Hm. Fahmy et al., ELECTROCHEMICAL REDUCTION OF ALPHA-ARYLHYDRAZONO)CYANOMETHYL-1,3-BENZOTHIAZOLES AT DME, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 33(9), 1994, pp. 859-864
The electrochemical behaviour of a series of 2-(alpha-arylhydrazono)cy
anomethyl-1, 3-benzothiazoles (1a-e) has been studied in aqueous media
at the dropping mercury electrode (DME) and hanging mercury dropping
electrode (HMDE). Controlled potential electrolysis (CPE) indicates th
at the main product of electroreduction is alpha, beta-bis(1, 2-dihydr
obenzothiazol-2-yl)succinic acid (7) formed by consecutive and simulta
neous electrochemical processes involving hydrazono reduction, hydroly
sis, amino cleavage and dimerization of an activated olefinic bond. A
plausible mechanism has been suggested and discussed.