Synthesis of New Heterocyclic Compounds with More Than One Heteroatom with Anticipated Biological Adivity

Abstract

The present work deals with the synthesis of heterocyclic compounds having more than one heteroatom in the ring.

The products which were obtained via simple and available starting materials, namely, thiosemicarbazide and a,f3-unsaturated ketones (162) are expected to have biological activity.

The reaction ofthiosemicarbazide with a,f3-unsaturated ketones (162a-h) under controlled conditions gave rise to the pyrazolines (89a-c) and not the carbazones (160) or the pyrimidines (161).

The acetylation of (163a,d) with acetyl chloride afforded the monoacetyl pyrazoline derivatives (164a,b).

Monoacetylthiosemicarbazide was prepared by reaction of thiosemicarbazide with acetic anhydride. 3-Methyl-5-thiol-lH-1- ,2,4-triazole (8) was obtained through cyclization of the mono acetylthiosemicarbazide in alkaline medium.