2-Nitroresorcinol → 2-Aminoresorcinol

HRID 2112742Notes

Reaction equation

HRID 2112742 reaction equation
[N+:1]([C:4]1[C:9]([OH:10])=[CH:8][CH:7]=[CH:6][C:5]=1[OH:11])([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[C:9]([OH:10])=[CH:8][CH:7]=[CH:6][C:5]=1[OH:11]

Participants

4

Reactant 1

HCID 117602-Nitroresorcinol

Product 1

HCID 694512-AminoresorcinolYield 99.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2-nitrobenzene-1,3-diol (5 g, 32.2 mmol) and 10% Pd on charcoal (230 mg) in ethanol (100 ml) were hydrogenated with H2 at atmospheric pressure overnight. The reaction mixture was filtered through celite. Ethanol was removed by evaporation to yield the subtitled compound (4 g, 99%).

Workup

  1. customwere hydrogenated with H2 at atmospheric pressure overnight
  2. filtrationThe reaction mixture was filtered through celite
  3. customEthanol was removed by evaporation

Sources & evidence

ORD record
ord-061c4bc540db408bbe7e67540094be05
Source dataset
uspto-grants-2009_04
Patent number
US07524856B2

Reaction notes

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