New synthesis of polyfluoroalkanesulfonylureas

This study describes a new synthesis of F-alkanesulfonyl ureas by reaction of the sodium salt of perfluoroalkane sulfonamide (RF = C4F9, C6F13) with some isocyanates in anhydrous THF. The perfluorinated sulfonylureas are obtained, in one step, from moderate to good yields.

Perfluoroalkanesulfonyl fluoride underwent a reaction with ammonia to give perfluoroalkanesulfonamides (1). Then, the perfluoroalkanesulfonamides react with sodium methylate to give the corresponding sodium sulfonamides (2). The polyfluoroalkanesulfonyl ureas (3) were obtained by reaction of sodium sulfonamides (2) with isocyanates.Figure optionsDownload as PowerPoint slide