Ma. Abdelrahman et al., REACTIONS OF N-CHLOROMETHYL-2-THIONO-BENZOXAZOLES AND BENZOTHIAZOLES SYNTHESIS OF S-TRIAZOLO FUSED AND 1,2,4,-OXADIAZOLO FUSED SYSTEMS, Phosphorus, sulfur and silicon and the related elements, 85(1-4), 1993, pp. 183-192
N-chloromethyl-2-thiono-benzoxazole 1 and benzothiazole 2 undergo nucl
eophilic substitution by sulfur, oxygen and nitrogen nucleophiles. Con
densation of compounds 1 and 2 with hydrazine, phenylhydrazine and hyd
roxylamine afforded the s-triazolo- and 1,2,4-oxadiazolo fused systems
13-18, respectively. The structures of the resulting products are ass
igned on the basis of spectral data and elemental analyses.