Nitric Acid → HCID 178526777, compound

HRID 1168818Notes

Reaction equation

HRID 1168818 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-0525b65602cb471c871659202368bbc6
Source dataset
uspto-grants-2003_09
Patent number
US06627640B2

Reaction notes

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