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

HRID 437500

Reaction equation

HRID 437500 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].[H][H]>C(O)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

5

Reactant 2

HCID 5008489Hydrazinecarboxaldehyde, 2-(4-nitrophenyl)-HCID 178418361HCID 178418361, compound

Product 1

HCID 113189Hydrazinecarboxaldehyde, 2-(4-aminophenyl)-

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-Formyl-2-(4-nitrophenyl)hydrazine (10.2 g, 0.056 mole) and 10% palladium/charcoal (catalytic amount) were suspended in ethanol (500 ml) in a Parr shaker bottle. The reaction mixture was hydrogenated at room temperature until hydrogen uptake ceased. The reaction mixture was filtered and the solvent was evaporated from the filtrate leaving a white crystalline powder. Yield 7.1 g (84%), m.p. 122°-125° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent was evaporated from the filtrate
  3. customleaving a white crystalline powder

Sources & evidence

ORD record
ord-31ddbc56dc8346c4975e27b23b28328e
Source dataset
uspto-grants-1977_06
Patent number
US04031127

Linked notes

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