Research Information System
JOURNAL OF SULFUR CHEMISTRY, vol.38, no.2, pp.163-172, 2017 (SCI-Expanded)
The electrochemical oxidation of acetaminophen (1a) is carried out in the presence of thiouracil derivatives (3a-c), as nucleophiles, in an acetate buffer solution (0.15M, pH 5) mixed with Dimethylformamide (DMF) using cyclic voltammetry and coulometry under a constant potential. The results obtained indicate that N-acetyl-p-benzoquinone-imine derived from acetaminophen participates in a 1,4-Michael-type addition reaction with thiouracils to form the corresponding acetaminophen derivatives (4a-c) in good yields and with high purities using a facile, catalyst-free, and one-pot electrochemical method using three carbon electrodes in an undivided cell under mild conditions. The products obtained were characterized after purification by IR, H-1 NMR, and C-13 NMR spectroscopies, and by the elemental analysis method.