A chemoselective synthesis of 7-amino-5-aryl-2-hydroxy-3-(aryldiazenylpyrazolo[1,5-a]pyrimidine-6-
carbonitriles and 4-((7-amino-6-cyano-2-hydroxy-5-arylpyrazolo[1,5-a]pyrimidine-3-yl)diazenyl)benzenesulfonamides
through three-component reaction of 3-aminopyrazoles, aldehydes and malononitrile in the presence of base catalysts
such as sodium acetate, pyridine and high surface area MgO is reported. 3-Amino pyrazoles were prepared by refluxing
of ethyl(arylazo) cyanoacetates with hydrazine hydrate in ethanol. Structures of the new compounds were established by
their spectral data and theoretical results. Density Functional Theory (DFT) calculations have been performed to optimize
the structure of products. The theoretical results are in good agreement with experimental findings. The theoretical results
are compared with the experimetal data. DFT calculations reveal that the enol form of 6 is the most stable molecule.
Keywords: Chemoselective, three component reaction, 3-aminopyrazoles, malononitrile, pyrazolo[1, 5-a]pyrimidines, Density
Functional Theroy (DFT).
Rights & PermissionsPrintExport