Ma. Azzem et al., ELECTROOXIDATION OF CATECHOL IN THE PRESENCE OF 1,3-DIMETHYLBARBITURIC ACID AT GRAPHITE ANODE AND NICKEL-HYDROXIDE ELECTRODE, Bulletin of the Chemical Society of Japan, 67(5), 1994, pp. 1390-1393
The controlled potential anodic oxidation of catechol in the presence
of 1,3-dimethylbarbituric acid was carried out in aqueous solution con
taining sodium acetate in an undivided cell at graphite anode and nick
el hydroxide electrode. In a sequence of Michael addition of the barbi
turate to the anodically formed benzoquinone, dispiropyrimidine deriva
tive has been obtained in moderate yield (35-36%). A mechanism has bee
n proposed and confirmed on the basis of CPE product, identification t
hrough IR, H-1 NMR, C-13 NMR, and MS spectroscopy.