Electroorganic synthesis of disulfonamide substituted p-benzoquinone by hydroquinone electrochemical oxidation

  • Seba Nassif Department of Chemistry, Faculty of Science, Al-Baath University, Homs
  • Deeb Bakeer Department of Chemistry, Faculty of Science, Al-Baath University, Homs
  • Rushdi Madwar Department of Chemistry, Faculty of Science, Al-Baath University, Homs
  • Waleed Khadam Facultyof Pharmacy, Al-Baath University, Homs
  • Abeer Nakhla Facultyof Pharmacy, Al-Baath University
Keywords: Cyclic voltammetry, electrochemical synthesis, hydroquinone, disulfonamide

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.

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Published
08-12-2018
Section
Electrochemical Science