Nitric Acid → HCID 178487724, compound

HRID 48303Notes

Reaction equation

HRID 48303 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([OH:13])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.[N+:14]([O-])([OH:16])=[O:15]>C(O)(=O)CC>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([OH:13])=[C:8]([N+:14]([O-:16])=[O:15])[CH:9]=[N:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 178487715HCID 178487715, compound

Product 1

HCID 178487724HCID 178487724, compoundYield 62.1%

Reagents, catalysts & solvents 1

HCID 1032Propionic AcidSolvent

Procedure

A mixture of 7-methoxyquinolin-4-ol (5.0 g, 28.5 mmol) and propionic acid (50 mL) was heated to reflux. Nitric acid (3.2 mL of 70%, 50 mmol) was added dropwise over a period of 15 minutes. The reaction mixture was refluxed for 2 hrs and then allowed to cool to ambient temperature. The resulting precipitate was isolated by filtration, washed with cold ethanol followed by hexanes and then dried to provide 3.9 g of 7-methoxy-3-nitroquinolin-4-ol as a gray solid.

Workup

  1. temperaturewas heated to reflux
  2. temperatureThe reaction mixture was refluxed for 2 hrs
  3. customThe resulting precipitate was isolated by filtration
  4. washwashed with cold ethanol
  5. customdried

Sources & evidence

ORD record
ord-f1882aecf54d44ccb5dfe0ae5dbeb867
Source dataset
uspto-grants-2004_03
Patent number
US06703402B2

Reaction notes

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