Potassium Hydroxide → 8-Nitroquinolin-5-ol

HRID 513797Notes

Reaction equation

HRID 513797 reaction equation
[OH-:1].[K+].Cl[C:4]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[C:10]2[C:5]=1[CH:6]=[CH:7][CH:8]=[N:9]2>CCO.O>[N+:14]([C:11]1[C:10]2[N:9]=[CH:8][CH:7]=[CH:6][C:5]=2[C:4]([OH:1])=[CH:13][CH:12]=1)([O-:16])=[O:15]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 2427555-Chloro-8-nitroquinoline

Product 1

HCID 52973548-Nitroquinolin-5-olYield 68%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

KOH (2.69 g, 47.9 mmol) was added to a solution of 5-chloro-8-nitro-quinoline 27 (1.0 g, 4.79 mmol) in EtOH (20 ml) and water (30 ml) and the mixture was heated at 100° C. for 2 h. The reaction mixture was cooled in the fridge for 18 h and the resulting crystals were collected by filtration and dried to give the title compound (616 mg, 68%).

Workup

  1. temperatureThe reaction mixture was cooled in the fridge for 18 h
  2. filtrationthe resulting crystals were collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-9d61fca709f740e18d247bc95ddb7d03
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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