the formation of mixtures of two new pyrazolotr...

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Veröffentlicht in:Journal of heterocyclic chemistry 2012-11, Vol.49 (6), p.1339-1345
Hauptverfasser: Insuasty, Henry, Estrada, Sandra, Quiroga, Jairo, Insuasty, Braulio, Abonia, Rodrigo, Nogueras, Manuel, Cobo, Justo
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container_end_page 1345
container_issue 6
container_start_page 1339
container_title Journal of heterocyclic chemistry
container_volume 49
creator Insuasty, Henry
Estrada, Sandra
Quiroga, Jairo
Insuasty, Braulio
Abonia, Rodrigo
Nogueras, Manuel
Cobo, Justo
description A series of novel 4‐hetaryl substituted pyrazolo[1,5‐a][1,3,5]triazines were synthesized by microwave assisted reaction between O,S‐diethyl hetaroylimidothiocarbonates and 5‐amino‐3‐aryl‐1H‐pyrazoles under solvent‐free conditions. This procedure led to the formation of mixtures of two new pyrazolotriazine derivatives in a 1:4 ratio, which were separated by column chromatography being their corresponding structures unambiguously established by spectroscopic and analytical techniques. Comparison of the reactions mediated by microwave irradiation and by conventional heating in solution of DMF showed that both procedures afforded the same mixtures of products, but the first approach required shorter reaction times and gave higher yields than the second one.
doi_str_mv 10.1002/jhet.974
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This procedure led to the formation of mixtures of two new pyrazolotriazine derivatives in a 1:4 ratio, which were separated by column chromatography being their corresponding structures unambiguously established by spectroscopic and analytical techniques. 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title Solvent-Free Microwave-Assisted Synthesis of Novel 4-Hetarylpyrazolo[1,5-a][1,3,5]triazines
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