Nitric Acid → 3-Bromo-4-nitropyridine N-oxide

HRID 1982892Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1982892
[N+:1]([O-:4])(O)=[O:2].[Br:5][C:6]1[CH:7]=[N+:8]([O-:12])[CH:9]=[CH:10][CH:11]=1.[OH-].[Na+]>S(=O)(=O)(O)O>[Br:5][C:6]1[CH:7]=[N+:8]([O-:12])[CH:9]=[CH:10][C:11]=1[N+:1]([O-:4])=[O:2]

Komponenten

5

Edukt 3

HCID 944Nitric AcidHCID 14798Sodium HydroxideHCID 142763Pyridine, 3-bromo-, 1-oxide

Produkt 1

HCID 5485213-Bromo-4-nitropyridine N-oxideAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel2×

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

Concentrated nitric acid (128 ml) and concentrated sulfuric acid (77 ml) were slowly added to a solution of 3-bromopyridin-N-oxide (31.9 g, 181.0 mmol) prepared in Step 1 in concentrated sulfuric acid (77 ml), while maintaining the temperature at 0° C.˜5° C. The reaction mixture was stirred at 90° C. for 2 hours and then cooled to room temperature. The reaction mixture was added to 1000 ml of ice water, which was then brought to pH 8 with 50% sodium hydroxide solution. The resulting precipitate was filtered and dried to give the titled compound as a yellow solid (29.3 g, 72.0%).

Aufarbeitung

  1. temperaturewhile maintaining the temperature at 0° C.˜5° C
  2. temperaturecooled to room temperature
  3. filtrationThe resulting precipitate was filtered
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d38b85ffe98449859dbb57a838188dc3
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07541366B2

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