反应详情

N,N′-carbonyldiimidazole (0.973 g) was added to a solution of 0.902 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 0.943 g of benzenesulfonamide and 0.913 g of diazabicycloundecene in 5 ml of N,N-dimethylformamide was added thereto, and the mixture was stirred at 100° C. for 70 hours. The reaction solution was cooled, and the solvent was distilled off under reduced pressure. Water and chloroform were added to the residue, and 10% hydrochloric acid was added thereto while being stirred until the aqueous layer was acidified. The mixed solution was extracted twice with chloroform. The resulting organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate, and the solvent was distilled off under reduced pressure. The residue was dissolved in a small amount of chloroform, and ethyl acetate was added to the solution for crystallization. The crystals were separated through filtration, and were dried to give 0.667 g of 6-benzenesulfonylcarbamoyl-1-(2-chlorobenzyl)-2-methylbenzimidazole (163).

1. stirringthe mixture was stirred at 100° C. for 70 hours
2. temperatureThe reaction solution was cooled
3. distillationthe solvent was distilled off under reduced pressure
4. additionWater and chloroform were added to the residue, and 10% hydrochloric acid
5. additionwas added
6. stirringwhile being stirred until the aqueous layer
7. extractionThe mixed solution was extracted twice with chloroform
8. washThe resulting organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate
9. distillationthe solvent was distilled off under reduced pressure
10. dissolutionThe residue was dissolved in a small amount of chloroform, and ethyl acetate
11. additionwas added to the solution for crystallization
12. customThe crystals were separated through filtration
13. customwere dried