Abstract
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3โBenzylโ4โphenylโ1,2,4โtriazoleโ5โthiol (1) was synthesized and used as starting material for preparation of 1,2,4โtriazole bearing substituted thiosemicarbazides moiety (4aโd) in high yields. The thiosemicarbazides 4aโd were cyclized in basic medium to give two triazole rings linked by thiomethylene group (5aโd), while cyclization of thiosemicarbazides 4aโd with chloroacetyl chloride in the presence of CHCl~3~ and K~2~CO~3~ afforded the thiazolidinone derivatives 6aโd. The reaction of thiosemicarbazides 4aโc with phenacyl bromide in the presence of EtOH and fused CH~3~COONa gave the corresponding thiazoline ring systems 7aโc. Condensation of the 3โbenzylโ1,2,4โtriazoleโ5(1H)โthiol (1) with chloroacetic acid and aromatic aldehydes (**8aโ**g) in boiling acetic acid/acetic anhydride mixture in the presence of fused sodium acetate gave one single isomer only, which might be 9aโg or 10aโg. Upon application of Micheal addition reaction on compounds 9aโe with cyclic secondary amines such as piperidine or morpholine the 2โbenzylโ6โ(ฮฑโaminoโaryl/methyl)โ1,3โthiazolo[3,2โ b][1,2,4]โtriazolโ5โols (11aโj) were obtained in good yields The structure of all new compounds were determined using both spectral and elemental analyses.