Design, synthesis, molecular docking and biological evaluation of oxadiazole derivatives

Purpose: Formulation and analysis of Biological Evalutationof  new heterocyclic compounds containing Oxadiazole derivatives.
Objectives: The primary objectives of the project are:1. To synthesize novel oxadiazole derivatives.2. To characterize and evaluate synthesized molecules:i. Determination of melting point; ii. Solubility study; iii. Thin layer chromatography; iv. FT-IR; v. NMR, and3. To examine the in vitro antioxidant activity of the molecules.
Methods: A series of 2,5-substituted oxadiazole were synthesised. The series comprises of 7 compounds. The entire procedure to synthesise the compounds is following: In a round bottom flask, 0.025 mol of 2-(4-chloro-3-nitro benzoyl) benzoic acid, 10 ml of methanol and 0.5g of p-Toluenesulfonic acid were added. Resulting mixture was placed on a water bath for 4 hrs. After the completion of reaction, this mixture was poured in ice for the formation of methyl (2-(4-chloro-3-nitro benzoyl)) benzoate. In an RBF, 0.01mol of methyl (2-(4-chloro-3nitro benzoyl)) benzoate in 15ml methanol was added followed by addition of 0.06mol of hydrazine hydrate. The mixture was refluxed for 3hrs and after completion poured in ice-water. Formed precipitate was washed, filtered and dried and then recrystallized using methanol. In an RBF, 1mmol of acid chloride and 1.30 mmol acid hydrazide was added followed by addition of 10 ml dry THF. The resulting mixture was stirred at room temperature for 6 h. Then, the solvent was evaporated under reduced pressure, small amount of water was added (2 mL) and the formed precipitate (C1-7) was isolated by filtration and dried. For cyclization 1mmol of 2-(4-chloro-3-nitro benzoyl)-N-(4-chlorobenzoyl) benzo hydrazide and 6ml of thionyl chloride was refluxed for 6hrs in water bath at 70°C. After cooling, the ice was added to the solution and formed suspension left standing overnight at 4֯C and desired compound was filtered off and dried.