Synthesis of a new series of 1,8-Bis (5-mercapto 1,3,4-oxadiazol-2-yl) octane and their derivatives

Abstract

1,8-Bis (5-mercapto 1,3,4-oxadiazol-2-yl) octane has been synthesized by two routes. One of these involves the condensation of sebacic acid hydrazide with alcoholic potassium hydroxide and carbon disulphide. The other one involves the conversion of hydrazide into their potassium salt (potassium dithiocarbazinate), which on treatment with alcoholic potassium hydroxide gave oxadiazole (IV). The reactions of (IV) with hydrazine hydrate/phenylhydrazine, primary amines, secondary amines and para benzoquinone yielded compounds (Va-b), (VIa-q), (VIIa-d) and (VIII) respectively. The structure of the new compounds have been established on the basis of elemental analysis, IR and NMR spectral data.