Nitric Acid → 2,3-dimethyl-4-nitro-5-fluoro-pyridine-N-oxide

HRID 1655233Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1655233
OS(O)(=O)=O.O=S(=O)=O.[N+:10]([O-:13])(O)=[O:11].[CH3:14][C:15]1[C:20]([CH3:21])=[CH:19][C:18]([F:22])=[CH:17][N+:16]=1[O-:23].C(=O)([O-])[O-].[NH4+].[NH4+]>S(=O)(=O)(O)O>[CH3:14][C:15]1[C:20]([CH3:21])=[C:19]([N+:10]([O-:13])=[O:11])[C:18]([F:22])=[CH:17][N+:16]=1[O-:23]

Komponenten

6

Edukt 4

HCID 944Nitric AcidHCID 24681Fuming sulfuric acidHCID 517111Ammonium CarbonateHCID 197912325-Fluoro-2,3-dimethyl-1-oxidopyridin-1-ium

Produkt 1

HCID 197912362,3-dimethyl-4-nitro-5-fluoro-pyridine-N-oxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

A nitration mixture of 30% oleum (24 ml) and fuming nitric acid (40 ml) was added dropwise with cooling to a solution of 2,3-dimethyl-5-fluoropyridine-N-oxide (6.64 g) in concentrated sulphuric acid (24 ml) at 10°-15°. The solution was stirred at room temperature for 1.5 hours and then 2 hours at 80°-90°. After cooling, the mixture was poured onto ice, basified (ammonium carbonate) and extracted with dichloromethane. After drying (K2CO3), the extracts were evaporated to dryness to give 2,3-dimethyl-4-nitro-5-fluoro-pyridine-N-oxide (5.88 g) m.p. 80°-83°.

Aufarbeitung

  1. additionwas added dropwise
  2. custom2 hours
  3. customat 80°-90°
  4. temperatureAfter cooling
  5. additionthe mixture was poured onto ice
  6. extractionextracted with dichloromethane
  7. dry with materialAfter drying (K2CO3)
  8. customthe extracts were evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-f67d3f1296034ff293e2c97a3f0e1581
Quelldatensatz
uspto-grants-1993_10
Patentnummer
US05250527

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