反応 #1944451

反応方程式

sodium hydrogen carbonate

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline

triphosgene

2,4,5-Trifluoroaniline

→

title compound

収率 73.2%

N-(2,4,5-Trifluorophenyl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}urea

収率 73.2%

溶媒

toluene

triethylamine

反応条件

後処理

1. 1
   温度with heat
2. 2
   workup.ADDITIONwas added
3. 3
   温度the admixture was refluxed
4. 4
   温度with heat for 3 minutes
5. 5
   温度the admixture was refluxed
6. 6
   温度with heat for 20 minutes
7. 7
   抽出the reaction mixture was extracted 2 times with ethyl acetate
8. 8
   洗浄the organic layer was then washed with brine
9. 9
   乾燥dried with anhydrous sodium sulfate
10. 10
    その他The solvent was removed by reduced-pressure distillation
11. 11
    その他the resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1)

実験手順

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (50 mg) was dissolved in toluene (5 ml) with heat, after the addition of triethylamine (1 ml), triphosgene (55 mg) was added, and the admixture was refluxed with heat for 3 minutes. 2,4,5-Trifluoroaniline (75 mg) was added to the reaction mixture, and the admixture was refluxed with heat for 20 minutes. After the addition of aqueous sodium hydrogen carbonate, the reaction mixture was extracted 2 times with ethyl acetate, and the organic layer was then washed with brine and dried with anhydrous sodium sulfate. The solvent was removed by reduced-pressure distillation, and the resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1) to obtain 58 mg of the title compound (yield: 73%).

出典