Hydrazine → 4-Aminocatechol

HRID 2236919Notes

Reaction equation

HRID 2236919 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([OH:11])[C:7](=[CH:9][CH:10]=1)[OH:8])([O-])=O.NN>CO.[Ni]>[OH:11][C:6]1[CH:5]=[C:4]([CH:10]=[CH:9][C:7]=1[OH:8])[NH2:1]

Participants

5

Reactant 2

HCID 9321HydrazineHCID 35051094-Nitrocatechol

Product 1

HCID 1517264-Aminocatechol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-nitrocatechol (310 mg, 2.0 mmol) in methanol (20 mL) is added hydrazine (200 μL) and a catalytic amount of Raney-Nickel (50 mg). The reaction mixture is left to stir at ambient temperature for 16 hours. The solution is then filtered over celite to remove Raney-Nickel and the filtrate evaporated to dryness. The 3,4-dihydroxyaniline thus produced is used as such for the next reaction.

Workup

  1. waitThe reaction mixture is left
  2. filtrationThe solution is then filtered over celite
  3. customto remove Raney-Nickel
  4. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-5a662f435afc4a73b3b9d115fa8645d3
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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