Nitric Acid → HCID 178526777, compound

HRID 48286Notes

Reaction equation

HRID 48286 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-e4885c4b8f684e60b82d19576330e135
Source dataset
uspto-grants-2004_03
Patent number
US06703402B2

Reaction notes

Loading…