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

HRID 464947Notes

Reaction equation

HRID 464947 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

16.6 g of 1-acetyl-2-(4-nitrophenyl)hydrazine was catalytically reduced at room temperature in 800 ml of ethanol using a palladium-carbon catalyst. The reaction solution was filtered and cooled to obtain 10.5 g of 1-acetyl-2-(4-aminophenyl)hydrazine. Yield: 75%. Melting point: 130°-140° C.

Workup

  1. filtrationThe reaction solution was filtered
  2. temperaturecooled

Sources & evidence

ORD record
ord-7a3fe1e4449845768c28bfa4bc3276d2
Source dataset
uspto-grants-1985_10
Patent number
US04550070

Reaction notes

Loading…