Abstract

This study illustrates electrochemical behavior of hydroquinone and 4-amino-6-chloro­benzene-1,3-disulfonamide in the phosphate buffer solution evaluated by cyclic voltammetry. It was found that the peak of the hydroquinone oxidation potential in the presence of 4-amino-6-chlorobenzene-1,3-disulfonamide is shifted to more positive values compared to hydroquinone alone. Based on these results, the electrochemical synthesis of new disulfonamide substituted p-benzoquinone is proposed and carried out via electro­chemical oxidation of hydroquinone in the presence of 4-amino-6-chlorobenzene-1,3-di­sulfonamide in the electrolytic cell. It has been concluded that hydroquinone is converted into disulfonamide substituted p-benzoquinone via an ECE mechanism. The successful electrochemical synthesis was conducted in the water/ethanol mixture under green conditions without any toxic reagents or solvents and with high atom economy.

Highlights

  • Electrochemistry provides a versatile way for electrosynthesis of biologically active intermediates and kinetic studies of different reagents that are of pharmaceutical importance [1]

  • 1.0 mM solution of disulfonamide was put in the solution instead hydroquinone, not any peak was observed in the cyclic voltammogram recorded under same applied conditions

  • The results showed that E. coli has a little sensitivity to substituted disulfonamide p-benzoquinone

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Summary

Introduction

Electrochemistry provides a versatile way for electrosynthesis of biologically active intermediates and kinetic studies of different reagents that are of pharmaceutical importance [1]. Since electrochemical methods are simple and rapid, they are normally used to study electroactive compounds in pharmaceutical forms and physiological fluids. Quinones are classified in a large group of natural pigments that show excellent photochemical properties [2] and act as intermediates in a biosynthesis of important antibiotics [3]. Quinones exhibit biological activities such as antidiabetic [4] and are frequently used as charge transfer complexes [5]. The change from hydroquinone to quinine plays an important role in redox processes occurring in living organisms. Quinones act as electron–proton carriers for carrying oxygen in biochemical doi:10.5599/jese.555

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