Journal of the Chemical Society. Perkin transactions II p. 1022 - 1027 (1980)
Update date:2022-09-26
Topics:
Ozaki, Shigeko
Masui, Masaichiro
The anodic oxidation of the ureas EtNH.CO.NR1OR2 (1)-(5) has been studied by cyclic voltammetry and controlled potential electrolysis in acetonitrile at a glassy carbon electrode.The products of oxidation suggest that (1)-(3) result in cleavage between the carbon of the ethylaminocarbonyl group and the nitrogen of the hydroxylamino-group.Part of the intermediate radical of (3) undergoes disproportionation rather than cleavage of the carbon-nitrogen bond.In the case of (4) and (5), the cleavage of the carbon-nitrogen bond as observed in (1)-(3) is the main reaction route, but the possibility of N-N coupling of the intermediate followed by intramolecular rearrangement cannot be neglected.Oxidations were carried out in both divided and undivided cells.
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