2,4-Dinitrophenol → 2,4-Diaminophenol

HRID 2285620Notes

Reaction equation

HRID 2285620 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-])=O)[CH:7]=[CH:6][C:5]=1[OH:13])([O-])=O.[H][H]>O>[NH2:1][C:4]1[CH:9]=[C:8]([NH2:10])[CH:7]=[CH:6][C:5]=1[OH:13]

Participants

4

Reactant 2

HCID 14932,4-DinitrophenolHCID 178418361HCID 178418361, compound

Product 1

HCID 72662,4-DiaminophenolYield 103.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The process of hydrogenation is conducted in the reactor described in the foregoing Example 10. Into this reactor there are charged 4 g of 2,4-dinitrophenol, poured 100 ml of water and the resulting solution is stirred. Into the tube (membrane catalyst) hydrogen is continuously fed under the pressure of 40 atm at the rate of 10 l/min. The hydrogenation is conducted at the temperature in the reactor of 100° C. for 2.5 hours. After cooling the solution is partially evaporated in vacuum and the precipitated crystals of 2,4-diaminophenol are separated. After recrystallization from acetone there are obtained 2.8 g of 2,4-diaminophenol with the melting point of 79° C. The product yield is 91.5% based on the starting 2,4-dinitrophenol.

Workup

  1. temperatureAfter cooling the solution
  2. customis partially evaporated in vacuum
  3. customthe precipitated crystals of 2,4-diaminophenol are separated
  4. customAfter recrystallization from acetone

Sources & evidence

ORD record
ord-3cd71c63e75b4b41a4a48b3867b2e3ae
Source dataset
uspto-grants-1982_04
Patent number
US04323708

Reaction notes

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