4-Isobutylamino-3-nitroquinoline → N4-(2-methylpropyl)quinoline-3,4-diamine

HRID 255549Notes

Reaction equation

HRID 255549 reaction equation
[CH2:1]([NH:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=[CH:8][C:7]=1[N+:16]([O-])=O)[CH:2]([CH3:4])[CH3:3]>C(O)C.[Pt]>[NH2:16][C:7]1[CH:8]=[N:9][C:10]2[C:15]([C:6]=1[NH:5][CH2:1][CH:2]([CH3:4])[CH3:3])=[CH:14][CH:13]=[CH:12][CH:11]=2

Participants

4

Reactant 1

HCID 109993104-Isobutylamino-3-nitroquinoline

Product 1

HCID 11298872N4-(2-methylpropyl)quinoline-3,4-diamine

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 15.0 g (0.0612 mole) of 4-isobutylamino-3-nitroquinoline (from Example 1) in ethanol was added about 0.5 g of 5% platinum on charcoal, and the mixture was hydrogenated on a Parr apparatus at about 20° C. The mixture was filtered to provide a solution of 3-amino-4-(isobutylamino)quinoline.

Workup

  1. customwas hydrogenated on a Parr apparatus at about 20° C
  2. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-41d4e2e627904082861cbc2d10ba5a96
Source dataset
uspto-grants-1987_10
Patent number
US04698348

Reaction notes

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