Acetic acid, 2-(4-nitrophenyl)hydrazide → Acetic acid, 2-(4-aminophenyl)hydrazide

HRID 648900Notes

Reaction equation

HRID 648900 reaction equation
[C:1]([NH:4][NH:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][CH:7]=1)(=[O:3])[CH3:2]>C(O)C.[C].[Pd]>[C:1]([NH:4][NH:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][CH:7]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 3404344Acetic acid, 2-(4-nitrophenyl)hydrazide

Product 1

HCID 81068Acetic acid, 2-(4-aminophenyl)hydrazideYield 75%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Then, 16.6 g of 1-acetyl-2-(4-nitrophenyl)hydrazine was catalytically reduced in 800 ml of ethanol at room temperature using palladium-carbon as a catalyst. The reaction mixture was filtered and cooled to provide 10.5 g of 1-acetyl-2-(4-aminophenyl)hydrazine. The yield was 75% and the melting point was 130°-140° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. temperaturecooled

Sources & evidence

ORD record
ord-f2ee15792c1e416587b532ef13c46798
Source dataset
uspto-grants-1988_04
Patent number
US04737452

Reaction notes

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