6-Nitroquinolin-2(1H)-one → 6-Aminoquinolin-2-ol

HRID 373784Notes

Reaction equation

HRID 373784 reaction equation
[N+: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)([O-])=O.[H][H]>CO.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

5

Reactant 2

HCID 8999326-Nitroquinolin-2(1H)-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 128107976-Aminoquinolin-2-ol

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

In a Parr catalytic hydrogenation apparatus 6-nitrocarbostyril, 5.3 g (0.028 mole), in 150 mL of methanol and 0.5 g PtO2 were shaken in a hydrogen atmosphere. The resulting yellow solid was extracted with refluxing methanol to yield 6-aminocarbostyril, 3.5 g, as yellow crystals; m.p. 315°-317° C.

Workup

  1. extractionThe resulting yellow solid was extracted with refluxing methanol

Sources & evidence

ORD record
ord-749a5a7465414875b2f5ab155b7da4de
Source dataset
uspto-grants-1992_11
Patent number
US05166160

Reaction notes

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