Nitric Acid → HCID 178526777, compound

HRID 1838836Notes

Reaction equation

HRID 1838836 reaction equation
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([OH:16])=[CH:11][CH:12]=[N:13]2)=[CH:8][CH:7]=1>C(O)(=O)CC>[F:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([OH:16])=[C:11]([N+:1]([O-:4])=[O:2])[CH:12]=[N:13]2)=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 178516440HCID 178516440, compound

Product 1

HCID 178526777HCID 178526777, compound

Reagents, catalysts & solvents 1

HCID 1032Propionic AcidSolvent

Conditions

Temperature
125 °C

Procedure

Nitric acid (20 mL of 70%) was added to a hot (125° C.) solution of 7-fluoro-4-quinolinol (35 g, 214 mmol) in propionic acid (200 mL). The reaction mixture was stirred at 125° C. for about 1.5 hours and then allowed to cool to ambient temperature. The resulting yellow precipitate was isolated by filtration, rinsed with water and then with ethanol, and then recrystallized from N,N-dimethylformamide/water to provide 18 g of 7-fluoro-3-nitro-4-quinolinol.

Workup

  1. temperatureto cool to ambient temperature
  2. customThe resulting yellow precipitate was isolated by filtration
  3. washrinsed with water
  4. customwith ethanol, and then recrystallized from N,N-dimethylformamide/water

Sources & evidence

ORD record
ord-8b66e61a30614cb481a2e33c8c0853d6
Source dataset
uspto-grants-2004_01
Patent number
US06677334B2

Reaction notes

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