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

HRID 1679245Notes

Reaction equation

HRID 1679245 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].[H][H]>C(O)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

5

Reactant 2

HCID 3404344Acetic acid, 2-(4-nitrophenyl)hydrazideHCID 178418361HCID 178418361, compound

Product 1

HCID 81068Acetic acid, 2-(4-aminophenyl)hydrazide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-Acetyl-2-(4-nitrophenyl)hydrazine (12.7 g, 0.065 mole) and 10% palladium/charcoal (catalytic amount) was suspended in absolute ethanol (300 ml) in a Parr shaker bottle. The reaction mixture was hydrogenated at room temperature until hydrogen uptake ceased (theoretical uptake 15.6 psi-actual uptake was 17 psi).

Sources & evidence

ORD record
ord-5b68fee9c75e48e38c86dc5dc7d363c7
Source dataset
uspto-grants-1978_03
Patent number
US04080207

Reaction notes

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