反应详情

温度

5 °C

Under ice-cooling, thionyl chloride (2.7 mL) was added dropwise to water (16 mL) over 30 min. The mixture was stirred at room temperature for 12 hr to give a sulfur dioxide-containing solution. Under ice-cooling, {4-[(trifluoromethyl)sulfonyl]phenyl}amine (2.0 g) was added to concentrated hydrochloric acid (9 mL) and the mixture was stirred. An aqueous solution (3 mL) of sodium nitrite (0.67 g) was added dropwise while maintaining the inside temperature at not higher than 5° C. and the mixture was further stirred for 15 min. The mixture was gradually added at 5° C. to a mixture of the above-mentioned sulfur dioxide-containing solution added with cuprous chloride (10 mg). Under ice-cooling, the mixture was further stirred for 30 min. After stirring, the precipitated product was collected by filtration, washed with water, and dried in the presence of phosphorus pentoxide under reduced pressure at 50° C. to give the title compound (yield 2.3 g, 84%).

1. additioncontaining solution
2. temperatureUnder ice-cooling
3. stirringthe mixture was further stirred for 15 min
4. additioncontaining solution
5. temperatureUnder ice-cooling
6. stirringthe mixture was further stirred for 30 min
7. stirringAfter stirring
8. filtrationthe precipitated product was collected by filtration
9. washwashed with water
10. dry with materialdried in the presence of phosphorus pentoxide under reduced pressure at 50° C.