Ethanol → 2-Methyl-3-((4-methylpiperazin-1-yl)methyl)benzeneamine

HRID 1042675Notes

Reaction equation

HRID 1042675 reaction equation
[CH3:1][C:2]1[C:15]([N+:16]([O-])=O)=[CH:14][CH:13]=[CH:12][C:3]=1[CH2:4][N:5]1[CH2:10][CH2:9][N:8]([CH3:11])[CH2:7][CH2:6]1.CCO>CO.[Pd]>[CH3:1][C:2]1[C:3]([CH2:4][N:5]2[CH2:6][CH2:7][N:8]([CH3:11])[CH2:9][CH2:10]2)=[CH:12][CH:13]=[CH:14][C:15]=1[NH2:16]

Participants

5

Reactant 2

HCID 702EthanolHCID 594279041-Methyl-4-[(2-methyl-3-nitrophenyl)methyl]piperazine

Product 1

HCID 287216812-Methyl-3-((4-methylpiperazin-1-yl)methyl)benzeneamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-(2-Methyl-3-nitrobenzyl)-4-methylpiperazine (1.2 g, 4.8 mmol) was dissolved in 50 ml of MeOH, and to this was added a slurry of 10% Pd/C in a minimal amount of EtOH. The reaction mixture was evacuated and purged with H2, and then stirred at room temperature for 3 hours. The mixture was purged with N2 for 30 minutes and then filtered through a pad of celite. Solvent evaporation afforded 2-methyl-3-((4-methylpiperazin-1-yl)methyl)benzeneamine.

Workup

  1. customThe reaction mixture was evacuated
  2. custompurged with H2
  3. customThe mixture was purged with N2 for 30 minutes
  4. filtrationfiltered through a pad of celite
  5. customSolvent evaporation

Sources & evidence

ORD record
ord-0e77bdc662ed4d469a3ad7a2aba63b90
Source dataset
uspto-grants-2013_10
Patent number
US08557996B2

Reaction notes

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