Water → HCID 18433605, compound

HRID 2306248Notes

Reaction equation

HRID 2306248 reaction equation
C([N:4]1[C:13]2[C:8](=[C:9]([N+:14]([O-:16])=[O:15])[CH:10]=[CH:11][CH:12]=2)[CH:7]=[C:6]([NH2:17])[CH2:5]1)(=O)C.[OH-].[K+].O>CCO>[NH2:17][C:6]1[CH:5]=[N:4][C:13]2[C:8]([CH:7]=1)=[C:9]([N+:14]([O-:16])=[O:15])[CH:10]=[CH:11][CH:12]=2

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 18433536HCID 18433536, compound

Product 1

HCID 18433605HCID 18433605, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-Acetyl-3-amino-5-nitroquinoline, as described above in Step B, (5.89 g, 25.5 mmol) was dissolved in EtOH (200 mL) and KOH (2 N aqueous solution, 19.2 mL, 38.4 mmol) was added. The reaction mixture was heated to reflux for 48 hours, cooled, poured into water, and concentrated to in vacuo to remove the EtOH. The resulting solid was collected by filtration and dried to afford the desired product.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 48 hours
  3. temperaturecooled
  4. concentrationconcentrated to in vacuo
  5. customto remove the EtOH
  6. filtrationThe resulting solid was collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-597a8b6e233f4bcaa936c2aecec57d20
Source dataset
uspto-grants-2002_08
Patent number
US06441017B1

Reaction notes

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