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

HRID 1381086Notes

Reaction equation

HRID 1381086 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.[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 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

30 g of the 1-formyl-2-(4-nitrophenyl)hydrazine was then catalytically reduced in 1.6 liters of ethanol in the presence of palladium-on-carbon as a catalyst at room temperature. The reaction mixture was filtered, and the filtrate was evaporated to dryness to obtain 20.5 g of 1-formyl-2-(4-aminophenyl)hydrazine as a white solid. Melting Point: 123°-125° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-752a2e995f784f8992a77e00b5a79c30
Source dataset
uspto-grants-1986_04
Patent number
US04585731

Reaction notes

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