Synthesis of pyrazolo[4,3-e][1,2,4]triazolo[4,3-c]pyrimidines |
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Authors: | Abolghasem Davoodnia Rahele Zhiani Niloofar Tavakoli-Hoseini |
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Affiliation: | (1) Department of Chemistry, School of Sciences, Islamic Azad University, Mashhad, Iran |
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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. Correspondence: Abolghasem Davoodnia, Department of Chemistry, School of Sciences, Islamic Azad University, Mashhad Branch, Mashhad 91735-413, Iran. |
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Keywords: | Pyrazolo[4,3-e][1,2,4]triazolo[4,3-c]pyrimidines Phosphoryl chloride Hydrazine hydrate Triethylorthoesters Cyclocondensation. |
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