Electronic Effect of Substituents Present on Carbonyl Compounds: Analysis of Product Formation in One-Pot Synthesis of 1, 3, 4-thiadiazole Ring

Functionalized N-(4-acetyl-5-substituted-4, 5-dihydro-[1, 3, 4]-thiadiazol-2-yl)-acetamides (2a-m) were synthesized by three-fold condensation of carbonyl compound, thiosemicarbazide and acetic anhydride in an one pot three component reaction. In this reaction substituents on carbonyl compounds have played a key role in yield of the product formation. Carbonyl compounds with either electron withdrawing or electron releasing substituents have formed better percentage of products than un-substituted and sterically hindered compounds.