N~1~,N~1~-Dimethyl-N~3~-(2-nitrophenyl)propane-1,3-diamine → N~1~-[3-(Dimethylamino)propyl]benzene-1,2-diamine

HRID 1532639Notes

Reaction equation

HRID 1532639 reaction equation
[CH3:1][N:2]([CH3:16])[CH2:3][CH2:4][CH2:5][NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-])=O>C(O)C.[C].[Pd]>[CH3:16][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][NH:6][C:7]1[C:8]([NH2:13])=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

4

Reactant 1

HCID 210504N~1~,N~1~-Dimethyl-N~3~-(2-nitrophenyl)propane-1,3-diamine

Product 1

HCID 14174121N~1~-[3-(Dimethylamino)propyl]benzene-1,2-diamineYield 100.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

10% of palladium-carbon (0.18 g) was added to a solution containing N1,N1-dimethyl-N3-(2-nitrophenyl)-1,3-propanediamine (0.90 g) in ethanol (9 ml) and stirred for 2.5 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 (0.78 g) as reddish brown oil.

Workup

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

Sources & evidence

ORD record
ord-78640b95da544b988deb1b71a3fca6fa
Source dataset
uspto-grants-2001_03
Patent number
US06204264B1

Reaction notes

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