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

HRID 1774832Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1774832
[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]

Komponenten

5

Edukt 3

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

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+)+.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-606ec1cb5b4540d6a24bf7050b190b74
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09260408B2

Notizen zur Reaktion

Wird geladen…