Water → 3-Nitro-2,6-xylenol

HRID 1361685

Reaktionsgleichung

Reaktionsgleichung von HRID 1361685
[CH3:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([CH3:11])[C:3]=1N.N([O-])=[O:14].[Na+].O>S(=O)(=O)(O)O>[CH3:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([CH3:11])[C:3]=1[OH:14]

Komponenten

5

Edukt 3

HCID 962WaterHCID 959453-Nitro-2,6-xylidineHCID 23668193Sodium Nitrite

Produkt 1

HCID 814763-Nitro-2,6-xylenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

2,6-Dimethyl-3-nitrobenzenamine (10.4 g, 62.6 mmol) was dissolved in 75% sulfuric acid (200 ml). Mixture cooled to 0° C. and treated with a solution of sodium nitrite (4.53 g, 65.7 mmol) in concentrated sulfuric acid (25.0 ml). After the mixture had been stirred for 1 hour at this temperature, water (200 ml) was added and the mixture warmed to 60° C. until the evolution of gas ceased. The mixture was allowed to cool to room temperature and then filtered to afford 2,6-dimethyl-3-nitrophenol. MS m/z=168 (M+H)+. Calc'd for C8H9NO3: 169.18.

Aufarbeitung

  1. additionwas added
  2. temperaturethe mixture warmed to 60° C. until the evolution of gas
  3. temperatureto cool to room temperature
  4. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-4d6c7fbf0fb3434f962211e6cbda3f93
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07880000B2

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