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Synthesis of pyrazolo[4,3-e][1,2,4]triazolo[4,3-c]pyrimidines

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Abstract

Starting from 1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-ones, a synthesis pathway to the tricyclic pyrazolo[4,3-e][1,2,4]triazolo[4,3-c]pyrimidines is described. Reaction of 1,5-dihydro-4H-pyrazolo[3,4-d] pyrimidin-4-ones with phosphoryl chloride afforded the corresponding 4-chloro-1H-pyrazolo[3,4-d]pyrimidines. Treatment of these compounds with hydrazine hydrate at reflux temperature gave the hydrazino derivatives, which were subsequently cyclized to the titled compounds on heating with orthoesters in ethanol.

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Authors and Affiliations

  1. Department of Chemistry, School of Sciences, Islamic Azad University, Mashhad, Iran

    Abolghasem Davoodnia, Rahele Zhiani & Niloofar Tavakoli-Hoseini

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  1. Abolghasem Davoodnia
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  2. Rahele Zhiani
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  3. Niloofar Tavakoli-Hoseini
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Correspondence to Abolghasem Davoodnia.

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Correspondence: Abolghasem Davoodnia, Department of Chemistry, School of Sciences, Islamic Azad University, Mashhad Branch, Mashhad 91735-413, Iran.

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Davoodnia, A., Zhiani, R. & Tavakoli-Hoseini, N. Synthesis of pyrazolo[4,3-e][1,2,4]triazolo[4,3-c]pyrimidines. Monatsh Chem 139, 1405–1407 (2008). https://doi.org/10.1007/s00706-008-0939-8

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  • DOI: https://doi.org/10.1007/s00706-008-0939-8

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