反应详情

温度

100 °C

To a suspension of sodium hydride (60%, 0.07 g (1.75 mmol)) in 3.0 ml of DMF, 2′-chloro-4′-cyano-p-toluenesulfonanilide (0.50 g (1.63 mmol)) was added under cooling with ice and with stirring. To the resulting mixture, after 15 minutes' stirring under cooling with ice, diethyl sulfate (0.25 ml (1.91 mmol)) was added dropwise and the mixture heated at 100° C. for 2 hours with stirring. Then, after being left to cool to room temperature, water was added and the mixture was extracted with diethyl ether. The extract was washed with water and 1% aqueous solution of sodium hydroxide, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting crystals were recrystallized from diethyl ether to give 0.33 g (61%) of the title compound as white crystals.

1. additionwas added
2. temperatureunder cooling with ice
3. stirringTo the resulting mixture, after 15 minutes' stirring
4. additionwas added dropwise
5. stirringwith stirring
6. waitThen, after being left
7. temperatureto cool to room temperature
8. extractionthe mixture was extracted with diethyl ether
9. washThe extract was washed with water and 1% aqueous solution of sodium hydroxide
10. dry with materialdried over anhydrous magnesium sulfate
11. filtrationfiltered
12. concentrationconcentrated under reduced pressure
13. customThe resulting crystals were recrystallized from diethyl ether