1,2-Dichlorobenzene → N-Phenyl-5-chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]-benzamide

HRID 228637

反応式

HRID 228637 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.Cl[C:17]1[CH:32]=[CH:31][C:20]([NH:21][C:22](=[O:30])[C:23]2[C:24](=[CH:26][CH:27]=[CH:28][CH:29]=2)[OH:25])=[CH:19][CH:18]=1.[Cl:33]C1C=CC=CC=1Cl>CN(C)C1C=CN=CC=1>[C:20]1([NH:21][C:22](=[O:30])[C:23]2[CH:29]=[C:28]([Cl:33])[CH:27]=[CH:26][C:24]=2[O:25][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[CH:4][CH:3]=2)[CH:31]=[CH:32][CH:17]=[CH:18][CH:19]=1

参加物

5

反応物 3

HCID 72391,2-DichlorobenzeneHCID 77253Benzamide, N-(4-chlorophenyl)-2-hydroxy-HCID 4596104-Chloro-6,7-dimethoxyquinoline

生成物 1

HCID 57756427N-Phenyl-5-chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]-benzamide収率 20%

試薬・触媒・溶媒 1

HCID 142844-(Dimethylamino)pyridine触媒

反応条件

温度
140 °C

実験手順

4-Chloro-6,7-dimethoxyquinoline (100 mg), 4′-chloro-salicylanilide (445 mg), and 4-dimethylaminopyridine (220 mg) were suspended in o-dichlorobenzene (1 ml), and the suspension was stirred at 140° C. for 4 hr. The reaction solution was cooled to room temperature, and the solvent was removed by distillation under the reduced pressure. Water was then added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by column chromatography using acetone-hexane to give the title compound (38 mg, yield 20%).

後処理

  1. temperatureThe reaction solution was cooled to room temperature
  2. customthe solvent was removed by distillation under the reduced pressure
  3. additionWater was then added to the residue
  4. extractionthe mixture was extracted with chloroform
  5. washThe chloroform layer was washed with water
  6. dry with materialwas dried over anhydrous sodium sulfate
  7. customThe solvent was removed
  8. distillationby distillation under the reduced pressure
  9. customthe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-74797ef604f641848eec90d7f66fdfbb
出典データセット
uspto-grants-2009_07
特許番号
US07560558B2

関連ノート

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