FACILE AND EFFICIENT SYNTHESIS OF A NEW CLASS OF PYRAZOLO[1,5-<i>a</i>]PYRIMIDINE DERIVATIVES <i>via</i> ONE-POT MULTICOMPONENT REACTIONS

Authors

  • A. El-Mekabaty Chemistry Department, Faculty of Science, Mansoura University, El-Gomhoria Street, 35516 Mansoura, Egypt
  • A. Hasel Chemistry Department, Faculty of Science, Mansoura University, El-Gomhoria Street, 35516 Mansoura, Egypt

DOI:

https://doi.org/10.1007/1840

Keywords:

pyrazole, pyrazolo[1, 5-a]pyrimidines, triethyl orthoformate, thiazole, three-component synthesis

Abstract

A novel multicomponent synthesis of highly substituted pyrazolo[1,5-a]pyrimidine derivatives starting from simple and readily available reactants is described. Threecomponent condensation of 4-(thiazol-2-yldiazenyl)-1H-pyrazole-3,5-diamine with triethyl orthoformate and carbonyl compounds or nitriles containing an activated methylene group gave substituted pyrazolo[1,5-a]pyrimidines. An analogous reaction of 4-(thiazol-2-yldiazenyl)-1H-pyrazole-3,5-diamine with ethyl acetoacetate and benzaldehyde in an effective one-pot process furnished ethyl 2-amino-5-methyl-7-phenyl-3-(thiazol-2-yldiazenyl)-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate.

How to Cite
El-Mekabaty, A.; Hasel, A. M.Chem. Heterocycl. Compd. 2015, 50, 1608. [Khim. Geterotsikl. Soedin. 2014, 1749.]

For this article in the English edition see DOI 10.1007/s10593-014-1630-0

Author Biographies

A. El-Mekabaty, Chemistry Department, Faculty of Science, Mansoura University, El-Gomhoria Street, 35516 Mansoura, Egypt

Ahmed El-Mekabaty
Chemistry Department

A. Hasel, Chemistry Department, Faculty of Science, Mansoura University, El-Gomhoria Street, 35516 Mansoura, Egypt

Ali Hassel

Chemistry Department

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Published

2014-11-12

Issue

No. 11 (2014)

Section

Original Papers