Ethyl Acetate → 4-Chloro-3-(5-phenyl-1H-imidazol-2-yl) aniline

HRID 2077264노트

반응식

HRID 2077264 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[C:11]1[NH:12][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:14][N:15]=1.O.O.[Sn](Cl)Cl.C(OCC)(=O)C.[OH-].[Na+]>CCO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[C:11]1[NH:12][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:14][N:15]=1

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 61436Stannous chloride dihydrateHCID 580065202-(2-chloro-5-nitrophenyl)-5-phenyl-1H-imidazole

생성물 1

HCID 498408204-Chloro-3-(5-phenyl-1H-imidazol-2-yl) aniline

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2-(2-chloro-5-nitro-phenyl)-5-phenyl-1H-imidazole (430 mg, 1.43 mmol) and tin (II) chloride dihydrate (1.15 g, 5.02 mmol) in EtOH (15 ml) is heated at reflux for 3 hours. The mixture is cooled down to room temperature and the solvent is removed in vacuo. The residue obtained is treated with ethyl acetate (80 ml) and 1N NaOH solution is added until the pH is raised to around 12. The suspension is kept stirring for 10 minutes and then filtered through Celite cake. The solution obtained is concentrated to yield 4-chloro-3-(5-phenyl-1H-imidazol-2-yl)-phenylamine as a dark red foam-like solid.

후처리

  1. temperatureis heated
  2. temperatureat reflux for 3 hours
  3. customthe solvent is removed in vacuo
  4. customThe residue obtained
  5. additionis added until the pH
  6. temperatureis raised to around 12
  7. filtrationfiltered through Celite cake
  8. customThe solution obtained
  9. concentrationis concentrated

출처 및 근거

ORD 기록
ord-2d146881697c4feb9f1eb6565fe18843
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07928133B2

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