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

HRID 412719Notes

Reaction equation

HRID 412719 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[N+:9]([O-])=O>[Pd].CO>[NH2:9][C:3]1[CH:4]=[C:5]([OH:8])[CH:6]=[CH:7][C:2]=1[NH2:1]

Participants

4

Reactant 1

HCID 37588824-Amino-3-Nitrophenol

Product 1

HCID 27729703,4-DiaminophenolYield 99.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture comprising 4-amino-3-nitrophenol (5.0 g, 32.4 mmol), palladium on carbon (10%, 1.0 g) and methanol (50 mL) in a Parr apparatus was hydrogenated at 50 psi for 3 hours, filtered through celite and concentrated in vacuo to provide 3,4-diaminophenol (4.02 g, 91% yield) as a dark solid; MS (PB-PCI) C6H8N2O m/e calc 124.16; found 125 (MH+).

Workup

  1. filtrationfiltered through celite and
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8b224fc65f624e9bbba7440fb5d6d85c
Source dataset
uspto-grants-2003_05
Patent number
US06562854B2

Reaction notes

Loading…