HCID 22013769, compound → Ethyl 3-amino-4-[[3-(dimethylamino)propyl]amino]benzoate

HRID 1532658Notes

Reaction equation

HRID 1532658 reaction equation
[CH3:1][N:2]([CH3:21])[CH2:3][CH2:4][CH2:5][NH:6][C:7]1[CH:17]=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][C:8]=1[N+:18]([O-])=O>C(O)C.[C].[Pd]>[NH2:18][C:8]1[CH:9]=[C:10]([CH:16]=[CH:17][C:7]=1[NH:6][CH2:5][CH2:4][CH2:3][N:2]([CH3:21])[CH3:1])[C:11]([O:13][CH2:14][CH3:15])=[O:12]

Participants

4

Reactant 1

HCID 22013769HCID 22013769, compound

Product 1

HCID 22013774Ethyl 3-amino-4-[[3-(dimethylamino)propyl]amino]benzoateYield 101.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

10% of palladium-carbon (0.40 g) was added to a solution containing ethyl 4-{[3-(dimethylamino)propyl]amino}-3-nitrobenzoate (2.02 g) in ethanol (20 ml) and stirred for 5 hours under a hydrogen gas atmosphere at room temperature. After the catalyst was removed out by filtration, the filtrate was concentrated, thereby yielding the entitled compound (1.85 g) as dark red oil.

Workup

  1. customAfter the catalyst was removed out by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-cedc4bdd46bf4da08a0a95c3a88e3aad
Source dataset
uspto-grants-2001_03
Patent number
US06204264B1

Reaction notes

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