Pyridine → N-(3-bromo-5-nitrophenyl)acetamide

HRID 1028102

Reaktionsgleichung

Reaktionsgleichung von HRID 1028102
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([N+:9]([O-:11])=[O:10])[CH:8]=1)[NH2:5].N1C=CC=CC=1.[C:18](Cl)(=[O:20])[CH3:19]>ClCCl.O>[Br:1][C:2]1[CH:3]=[C:4]([NH:5][C:18](=[O:20])[CH3:19])[CH:6]=[C:7]([N+:9]([O-:11])=[O:10])[CH:8]=1

Komponenten

6

Edukt 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 44535ar-Bromo-ar-nitrobenzenamine

Produkt 1

HCID 10658908N-(3-bromo-5-nitrophenyl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

3-Bromo-5-nitroaniline (6.45 g, 29.7 mmol) was dissolved in dichloromethane (149 mL) and pyridine (2.88 mL, 35.7 mmol). The solution was cooled to 0° C. and then, acetyl chloride (2.325 mL, 32.7 mmol) was added dropwise. The reaction mixture was stirred at 0° C. for 1 hour. The reaction was diluted with water and dichloromethane and the organic phase was dried over sodium sulfate and was concentrated to dryness. N-(3-bromo-5-nitrophenyl)acetamide was isolated as a beige powder (7.86 g, 30 mmol, 100%) and was of sufficient purity to carry forward without further purification.

Aufarbeitung

  1. dry with materialthe organic phase was dried over sodium sulfate
  2. concentrationwas concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-70ec7c4f20d74ae5b7511b8de2beb47a
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08735417B2

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