2,3-Dinitrophenol → 2,3-Diaminophenol

HRID 1030517Notes

Reaction equation

HRID 1030517 reaction equation
[N+:1]([C:4]1[C:9]([N+:10]([O-])=O)=[CH:8][CH:7]=[CH:6][C:5]=1[OH:13])([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:1][C:4]1[C:9]([NH2:10])=[CH:8][CH:7]=[CH:6][C:5]=1[OH:13]

Participants

5

Reactant 2

HCID 61912,3-DinitrophenolHCID 178418361HCID 178418361, compound

Product 1

HCID 5799372,3-DiaminophenolYield 131.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2,3-dinitrophenol (80%) 25 g (0.11 mol) was dissolved in 700 ml ethanol and 0.5 g Pd/C was added. The mixture was hydrogenated at room temperature until the uptake of hydrogen ceased (4 h). The solution was filtered (celite) in N2 -atmosphere and evaporated to dryness in vacuo to give the title compound as an unstable oil (18 g), which was used immediately for the next step.

Workup

  1. custom(4 h)
  2. filtrationThe solution was filtered (celite) in N2
  3. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-dd46a2d453cf40e4bb13ab2dd37b4b92
Source dataset
uspto-grants-1992_04
Patent number
US05106862

Reaction notes

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