1-Acetyl-4-(4-nitrophenyl)piperazine → 1-[4-(4-Aminophenyl)piperazin-1-yl]ethan-1-one

HRID 2291570Notes

Reaction equation

HRID 2291570 reaction equation
[C:1]([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)(=[O:3])[CH3:2]>C(O)C.[Ni]>[C:1]([N:4]1[CH2:5][CH2:6][N:7]([C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)[CH2:8][CH2:9]1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 28651491-Acetyl-4-(4-nitrophenyl)piperazine

Product 1

HCID 7362691-[4-(4-Aminophenyl)piperazin-1-yl]ethan-1-one

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

1-Acetyl-4-(4-nitrophenyl)piperazine [Ger. Pat. No. 1,239,940; Chem. Abs., 67, 101031z (1967)] (76.64 g) in ethanol (1000 ml) was hydrogenated over Raney nickel at 40° and 60 p.s.i. for 4 hours. The catalyst was then filtered off and the filtrate evaporated to give a residual solid which was crystallised from ethyl acetate, yield of the title compound 47.88 g, m.p. 129°-130°.

Workup

  1. filtrationThe catalyst was then filtered off
  2. customthe filtrate evaporated
  3. customto give a residual solid which
  4. customwas crystallised from ethyl acetate, yield of the title compound 47.88 g, m.p. 129°-130°

Sources & evidence

ORD record
ord-689407ffebf9457583eb9def508de13f
Source dataset
uspto-grants-1989_01
Patent number
US04797401

Reaction notes

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