反应详情

3.63 g (10 mmol) of 3-[N-(4-fluoro-2-trifluoromethylphenyl)sulfamoyl]-benzoic acid is suspended in 36 ml of ethyl acetate, 2.38 g (20 mmol) of thionylchloride is added and the suspension is heated to boiling temperature. After 15 minutes, a clear solution is present, after 1 hour the formation of the acid chloride is complete. The solution is evaporated to dryness under reduce pressure, the residue is concentrated by evaporation in a vacuum twice with 50 ml of dichloromethane each and then dissolved in 36 ml of dioxane. 1.21 g (12 mmol) of triethylamine and 1.93 g (12 mmol) of 2-hydroxy-2-(2,2-dimethyl-I,3-dioxolan-4-yl)-ethylamine are added to this solution and it is stirred for 5 hours at room temperature. The reaction mixture is then evaporated to dryness in a vacuum, the residue is extracted with ethyl acetate, the ethyl acetate extract is concentrated by evaporation in a vacuum and the residue is chromatographed on silica gel 60 (Merck) with ethyl acetate/hexane. 3.42 g (6.75 mmol) =67.5% of the theoretical yield of the product is obtained as an amorphous solid.

1. temperaturethe suspension is heated
2. waita clear solution is present, after 1 hour
3. customThe solution is evaporated to dryness
4. concentrationthe residue is concentrated by evaporation in a vacuum twice with 50 ml of dichloromethane each and
5. dissolutionthen dissolved in 36 ml of dioxane
6. customThe reaction mixture is then evaporated to dryness in a vacuum
7. extractionthe residue is extracted with ethyl acetate
8. extractionthe ethyl acetate extract
9. concentrationis concentrated by evaporation in a vacuum
10. customthe residue is chromatographed on silica gel 60 (Merck) with ethyl acetate/hexane
11. custom3.42 g (6.75 mmol) =67.5% of the theoretical yield of the product is obtained as an amorphous solid