反应详情

5-(Aminosulfonyl)-2-hydroxybenzoic acid (9.35 g, 0.043 mole) was suspended in 50 ml acetonitrile. Pyridine (4.04 ml, 0.05 mole) was added with stirring. The resulting solution was chilled in an ice bath. Acetylchloride (3.63 ml, 0.05 mole) was added dropwise in two minutes and the reaction mixture was stirred at room temperature for four hours. To the reaction mixture was added about 50 ml each of ethyl acetate and sodium chloride solution. The organic layer was separated and extracted once more with sodium chloride solution. The aqueous layers were back extracted with acetonitrile-ethyl acetate. The organic layers were combined, dried over sodium sulfate, filtered, and concentrated to a white solid. The solid was triturated in ethyl acetate and isopropyl ether with small amount of acetonitrile overnight. The solid was collected, rinsed and dried under vacuum pump pressure to give 5.03 g of title compound, mp 179°-181° C.

1. temperatureThe resulting solution was chilled in an ice bath
2. stirringthe reaction mixture was stirred at room temperature for four hours
3. customThe organic layer was separated
4. extractionextracted once more with sodium chloride solution
5. extractionThe aqueous layers were back extracted with acetonitrile-ethyl acetate
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated to a white solid
9. customThe solid was triturated in ethyl acetate
10. customwith small amount of acetonitrile overnight
11. customThe solid was collected
12. washrinsed
13. customdried under vacuum pump pressure