反应详情

温度

-5 °C

To 30 ml of dried tetrahydrofuran (THF) cooled to -5° C. was added, under nitrogen, 3.6 g of sodium hydride as a 60% dispersion mineral oil. To the stirred slurry was added a solution of 10 g of ethyl 3-amino-4,4,4-trifluoro-2-butenoate in 30 ml of THF over a period of 30 minutes. After stirring at -5° C. for 1 hour, the reaction mixture was cooled to -65° C. and a solution of N, N-dimethyl-2-chloro-5-isocyanatobenzenesulfonamide (Example A-4 above) in 30 ml of THF was added dropwise maintaining the temperature below -60° C. The mixture was stirred at -65° C. for 2 hours and allowed to warm to room temperature. After stirring for 17 hours, solvent was removed using a rotary evaporator. About 50 ml of water was added to the residue. The resulting mixture was filtered to remove a small amount of undissolved solid and the filtrate was acidified with hydrochloric acid. The resulting precipitate was filtered to give 13 g of the title compound as a beige solid, m.p. 281°-283° C.

1. additionwas added, under nitrogen
2. temperaturethe reaction mixture was cooled to -65° C.
3. temperaturemaintaining the temperature below -60° C
4. stirringThe mixture was stirred at -65° C. for 2 hours
5. temperatureto warm to room temperature
6. stirringAfter stirring for 17 hours
7. customsolvent was removed
8. customa rotary evaporator
9. additionAbout 50 ml of water was added to the residue
10. filtrationThe resulting mixture was filtered
11. customto remove a small amount of undissolved solid
12. filtrationThe resulting precipitate was filtered