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Original Article

ECB. 2014; 3(12): 1104-1106


VILSMEIER-HAACK SYNTHESIS OF NEW STEROIDAL PYRAZOLES

Ayaz Mahmood Dar, Shamsuzzaman.



Abstract
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A novel expeditious and convenient synthesis of hitherto unknown 5α-cholestano [6,7-c]-5'-methyl-1'-carbothioic acid amide pyrazoles
based on the reaction of 5α-cholestan-6-one thiosemicarbazones with modified Vilsmeier-Haack reagent (H3C-CO-NH2/POCl3) is
described. The compounds presented here are novel scaffolds and have not been described before. Structural assignment of these newly
synthesized compounds was performed by IR, 1HNMR, 13CNMR, MS and analytical data. A general mechanistic scheme for these
reactions is also suggested based on the current and previous data.

Key words: Thiosemicarbazone, pyrazole, Vilsmeier-Haack, acetamide, POCl3





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