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

HRID 1774832ノート

反応式

HRID 1774832 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) dropwise at 15° C. After stirring for 2 hours at room temperature, the mixture was washed with water and then hydrochloric acid (2 N, aqueous). The organic layer was dried over anhydrous sodium sulfate. After filtration, the solvent was removed under reduced pressure. The product N-(4-bromo-3-chloro-phenyl)-3-chloro-propionamide (8.20 g, yield: 95%) was obtained as an oil. MS: 298.0 (M+H+)+.

後処理

  1. washthe mixture was washed with water
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationAfter filtration
  4. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-606ec1cb5b4540d6a24bf7050b190b74
出典データセット
uspto-grants-2016_02
特許番号
US09260408B2

反応ノート

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