3-Phenoxyphenol → N-(2-chloro-4-sulfamoyl-phenyl)-2-(3-phenoxyphenoxy)acetamide

Participants

Reaction Steps

A stirred solution of 37 mg (0.198 mmol) of 3-phenoxyphenol (1-1) in 1 mL anhydrous DMF under nitrogen was treated with 10 mg (0.397 mmol) of 60% NaH dispersion. The resulting mixture was stirred at room temperature for 4 hours and then treated with 65 mg (0.198 mmol) of N-[4-(aminosulfonyl)-2-chlorophenyl]-2-bromoacetamide (A-3). This mixture was then stirred at room temperature for an additional 4 hours. The reaction was concentrated in vacuo, and the residue was purified by reverse phase prep LC on a Gilson unit. Clean product fractions were combined and concentrated in vacuo to give the desired product 1-2 as a white solid. MS: M+1=433.2.

Provenance & Evidence