4-Amino-3-Nitrophenol → 3,4-Diaminophenol

HRID 1823774Notes

Reaction equation

HRID 1823774 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[N+:9]([O-])=O.[H][H]>CO.[Pd]>[NH2:9][C:3]1[CH:4]=[C:5]([OH:8])[CH:6]=[CH:7][C:2]=1[NH2:1]

Participants

5

Reactant 2

HCID 37588824-Amino-3-NitrophenolHCID 178418361HCID 178418361, compound

Product 1

HCID 27729703,4-DiaminophenolYield 95.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

7.82 g of 4-amino-3-nitrophenol in 460 ml of methanol were hydrogenated with catalytic amount of palladium on carbon (800 mg, 10% Pd/C). After hydrogen uptake was complete, the catalyst was filtered off, washed with methanol and the filtrate was concentred under reduced pressure to give 6 g of crude 3,4-diaminophenol.

Workup

  1. filtrationthe catalyst was filtered off
  2. washwashed with methanol

Sources & evidence

ORD record
ord-8a54012fc88a41f0875ad11e60fa9aad
Source dataset
uspto-grants-2006_05
Patent number
US07041668B2

Reaction notes

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