To improve their biological activities of triazole derivatives, 3-phenyl-4-(benzylideneamino)- 4,5-dihydro-1,2,4-triazole-5-thione Schiff bases (4a～4i) were synthesized by the reaction of 3-phenyl- 4-amino-4,5-dihydro-1,2,4-triazole-5-thione with aromatic aldehydes in glacial acetic acid medium. On the basis of these Schiff bases, a series of 1-perfluoroalkyl-substituted or gly-copyranosyl-substituted 4,5-dihydro- 1,2,4-triazole-5-thione Schiff bases (5a～5r, 6a～6d) were synthesized by the reaction of the Schiff bases with perfluoroalkyl iodides or 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide and confirmed by ¹H NMR, ¹⁹F NMR, IR, MS techniques and elemental analysis. The results of preliminary bioassay showed that some title compounds possessed obvious insecticidal activity.

Key words: glucopyranosyl, insecticidal activity, 1,2,4-triazole, synthesis, perfluoroalkyl