1041854-36-7Relevant articles and documents
Synthesis, characterization and studies of new 3-benzyl-4H-1,2,4-triazole- 5-thiol and thiazolo[3,2-b][1,2,4]triazole-5(6H)-one heterocycles
Sarhan, Abdelwareth A. O.,ElSherif, Hassan A. H.,Mahmoud, Abdalla M.,Habib, Osama M. A.
, p. 897 - 907 (2008/09/21)
(Chemical Equation Presented) 3-Benzyl-4-phenyl-1,2,4-triazole-5-thiol (1) was synthesized and used as starting material for preparation of 1,2,4-triazole bearing substituted thiosemicarbazides moiety (4a-d) in high yields. The thiosemicarbazides 4a-d were cyclized in basic medium to give two triazole rings linked by thiomethylene group (5a-d), while cyclization of thiosemicarbazides 4a-d with chloroacetyl chloride in the presence of CHCl3 and K 2CO3 afforded the thiazolidinone derivatives 6a-d. The reaction of thiosemicarbazides 4a-c with phenacyl bromide in the presence of EtOH and fused CH3COONa gave the corresponding thiazoline ring systems 7a-c. Condensation of the 3-benzyl-1,2,4-triazole-5(1H)-thiol (1) with chloroacetic acid and aromatic aldehydes (8a-g) in boiling acetic acid/acetic anhydride mixture in the presence of fused sodium acetate gave one single isomer only, which might be 9a-g or 10a-g. Upon application of Micheal addition reaction on compounds 9a-e with cyclic secondary amines such as piperidine or morpholine the 2-benzyl-6-(α-amino-aryl/methyl)-1,3-thiazolo[3,2-b][1,2,4] -triazol-5-ols (11a-j) were obtained in good yields The structure of all new compounds were determined using both spectral and elemental analyses.
