Research On Synthesis Of Benzbromarone And Its Analogues

Benzbromarone is a potent benzofuran derivative of uric acid. The compound not only can inhibit renal tubular’s reabsorption of uric acid, promote the excretion of uric acid, but also a good purine oxidase inhibitor, that inhibits the production of uric acid. It reduces uric acid concentration by a dual-function. Some other analogs of benzbromarone are antihaemorrhagic agent benzarone, coronaryvasodilator benziodazone antiarrhythmic drug amiodazone and etc. This indicates many benzbromarone analogs with similar structures may also have potential medicinal values. Therefore, further study on benzbromarone synthesis process should be carried on; different synthesis methods of benzbromarone should slso be explored in order to further develop benzbromarone analogues.The paper is divided into three chapters. In the first chapter summarize the important role benzbromarone of in the treatment of gout, and describes the biological activity of benzofuran compounds and structure-activity relationships, secondly,it introduced the synthesis of benzbromarone and benzofuran compounds in the current situtation. Finally, this paper establishes the topic and gives the significance of the research.The second chapter is mainly the experimental section. Taking 2-ethyl-benzofuran as as reaction starting material, the benzbromarone was synthesized by Friedel-Crafts reaction, bromination and demethylation. In this process, the reaction solvent, catalyst, reaction time and temperature of each step of the reaction conditions were probe to get the best reaction conditions. Products were analysized by 1H-NMR, 13 C NMR and mass spectrogram.The third chapter is an investigated experiment, on the basis of synthetic benzbromarone to explore the new compounds by changing the reaction substances. First, the methoxybenzoyl chloride is replaced with p-nitrobenzoyl chloride, reduction of the nitro group to an amino group, and finally bromination. The second part is iodine replacement reaction, to form a variety of benzbromarone analogs to quickly build a library of benzofuran.