Nitric Acid → HCID 54729467, compound

HRID 2380398Notes

Reaction equation

HRID 2380398 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[CH:10][C:9]=2[F:16])[NH:5][C:4](=[O:17])[CH:3]=1.[N+:18]([O-])([OH:20])=[O:19]>C(O)(=O)C>[N+:18]([C:3]1[C:4](=[O:17])[NH:5][C:6]([C:8]2[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[CH:10][C:9]=2[F:16])=[CH:7][C:2]=1[OH:1])([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 54729909HCID 54729909, compound

Product 1

HCID 54729467HCID 54729467, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A suspension of 4-hydroxy-6-(2-fluoro-5-methoxyphenyl) pyridone (345 mg, 1.47 mmol) in acetic acid (5 mL) was treated dropwise with 90% nitric acid (0.8 mL) at room temperature. The resulting homogeneous solution was heated to 55°-60° C. for 5 h during which time a precipitate formed. After cooling to room temperature the yellow solid was collected by filtration, washed thoroughly with water, and dried under vacuum to give pure 3-nitro4-hydroxy-6-(2-fluoro-5-methoxyphenyl) pyridone.

Workup

  1. temperatureThe resulting homogeneous solution was heated to 55°-60° C. for 5 h during which time a precipitate
  2. customformed
  3. filtrationwas collected by filtration
  4. washwashed thoroughly with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-25e61ebce6724ba9a9d09a6843478f3d
Source dataset
uspto-grants-1994_11
Patent number
US05367077

Reaction notes

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