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

HRID 2077264ノート

反応式

HRID 2077264 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2d146881697c4feb9f1eb6565fe18843
出典データセット
uspto-grants-2011_04
特許番号
US07928133B2

反応ノート

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