反应详情

A solution of 65 grams of p-toluenesulfonyl chloride in 125 ml. of dichloromethane was added dropwise with stirring to a solution of 100 grams of N-isopropylethylenediamine in 150 ml. of dichloromethane. Following completion of addition the mixture was stirred one-half hour at room temperature, then heated in a steam bath for 45 minutes. The mixture was evaporated to dryness in vacuo. The residue was triturated with sodium carbonate solution then dissolved in a mixture of ethyl acetate and water. The ethyl acetate portion was extracted with saturated sodium carbonate solution and water. After drying the ethyl acetate portion over magnesium sulfate, the solvent was removed in vacuo. The solid residue was recrystallized from ethyl acetate-hexane to obtain N-[2-(isopropylamino)ethyl]-p-toluenesulfonamide, m.p. 76°-8°C.

1. additioncompletion of addition the mixture
2. temperatureheated in a steam bath for 45 minutes
3. customThe mixture was evaporated to dryness in vacuo
4. customThe residue was triturated with sodium carbonate solution
5. dissolutionthen dissolved in a mixture of ethyl acetate and water
6. extractionThe ethyl acetate portion was extracted with saturated sodium carbonate solution and water
7. dry with materialAfter drying the ethyl acetate portion over magnesium sulfate
8. customthe solvent was removed in vacuo
9. customThe solid residue was recrystallized from ethyl acetate-hexane