Synthesis of α-methyl-benzamido-α′-substituted styryl cyclohexanone thiosemicarbazones as potential antifertility agents

Abstract

Cyclohexanone was condensed with N-hydroxymethyl benzamide in conc, sulphuric acid to give α-methyl-benzamidocyclohexanone (I). The reaction of (I) with thiosemicarbazide in ethanol resulted in α-methyl-benzamido-cyclohexanone thiosemicarbazone (II). Condensation of (II) with various aromatic aldehydes in the presence of ethanol afforded α-methyl-benzamido-α′-substituted-styryl-cyclohexanone thiosemicarbazones (III) in yields ranging from 40 to 50 percent. The compounds exhibited pronounced antiimplantation activity in female albino rats.