1-Chloro-2-nitrobenzene → N-(2-Ethoxyethyl)-2-nitroaniline

HRID 746210

Reaktionsgleichung

Reaktionsgleichung von HRID 746210
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1Cl)([O-:3])=[O:2].[CH2:11]([O:13][CH2:14][CH2:15][NH2:16])[CH3:12]>C(OCC)(=O)C>[CH2:11]([O:13][CH2:14][CH2:15][NH:16][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])[CH3:12]

Komponenten

4

Edukt 2

HCID 69451-Chloro-2-nitrobenzeneHCID 66970Ethoxyethylamine

Produkt 1

HCID 13623317N-(2-Ethoxyethyl)-2-nitroanilineAusbeute 107,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

A mixture of o-nitrochlorobenzene (30 g) and 2-ethoxyethylamine (51 g) is stirred at 130° C. for 3 hours. After allowing to cool, ethyl acetate (150 ml) is added to the reaction mixture, and the ethyl acetate layer is separated, washed three times with saturated aqueous saline, dried over anhydrous magnesium sulfate, and then concentrated. The residue is distilled under reduced pressure to give N-(2-ethoxyethyl)-o-nitroaniline (42.9 g) as a reddish brown liquid, b.p. 144°-145.5° C./1.0 mmHg.

Aufarbeitung

  1. temperatureto cool
  2. customthe ethyl acetate layer is separated
  3. washwashed three times with saturated aqueous saline
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. distillationThe residue is distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-48e43cbef703412dbb45dc5e8243e257
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04603130

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