Chloroacetyl chloride → N-(4-bromo-2-nitrophenyl)-2-chloroacetamide

HRID 44185

Reaktionsgleichung

Reaktionsgleichung von HRID 44185
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[Cl:12][CH2:13][C:14](Cl)=[O:15]>>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:14](=[O:15])[CH2:13][Cl:12])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1

Komponenten

3

Edukt 2

HCID 6577Chloroacetyl chlorideHCID 701324-Bromo-2-nitroaniline

Produkt 1

HCID 16457083N-(4-bromo-2-nitrophenyl)-2-chloroacetamideAusbeute 96 %

Versuchsvorschrift

To a solution of 4-bromo-2-nitroaniline (15.0 g, 69.1 mmol) was added drop wise 2-chloroacetyl chloride (9.4 g, 82.9 mmol) under nitrogen. After refluxing for 1.5 h, the reaction mixture was cooled to ambient temperature and the solvent was removed under reduced pressure. Crystallization from ethyl acetate/hexane afforded N-(4-bromo-2-nitrophenyl)-2-chloroacetamide (19.4 g, 66.1 mmol, 96%) as yellow needles.

Aufarbeitung

  1. temperatureAfter refluxing for 1.5 h
  2. customthe solvent was removed under reduced pressure
  3. customCrystallization from ethyl acetate/hexane

Quellen und Nachweise

ORD-Eintrag
ord-ffe1c224bf7a4abdb0904482ad6ae5ce
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541404B2

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