Hydrochloric Acid → 2,4-Diaminophenol--hydrogen chloride (1/1)

HRID 2285619Notes

Reaction equation

HRID 2285619 reaction equation
[H][H].[ClH:3].[N+:4]([C:7]1[CH:12]=[C:11]([N+:13]([O-])=O)[CH:10]=[CH:9][C:8]=1[OH:16])([O-])=O>[Pd].[Rh]>[ClH:3].[NH2:4][C:7]1[CH:12]=[C:11]([NH2:13])[CH:10]=[CH:9][C:8]=1[OH:16]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14932,4-DinitrophenolHCID 178418361HCID 178418361, compound2×

Product 1

HCID 241808242,4-Diaminophenol--hydrogen chloride (1/1)

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 23948RhodiumCatalyst

Conditions

Temperature
110 °C

Procedure

Onto the bottom of a cylindrical reactor there is placed a chamber made of a foil with the thickness of 100 mcm and the working surface area of 50 cm2. The foil is made of an alloy consisting of 98% by mass of palladium and 2% by mass of rhodium. Commercial hydrogen comprising a mixture of hydrogen with nitrogen (at the volume ratio therebetween of 1:1). Under the pressure of 10 atm is continuously supplied at the rate of 60 ml/min into the chamber. Outside the chamber into the reactor there are charged 300 ml of a 30% aqueous solution of hydrochloric acid and 120 g of 2,4-dinitrophenol. The reactor is heated to the temperature of 110° C. and the pressure therein is increased to 10 atm. Under these conditions the process of hydrogenation is conducted under stirring for 5 hours. After cooling and precipitation with a 37% hydrochloric acid there are obtained 116.9 g of 2,4-diaminophenol hydrochloride which corresponds to 91% based on the starting 2,4-dinitrophenol.

Workup

  1. customOnto the bottom of a cylindrical reactor there is placed
  2. temperaturethe pressure therein is increased to 10 atm
  3. temperatureAfter cooling
  4. customprecipitation with a 37% hydrochloric acid

Sources & evidence

ORD record
ord-23f5c5f54a6e43b9ae82c9ffaa8329db
Source dataset
uspto-grants-1982_04
Patent number
US04323708

Reaction notes

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