4TH International Congress on Technology - Engineering & SCIENCE - Kuala Lumpur - Malaysia (2017-08-05)

Green And Efficient Synthesis Of Novel 1,3,4-thiadiazole Derivatives In Deep Eutectic Solvent
Heterocyclic compounds are an important and valuable family of organic compounds with diverse biological activities in life (1). Among the heterocyclic compounds, thiadiazoles have been of special interested in recent years due to their heteroaromatic characters and biological properties such as antimicrobial, antiviral, antitubercular, antiparasitic, anticonvulsant, antidepressant and anxiolytic, and anticancer activities (2). Also, they are key intermediates in the industrial synthesis of commercially available biologically active compounds such as megazol, acetazolamide, and furidiazine. In this syudy, a simple, efficient, and green method has been reported for the synthesis of novel molecules containing 1,3,4-thiadiazole ring core by an one-pot three-component reaction of a carbonyl compound, thiocarbohydrazide, and a ketene-S,S-acetal. The products were obtained in high yields in suitable times using DES as green reaction medium. This protocol provides a straight route for the synthesis of complex molecules containing biologically active motifs such as 1,3,4-thiadiazole, Meldrum’s acid or barbituric acid, and coumarin, isatin or substituded benzenes in a single molecule which may have found especial interest for the construction of novel pharmaceuticals. The structures of these thiadiazoles were deduced from their spectroscopic data.
Keywords: Barbituric acid, Deep Eutectic Solvent, Ketene S,S-acetal, Meldrum’s acid 1,3,4-thiadiazole, Thiocarbohydrazide
Azizollah Habibi Habibi, Seyyed Mohammad Shahcheragh , Sahar Khosravi, Fahimeh Saadat