6-Nitroquinolin-5-ylamine → Quinoline-5,6-diamine

HRID 1691443Notes

Reaction equation

HRID 1691443 reaction equation
[NH2:1][C:2]1[C:11]([N+:12]([O-])=O)=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2>[Pd].CCO>[NH2:1][C:2]1[C:11]([NH2:12])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2

Participants

4

Reactant 1

HCID 1189016-Nitroquinolin-5-ylamine

Product 1

HCID 426874Quinoline-5,6-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 5-Amino-6-nitroquinoline (650 mg, 3.44 mmol), Pd/C (70 mg) and 15 mL of EtOH was stirred under H2 (balloon) overnight. The reaction mixture was filtered through Celite and the filtrate was concentrated to give 5,6-diaminoquinoline.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-291f51b0392641508c6389841d1f93e1
Source dataset
uspto-grants-2012_04
Patent number
US08153626B2

Reaction notes

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