1-(3,4-Dinitrobenzyl)-4-methylpiperazine → 1-(3,4-Diaminobenzyl)-4-methylpiperazine

HRID 706801Notes

Reaction equation

HRID 706801 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][C:17]=1[N+:18]([O-])=O)[CH2:7][N:8]1[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]1)([O-])=O>CN(C=O)C.CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][C:17]=1[NH2:18])[CH2:7][N:8]1[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]1

Participants

4

Reactant 1

HCID 591390071-(3,4-Dinitrobenzyl)-4-methylpiperazine

Product 1

HCID 591273961-(3,4-Diaminobenzyl)-4-methylpiperazine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21901440N,N-dimethylformamide methanolSolvent

Procedure

1-(3,4-Dinitrobenzyl)-4-methylpiperazine (2.8 g, 10 mmol), was dissolved in DMF:MeOH (1:1, 20 mL) and agitated with 10% Pd/C (280 mg) under an atmosphere of H2 for 12 hrs. The reaction was monitored by TLC. The mixture was then filtered and evaporated to give a dark solid which was used immediately without any further purification.

Workup

  1. filtrationThe mixture was then filtered
  2. customevaporated
  3. customto give a dark solid which
  4. customwas used immediately without any further purification

Sources & evidence

ORD record
ord-d01f493d1dd74d0699761146494f282f
Source dataset
uspto-grants-2015_11
Patent number
US09174996B2

Reaction notes

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