Synthesis of New Bis-1,3,4-Thiadiazoles Substituted from benzidine Containing Oxazepine or benzoxazepine Moieties

Abstract

Benzidine was converted to the corresponding bis-diazonium salt which was introduced in coupling reaction with alkaline solution of 2-hydroxybenzaldehyde as coupling reagent to give bis-azo derivative (1) containing two aldehyde groups. The resulting bis-aldehyde (1) was then introduced in condensation reaction with 2-amino-5-mercapto-1,3,4-thiadiazole  to produce the bis-imine (2).Then compound (2) was reacted with maleic anhydride and phthalic anhydride to give (3a and 3b) respectively .All compounds were spectral identification by FTIR and ¹H-NMR.