Pyridine → N-(4-bromo-3-chloro-phenyl)-3-chloro-propionamide

HRID 530339ノート

反応式

HRID 530339 の反応式
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[Cl:9].N1C=CC=CC=1.[Cl:16][CH2:17][CH2:18][C:19](Cl)=[O:20]>ClCCCl>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:19](=[O:20])[CH2:18][CH2:17][Cl:16])=[CH:4][C:3]=1[Cl:9]

参加物

5

反応物 3

HCID 1049PyridineHCID 693643-Chloropropionyl chlorideHCID 888884-Bromo-3-chloroaniline

生成物 1

HCID 86679184N-(4-bromo-3-chloro-phenyl)-3-chloro-propionamide収率 95%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

To a solution of 4-bromo-3-chloroaniline (6.0 g, 29.1 mmol) and pyridine (3.45 g, 43.6 mmol) in 1,2-dichloroethane (50 mL) was added 3-chloropropionyl chloride (5.53 g, 43.6 mmol) drop wise at 15° C. After stirring for 2 hr at room temperature, the mixture was washed with water and then 2 N aq. hydrochloric acid. The organic layer was dried over anhy. Na2SO4, and after filtration, the solvent was removed under reduced pressure. The product N-(4-bromo-3-chloro-phenyl)-3-chloro-propionamide (8.20 g, 95% yield) was obtained as oil. MS: 298.0 (M+H)+.

後処理

  1. washthe mixture was washed with water
  2. customThe organic layer was dried over anhy
  3. filtrationNa2SO4, and after filtration
  4. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-d7ea29047d4e472e879ba574c93f92e8
出典データセット
uspto-grants-2016_05
特許番号
US09353081B2

反応ノート

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