A green approach for the synthesis of bis (substituted sulfabenzamide) para-benzoquinone based on the reaction of sulfabenzamide with electrochemically generated para-benzoquinone and its antibacterial evaluation†,10.1039/C5NJ01314C

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

A green approach for the synthesis of bis (substituted sulfabenzamide) para-benzoquinone based on the reaction of sulfabenzamide with electrochemically generated para-benzoquinone and its antibacterial evaluation†

Sadegh Khazalpour,Davood Nematollahi,Mohammad Reza Pajohi-Alamoti

New Journal of Chemistry Pub Date : 07/09/2015 00:00:00 , DOI:10.1039/C5NJ01314C

Abstract

The electrochemical synthesis of a new bis (substituted sulfabenzamide) para-benzoquinone (5) was carried out via the electrochemical oxidation of hydroquinone (1) in the presence of sulfabenzamide (4-amino-N-benzoyl-benzenesulfonamide) (2). A plausible mechanism for the oxidation of 1 in the presence of 2 is presented. Hydroquinone (1) was converted into 5via an ECECE mechanism. The electrochemical synthesis of 5 was successfully performed in one-pot, in a water/ethanol mixture under green conditions without the use of toxic reagents and solvents. Compound 5 was evaluated for its in vitro antibacterial activity against Escherichia coli (E. coli) ATCC 35218 (Gram-negative) and Staphylococcus aureus (S. aureus) ATCC 6538 (Gram-positive). It was found that the tested compound was more active against Gram-positive than Gram-negative bacteria.