1-Methyl-4-(4-nitrophenyl)piperazine → 4-(4-Methylpiperazin-1-yl)aniline

HRID 1517652Notes

Reaction equation

HRID 1517652 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[H][H]>C(O)C.[Pd]>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[CH2:6][CH2:7]1

Participants

5

Reactant 2

HCID 28251981-Methyl-4-(4-nitrophenyl)piperazineHCID 178418361HCID 178418361, compound

Product 1

HCID 7372534-(4-Methylpiperazin-1-yl)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

10.0 g (45 mmol) 1-methyl-4-(4-nitro-phenyl)-piperazine are dissolved in 250 ml of ethanol, then combined with 2 g palladium/charcoal (10%) and hydrogenated at 5 bar hydrogen for 2 hours. Then the reaction mixture is suction filtered and the filtrate is concentrated by evaporation. The residue is recrystallised from cyclohexane. Yield: 7.7 g

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate is concentrated by evaporation
  3. customThe residue is recrystallised from cyclohexane

Sources & evidence

ORD record
ord-eb33d85f80044de9a9a41b6671e39dcb
Source dataset
uspto-grants-2012_07
Patent number
US08232286B2

Reaction notes

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