Chloroform → 4-{[7-(Benzyloxy)-6-methoxy-4-quinazolinyl]oxy}-2-chloroaniline

HRID 1375777

反応式

HRID 1375777 の反応式
[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13](Cl)=[N:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[O:20][CH3:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:23][C:24]1[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][C:25]=1[Cl:31].[OH-].[Na+].C(Cl)(Cl)Cl>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.CC(C)=O.O>[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([O:30][C:27]3[CH:28]=[CH:29][C:24]([NH2:23])=[C:25]([Cl:31])[CH:26]=3)=[N:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[O:20][CH3:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

8

反応物 4

HCID 6212ChloroformHCID 14798Sodium HydroxideHCID 106619987-(Benzyloxy)-4-chloro-6-methoxyquinazolineHCID 125981904-Amino-3-chlorophenol hydrochloride

生成物 1

HCID 226672324-{[7-(Benzyloxy)-6-methoxy-4-quinazolinyl]oxy}-2-chloroaniline収率 90%

試薬・触媒・溶媒 3

HCID 70681Tetrabutylammonium Chloride触媒HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

7-(Benzyloxy)-4-chloro-6-methoxyquinazoline (30.0 g) and tetrabutylammonium chloride (13.9 g) were dissolved in acetone (400 ml), and the solution was stirred at room temperature. A solution of 4-amino-3-chlorophenol hydrochloride (36.0 g) in a 20% aqueous sodium hydroxide solution (64 ml) was added thereto. The mixture was then heated under reflux for 3 hr. The reaction solution was cooled to room temperature, and chloroform and water were added to the cooled reaction solution, followed by extraction with chloroform. The extract was washed with a saturated aqueous sodium hydrogencarbonate solution and saturated brine and was then dried over anhydrous sodium sulfate. Next, sodium sulfate was removed, and the solvent was then removed by distillation. The residue was washed with methanol, and the washed solid was subjected to evaporation to dryness in vacuo through a vacuum pump to give 36.6 g (yield 90%) of the title compound.

後処理

  1. temperatureThe mixture was then heated
  2. temperatureunder reflux for 3 hr
  3. temperatureThe reaction solution was cooled to room temperature
  4. extractionfollowed by extraction with chloroform
  5. washThe extract was washed with a saturated aqueous sodium hydrogencarbonate solution and saturated brine
  6. dry with materialwas then dried over anhydrous sodium sulfate
  7. customNext, sodium sulfate was removed
  8. customthe solvent was then removed by distillation
  9. washThe residue was washed with methanol
  10. customthe washed solid was subjected to evaporation to dryness in vacuo through a vacuum pump

出典と根拠

ORDレコード
ord-b7287806cc9945148776f788adaacf6a
出典データセット
uspto-grants-2007_01
特許番号
US07169789B2

関連ノート

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