反应详情

A benzene (30 ml) solution containing 3.00 g (13.5 mmol) of 4-phenylethynylbenzoic acid and 2 ml of thionyl chloride was heated under reflux for 2 hours and then the solvent was evaporated under a reduced pressure. The resulting residue was dissolved in methylene chloride (30 ml), this solution was added dropwise under ice-cooling to a pyridine (50 ml) solution containing 2.32 g (13.50 mmol) of 2-aminobenzenesulfonamide, the mixture was stirred at room temperature for 18 hours and then methylene chloride was evaporated under a reduced pressure. The resulting residue was dissolved in ethyl acetate, washed with a 1 N hydrochloric acid aqueous solution, water and saturated brine in that order and dried over anhydrous sodium sulfate, and then the solvent was evaporated under a reduced pressure. The resulting residue was recrystallized from ethyl acetate-hexane to obtain 4.00 g (yield: 78.7%) of the title compound.

1. temperaturewas heated
2. temperatureunder reflux for 2 hours
3. customthe solvent was evaporated under a reduced pressure
4. dissolutionThe resulting residue was dissolved in methylene chloride (30 ml)
5. additionthis solution was added dropwise under ice-
6. temperaturecooling to a pyridine (50 ml) solution
7. custommethylene chloride was evaporated under a reduced pressure
8. dissolutionThe resulting residue was dissolved in ethyl acetate
9. washwashed with a 1 N hydrochloric acid aqueous solution, water and saturated brine in that order
10. dry with materialdried over anhydrous sodium sulfate
11. customthe solvent was evaporated under a reduced pressure
12. customThe resulting residue was recrystallized from ethyl acetate-hexane