Bromochlorosalicylanilide → HCID 57756539、化合物

HRID 228640ノート

反応式

HRID 228640 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.[Br:16][C:17]1[CH:32]=[C:21]([C:22]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=2)=[O:23])[C:20]([OH:33])=[CH:19][CH:18]=1>CN(C)C1C=CN=CC=1.ClC1C=CC=CC=1Cl>[Cl:31][C:28]1[CH:27]=[CH:26][C:25]([NH:24][C:22](=[O:23])[C:21]2[CH:32]=[C:17]([Br:16])[CH:18]=[CH:19][C:20]=2[O:33][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:30][CH:29]=1

参加物

5

反応物 2

HCID 77254BromochlorosalicylanilideHCID 4596104-Chloro-6,7-dimethoxyquinoline

生成物 1

HCID 57756539HCID 57756539、化合物収率 25.7%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 72391,2-Dichlorobenzene溶媒

反応条件

温度
120 °C

実験手順

4-Chloro-6,7-dimethoxyquinoline (100 mg), 5-bromo-4′-chlorosalicylanilide (653 mg), and 4-dimethylaminopyridine (244 mg) were suspended in o-dichlorobenzene (1 ml), and the suspension was stirred at 120° C. overnight. 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 (59 mg, yield 23%).

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-490f7a0df62946948cde51cb5fbc5628
出典データセット
uspto-grants-2009_07
特許番号
US07560558B2

反応ノート

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