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

HRID 1823768Notes

Reaction equation

HRID 1823768 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[N+:9]([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:9][C:3]1[CH:4]=[C:5]([OH:8])[CH:6]=[CH:7][C:2]=1[NH2:1]

Participants

5

Reactant 2

HCID 37588824-Amino-3-NitrophenolHCID 178418361HCID 178418361, compound

Product 1

HCID 27729703,4-DiaminophenolYield 99.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

10 g of 4-amino-3-nitrophenol in 180 ml of ethanol were hydrogenated under 40 bars pressure at 23° C. temperature with catalytic amound of palladium on carbon. Reaction was performed in an Inox flask for high pressure. After hydrogen uptake was complete, the catalyst was filtered off with suction, washed with methanol and the filtrate was concentred under reduced pressure yielding 8 g of crude 3,4-diaminophenol.

Workup

  1. customwere hydrogenated under 40 bars pressure at 23° C.
  2. customReaction
  3. filtrationthe catalyst was filtered off with suction
  4. washwashed with methanol

Sources & evidence

ORD record
ord-66cea69b2abc468db487d6204d266856
Source dataset
uspto-grants-2006_05
Patent number
US07041668B2

Reaction notes

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