Synthesis of some new 1,5-disubstituted tetrazoles from 2-aminobenzothiazole

Aldehydic azo compound (2) was obtained by coupling process between 2-aminobenzothiazole (1) diazonium ion and 2-hydroxybenzaldehyde and transformed to the corresponding imines by treating with 3-bromoaniline, 2-chloroaniline, 2,4-dichloroaniline, 4-nitroaniline, and 3-nitroaniline to give imine derivatives (3a-e). Compounds (3a-e) were inserted in reaction with (NaN3) to produce novel tetrazoles (4a-e). The structures of tetrazoles were corroborated on the basis Infrared, Proton magnetic resonance, and Mass spectra.