Ethyl 4-chlorobenzoate → 2-(4-Chlorobenzoylamino)-3-(2-quinolon-3-yl)propionic acid

HRID 483178

反応式

HRID 483178 の反応式
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8]CC)=O)=[CH:4][CH:3]=1.CC[O-].[Na+].[NH2:17][CH:18]([CH2:22][C:23]1[C:24](=[O:33])[NH:25][C:26]2[C:31]([CH:32]=1)=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:19]([OH:21])=[O:20]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([NH:17][CH:18]([CH2:22][C:23]2[C:24](=[O:33])[NH:25][C:26]3[C:31]([CH:32]=2)=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:19]([OH:21])=[O:20])=[O:8])=[CH:11][CH:12]=1

参加物

5

反応物 3

HCID 81785Ethyl 4-chlorobenzoateHCID 2723922Sodium ethoxideHCID 133420972-Amino-3-(2-quinolon-3-yl)propionic acid

生成物 1

HCID 133421032-(4-Chlorobenzoylamino)-3-(2-quinolon-3-yl)propionic acid収率 9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

In 100 ml of ethanol, 1.66 g of ethyl p-chlorobenzate, 0.5 g of sodium ethylate and 2.09 g of 2-amino-3-(2-quinolon-3-yl)propionic acid were added and the whole mixture was placed in an autoclave. The reaction was carried out under 110 atmospheric pressure at 140°-150° C. for 6 hours. After completion of the reaction, the reaction mixture was cooled and concentrated under a reduced pressure. The residue was dissolved in 200 ml of chloroform, washed with 1%-potassium carbonate aqueous solution, a diluted hydrochloric acid and water in this order, then the chloroform layer was dried with sodium sulfate. The solvent was removed by distillation, the residue was recrystallized from ethanol-water to obtain 300 mg of 2-(4-chlorobenzoylamino)-3-(2-quinolon-3-yl)propionic acid in the form of white powdery product.

後処理

  1. customAfter completion of the reaction
  2. temperaturethe reaction mixture was cooled
  3. concentrationconcentrated under a reduced pressure
  4. dissolutionThe residue was dissolved in 200 ml of chloroform
  5. washwashed with 1%-potassium carbonate aqueous solution
  6. dry with materiala diluted hydrochloric acid and water in this order, then the chloroform layer was dried with sodium sulfate
  7. customThe solvent was removed by distillation
  8. customthe residue was recrystallized from ethanol-water

出典と根拠

ORDレコード
ord-aa6fb9ed376f4ebcb8a81c60ad956e85
出典データセット
uspto-grants-1986_03
特許番号
US04578381

関連ノート

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