Synthesis and antimicrobial evaluation of novel thiophene derivatives

Thiophene nucleus has been established as the potential entity in the largely growing chemical world of heterocyclic compounds possessing promising pharmacological characteristics. A series of tetrahydrobenzothiophene derivatives was synthesized with an objective to develop novel and potent antimicrobial agents of synthetic origin. The required starting material ethyl-2-amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate(1) was synthesized via a multicomponent condensation between sulphur, cyclohexanone and ethylcyanoacetate adopting Gewald Reaction. The Compound 1 was converted into respective Schiff bases (RBA₁- RBA₄) by refluxing it with various aromatic aldehydes in dioxane for 15 hours. The Schiff bases were further processed into the final compounds i.e. thiazolidinone derivatives (RSB1- RSB4) by treating them with thioglycollic acid in presence of anhydrous ZnCl₂ in DMF and refluxing the reaction mixture for 4- 5 hours. Synthesized compounds were purified, characterized and evaluated for their antimicrobial activity. Most of the compounds exhibited moderate to significant activities.

Author(s): Raghav Mishra, Isha Tomer, Sachin Kumar

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