Synthesis of 5-arylidene-2-aryl-3-(1,2,4-triazoloacetamidyl)-1,3-thiadiazol-4-ones as antibacterial, antifungal, analogesic and diuretic agents

摘要

1,2,4-Triazole on reaction with ethyl chloroacetate affords 1,2,4-triazoloacetate 1 which on treatment with hydrazine hydrate yields (acetohydrazido)-1,2,4-triazole 2. Condensation of 2 with various substituted aromatic aldehydes affords arylideneacetohydrazido-1,2,4-triazoles 3 which on cycloaddition with mercaptoacetic acid gives 2-(substituted aryl)-3-(1,2,4-triazolylacetamidyl)-4-oxo-thiazolidines 4. Treatment of the 4-thiazolidinones wih various substituted aromatic aldehydes affords 5-arylidene-2-aryl-3-(1,2,4-triazoloacetamidyl)-1,3-thiadiazol-4-ones 5. Their structures have been elucidated on the basis of their elemental analysis and spectral data. All the products have been screened for their antibacterial, antifungal, analgesic and diuretic activities.