The electrochemical behaviour of several derivatives containing the sequence S‐C‐CO‐N in their structure presented as such or in masked form in both aqueous and non‐aqueous media are reported. The results of electrooxidation indicated that when the S atom is present as hetero atom in the structure of the molecule the main product will be the sulphone derivative, on the other hand when present in the form C=S the preferential product is the dimer. The overall redox study indicated that the azo group at C‐2 is very active in both aqueous and non aqueous media. On the other hand derivatives substituted at C‐2 the preferential electrochemical step is the attack of the hetero ring itself.

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An investigation into the redox behaviour of a series of 1 -substituted-l,4-diazaspiro[5.5] undecane-3,5-diones in non-aqueous media is reported. The main product of electrolytic oxidation is N-(1 -aminocyclohexanecarbony1)oxamic acid in 80% yield, while the main product of reduction is the alcohol, in 60% yield, with traces of the dimer (5%). The mechanisms of the processes are proposed and discussed.l-Alkyl-1,4-diazaspiroalkane-3,5-dione derivatives are known to have analgesic and anticonvulsant properties ' and structurally related compounds such as 1 -ethyl-2,4-dimethyl-8-thioxo-7,9-diazaspiro[4.5]decane-6,lO-diones, known medically as spirothiobarbitals, are used as hypnotics.2From an electrochemical point of view these structures are interesting because they contain the sequence N-CH2-CO-NH-CO, or a masked form of it. Furthermore, no electrochemical data has been detected in computer literature scanning. In this paper we report the redox data for a series of 1alkyl-1,4-diazaspiroundecane-3,5-diones (la-e), in non-aqueous media, in order to understand their behaviour at different solid electrodes, and to elucidate the relevant redox mechanisms.