Electrochemical study of 2-amino-5-mercapto-1, 3, 4-thiadiazole in the absence and presence of p-benzoquinone: an efficient strategy for the electrosynthesis of new 1, 3, 4-thiadiazole derivatives. Issue 5 (19th January 2023)

• Record Type: Journal Article
• Authors: Masoumi, Hossein; Khazalpour, Sadegh; Jamshidi, Mahdi
• Is Part Of: RSC advances. Volume 13:Issue 5(2023)
• Page Start: 3083
• Page End: 3094
• Publication Date: 2023-01-19
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d2ra07250e
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : An electrochemical study on the redox behavior of 2-amino-5-mercapto-1, 3, 4-thiadiazole (AMT) in the absence and presence of p -benzoquinone ( p -BQ) and its application in the electrosynthesis of new 1, 3, 4-thiadiazole derivatives. Abstract : In this study, first, the electrochemical behavior of 2-amino-5-mercapto-1, 3, 4-thiadiazole (AMT ) was fully investigated in the absence and presence of electrochemically generated p -benzoquinone ( p -BQ, which is the oxidized form of hydroquinone), as an electrophile, via cyclic voltammetry (CV) at a glassy carbon electrode (GCE) and in an acetic acid buffer (0.2 M)/ethanol solution mixture. Then, an E –pH diagram was proposed for different structures of AMT at various pH values. The obtained voltammograms also exhibited an "electron transfer + chemical reaction" (EC) mechanism. Besides the voltammetric exploration, electrosynthesis of new 1, 3, 4-thiadiazole derivatives was conducted by constant current electrolysis (CCE) as a facile and cost-effective method for the formation of S–S and S–C bonds. Finally, the biological activity of products was also analyzed via an in silico method.