3 years ago

A comprehensive study on electrochemical oxidation of 2-acetamidophenol (ortho-acetaminophen). A green galvanostatic method for the synthesis of di-arylsulfonyl-2-acetamidophenol derivatives

A comprehensive study on electrochemical oxidation of 2-acetamidophenol (ortho-acetaminophen). A green galvanostatic method for the synthesis of di-arylsulfonyl-2-acetamidophenol derivatives
Electrochemical oxidation of 2-acetamidophenol (ortho-acetaminophen) in water/ethanol (50/50, v/v) mixture, with different pH values was studied by potential sweep methods (CV and LSV), potential step methods (chronoamperometry and chronocoulometry) and controlled-potential coulometry. The cyclic voltammograms of 2-acetamidophenol show a well-defined anodic peak with different potentials, over the studied pH range (1-13). The Pourbaix diagram for 2-acetamidophenol comprises three linear segments which indicates the occurrence of different anodic reactions. In addition, the results indicate that electrochemically generated ortho-benzoquinoneimine can be successfully employed as a Michael acceptor in addition reactions with arylsulfinic acids to produce the corresponding bis(arylsulfonyl) acetamidophenols. In this work, some new bis(arylsulfonyl)acetamidophenol derivatives in water/ethanol (50/50, v/v) mixture, with high yields, under green conditions using an environmentally friendly galvanostatic method, are provided.

Publisher URL: www.sciencedirect.com/science

DOI: S0013468617315335

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