Trifluoromethylsulfonamide → HCID 18315509, compound

Participants

Reaction Steps

N,N′-carbonyldiimidazole (0.647 g) was added at a time to a solution of 0.600 g of 6-carboxy-1-(2-chlorobenzyl)-2-methylbenzimidazole in 20 ml of N,N-dimethylformamide, and the mixture was stirred at room temperature for 1 hour. Subsequently, a solution of 0.596 g of trifluoromethanesulfonamide and 0.609 g of diazabicycloundecene in 5 ml of N,N-dimethylformamide was added thereto, and the mixture was stirred at 100° C. for 72 hours. The reaction solution was cooled, and the solvent was distilled off under reduced pressure. Water and ethyl acetate were added to the residue, and 10% hydrochloric acid was added thereto while being stirred until the aqueous layer was acidified. The crystals precipitated were washed with a mixed solvent of 25 ml of ethanol and 25 ml of methanol. The crystals were dried to give 0.420 g of 1-(2-chlorobenzyl)-2-methyl-6-trifluoromethanesulfonylcarbamoylbenzimidazole hydrochloride (214).

Provenance & Evidence