反应详情

A solution of 4.083 g of m-chloroaniline, 9.71 g of triethylamine and 65 ml of ethyl acetate was poured over 15 minutes at 8° C.-10° C. into a solution of 11.96 g of 2,8-bis-(trifluoromethyl)-4-hydroxy-3-quinoline-carboxylic acid chloride in 130 ml of ethyl acetate with violent stirring and the temperature was allowed to return to room temperature. The mixture was refluxed for one hour and was cooled and vacuum filtered. The filtrate was washed with water, was dried and evaporated to dryness at 40° C. under reduced pressure to obtain 17.14 g of a triethylamine salt. The residue was dissolved in 2 N sodium hydroxide solution which was then heated to reflux and cooled to room temperature. The mixture was vacuum filtered and the recovered product was dissolved in water. The solution was adjusted to a pH of 1 by addition of 20% hydrochloric acid and the mixture was vacuum filtered. The recovered product was crystallized from benzene to obtain 7.599 g of 2,8-bis-(trifluoromethyl)-4-hydroxy-N-(3-chlorophenyl)-3-quinolinecarboxamide melting at 152° C.

1. customto return to room temperature
2. temperatureThe mixture was refluxed for one hour
3. temperaturewas cooled
4. filtrationvacuum filtered
5. washThe filtrate was washed with water
6. customwas dried
7. customevaporated to dryness at 40° C. under reduced pressure
8. customto obtain 17.14 g of a triethylamine salt
9. temperaturewas then heated
10. temperatureto reflux
11. filtrationfiltered
12. dissolutionthe recovered product was dissolved in water
13. additionThe solution was adjusted to a pH of 1 by addition of 20% hydrochloric acid
14. filtrationfiltered
15. customThe recovered product was crystallized from benzene