Pyridine → N-(4-Chlorophenyl)-3-phenylacrylamide

HRID 2179

反応式

HRID 2179 の反応式
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.N1C=CC=CC=1.[C:15](Cl)(=[O:24])[CH:16]=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(OCC)(=O)C>C1(C)C=CC=CC=1.O>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:15](=[O:24])[CH:16]=[CH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 1049PyridineHCID 78124-ChloroanilineHCID 8857Ethyl AcetateHCID 660233-Phenylprop-2-enoyl chloride

生成物 1

HCID 303259N-(4-Chlorophenyl)-3-phenylacrylamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒2 回

反応条件

温度
0 °C

実験手順

To a mixture of 4-chloroaniline (16.2 g), toluene (120 ml), and pyridine (11 ml) at 0° C., cinnamoyl chloride (20.0 g) in 120 ml of toluene was added dropwise. After stirring 15 minutes at 0° C. the reaction mixture was poured into a mixture of ethyl acetate: water (250 ml:250 ml). The organic layer was separated and extracted with 5% aqueous HCl (3×250 ml), water (1×250 ml), 5% aqueous sodium bicarbonate (3×250 ml), dried over anhydrous sodium sulfate and evaporated yielding the amide as a white solid.

後処理

  1. customThe organic layer was separated
  2. extractionextracted with 5% aqueous HCl (3×250 ml), water (1×250 ml), 5% aqueous sodium bicarbonate (3×250 ml)
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated

出典と根拠

ORDレコード
ord-d0e6fc6e604f42b1aaa518cbc9b8ffed
出典データセット
uspto-grants-1998_03
特許番号
US05728715

関連ノート

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