Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

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Abstract

Synthesis of some new substituted 1,2,4-triazole-5-thiol-1,3,4- thiadiazole and 1,3-thiazine derivatives

Author(s): B. Venugopala Rao*, V. S. Hariharakrishnana and P. K. Dubey

Reaction of 2-(4-Aminophenyl)-N-methylethanesulfonamide (1) with thiophosgene in chloroform gives 2-(4-Isothiocyanatophenyl)-N-methylethanesulfonamide (2), which on reaction with 4- pyridine carboxylic acid hydrazide gives 2-Isonicotinoyl-N-(4-(2-(N-methylsulfamoyl) ethyl) phenyl ) hydrazine carbothio amide (3). Treatment of 3 in alkaline and acidic media, gives the corresponding 1,2,4-triazole-5-thiols (4) and 1,3,4-thiadiazoles (5) respectively. Condensation of 2 with 3-aminopropan-1-ol in THF and followed by cyclisation in presence of conc. hydrochloric acid gives 1,3-thiazine (6). All the synthesized compounds were characterized by their FT-IR, 1H-NMR and mass spectral data


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