Studies On The Synthetic Process Of Sulbenicillin Sodium

Objective: Study the synthetic process of Sulbenicillin Sodium,combine the related literature with the result of experiments,chose and modify the synthetic route. Confirm the structure. Methods: Phenylacetic acid and 6-APA are the initive material, Phenylacetic acid was reacted with dioxane sulfur trioxide reagent to give α-sulfophenylacetic acid,firstly,under the basic conditions,the sodium salt of α-sulfophenylacetic acid was gotten,which was chromatographed on a column of cation exchange resin of polystyrene sulfonic to give α-sulfophenylacetic acid. The latter activated with thionyl chloride to affordα-sulfophenylacetyl chloride.Then process Schotten-Banmann reaction with 6-APA to make Sulbenicillin Sodium.During the process we changed the PH,washed the solution by n-butanol and an aqueous solution of sodium bicarbonate to purify the product, and confirm its structure by IR, 1H-NMR and MS. Results: Sulbenicillin Sodium was prepared from phenylacetic acid and 6-APA by six steps.The total yield was 25%.Its structure was confirmed by IR, 1H-NMR and MS. Conclusion: 1)To prepareα-sulfophenylacetic acid, the sodium salt of α-sulfophenylacetic acid should be recrystallization twice from 70% ethanol.Then turned into α-sulfophenylacetic acid by been chromatographed on a column of cation exchange resin of polystyrene sulfonic. 2) 6-APA was acylated by α-sulfophenylacetyl chloride under low neighborhood and basic conditions. 3) The last product was purified by extraction.Different PH environment extracted with corresponding solvent.