HCID 178526471, compound → 6-Aminoquinolin-2-ol

HRID 1696529Notes

Reaction equation

HRID 1696529 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([OH:14])[CH:8]=[CH:7]2)([O-])=O>CCO.O=[Pt]=O>[NH2:1][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH:8]=[CH:7]2

Participants

4

Reactant 1

HCID 178526471HCID 178526471, compound

Product 1

HCID 128107976-Aminoquinolin-2-olYield 92%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalyst2×HCID 702EthanolSolvent

Procedure

A mixture of 6-nitroquinolin-2-ol and PtO2 (20 mg) in EtOH (30 mL) was stirred under H2 (1 atm) for 20 h. More PtO2 (10 mg) was added and was stirred under H2 (1 atm) for 2 days. The solution was filtered and washed with MeOH and CHCl3. The solvent was evaporated and the residue was dried under vacuum to obtain 6-aminoquinolin-2(1H)-one as a yellow solid (0.28 g, 92% yield). LC-MS (EI) m/z: 161.0 (M+H+).

Workup

  1. stirringwas stirred under H2 (1 atm) for 2 days
  2. filtrationThe solution was filtered
  3. washwashed with MeOH and CHCl3
  4. customThe solvent was evaporated
  5. customthe residue was dried under vacuum

Sources & evidence

ORD record
ord-0fa1d15bda3a40cea3aa8fc6bba0b543
Source dataset
uspto-grants-2012_04
Patent number
US08163756B2

Reaction notes

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