1-(2,2-Dimethyl-propyl)-4-(4-nitro-phenyl)-piperazine → HCID 24279197, compound

HRID 37874Notes

Reaction equation

HRID 37874 reaction equation
[CH3:1][C:2]([CH3:20])([CH3:19])[CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=2)[CH2:6][CH2:5]1>[Ni].CO>[CH3:1][C:2]([CH3:20])([CH3:19])[CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1

Participants

4

Reactant 1

HCID 210602191-(2,2-Dimethyl-propyl)-4-(4-nitro-phenyl)-piperazine

Product 1

HCID 24279197HCID 24279197, compoundYield 84.2%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

1-(2,2-Dimethyl-propyl)-4-(4-nitro-phenyl)-piperazine (4 g, 14.4 mmol) was hydrogenated over Raney nickel (500 mg) in methanol (150 mL) at atmospheric pressure and room temperature for 3 hours. The mixture was filtered through Celite and the filtrate concentrated to dryness to afford 4-[4-(2,2-dimethyl-propyl)-piperazin-1-yl-]-phenylamine (3 g, 84%) as a yellow solid.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationthe filtrate concentrated to dryness

Sources & evidence

ORD record
ord-624cdea5ec6e4db7a343ba563317942a
Source dataset
uspto-grants-2013_09
Patent number
US08524705B2

Reaction notes

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