Hydrazinecarboxaldehyde, 2-(4-nitrophenyl)- → Hydrazinecarboxaldehyde, 2-(4-aminophenyl)-

HRID 648895

Reaction equation

HRID 648895 reaction equation
[CH:1]([NH:3][NH:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][CH:6]=1)=[O:2]>C(O)C.[C].[Pd]>[CH:1]([NH:3][NH:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][CH:6]=1)=[O:2]

Participants

4

Reactant 1

HCID 5008489Hydrazinecarboxaldehyde, 2-(4-nitrophenyl)-

Product 1

HCID 113189Hydrazinecarboxaldehyde, 2-(4-aminophenyl)-Yield 81.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Then, 30 g of 1-formyl-2-(4-nitrophenyl)hydrazine was catalytically reduced in 1.6 liters of ethanol at room temperature using palladium-carbon as a catalyst. The reaction mixture was filtered to remove the catalyst and the filtrate was evaporated to dryness to provide 20.5 g of 1-formyl-2-(4-aminophenyl)hydrazine having a melting point of 123°-125° C. as a light brown solid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customto remove the catalyst
  3. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-7d946c2d603649f39489bd0293d466a3
Source dataset
uspto-grants-1988_04
Patent number
US04737452

Linked notes

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