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

HRID 555419Notes

Reaction equation

HRID 555419 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].C(O)C>[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 105.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-Amino-3-nitrophenol (1.09 g, 7.072 mmol) was dissolved into ethanol (50 ml). Palladium on charcoal (10%, 220 mg) was added and the mixture was stirred for 3.5 h under hydrogen atmosphere. The reaction mixture was filtered over Celite® and concentrated to afford 138a (930 mg, 100% yield) as a dark brown solid.

Workup

  1. filtrationThe reaction mixture was filtered over Celite®
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-61d1b4e491c14ed596678a0faa2a74c2
Source dataset
uspto-grants-2011_11
Patent number
US08053450B2

Reaction notes

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