Synthesis of Substituted N-aryl-N'-Sulfamoyloxazolidin-2-ones with Potential Antibacterial Activity

Three series of derived compounds of N, Aryl-N',Sulfamoyloxazolidin-2-ones were synthesized starting from chlorosulfonylisocyanate (CSI) by carbomoylation, sulfamoylation and intramolecular cyclization reactions followed by methylation and heterocyclic reopening reactions. This later is based on a new hydrolysis method which uses a solid support, in order to obtain the correspondent amino-alcohols, which allowed isolating a new amino-alcohol ester. Measurements of the hydro-solubility by determination partition coefficient (log p) in water/octanol system were carried out by spectrophotometry. The antibacterial activities in vitro of some synthesized compounds were evaluated on a “Staphylococus aureus” strain in a Muller-Hintone medium, showing good activity for some of them. All the synthesized compounds are characterized by IR, 1H NMR and mass spectroscopy (ESI-MS).