Benzene → Nitrobenzene

HRID 516792Notes

Reaction equation

HRID 516792 reaction equation
S(=O)(=O)(O)O.C(Cl)(Cl)Cl.[N+:10]([O-:13])(O)=[O:11].C(=O)([O-])[O-].[K+].[K+].[CH:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[N+:10]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([O-:13])=[O:11]

Participants

6

Reactant 5

HCID 241BenzeneHCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 6212ChloroformHCID 11430Potassium Carbonate

Product 1

HCID 7416Nitrobenzene

Procedure

Sulfuric acid was added to a chloroform solution containing the benzene. To the solution was then added nitric acid, and the mixture was heated at a temperature of 50° C. for five hours. After completion of the reaction, the organic layer was neutralized with a 5% aqueous potassium carbonate solution, washed with water, and dried on magnesium sulfate. The solvent was evaporated to give a white solid. The white solid was recrystallized in petroleum-derived ethanol to give nitrobenzene. The obtained nitrobenzene was allowed to react with hydrogen gas at a temperature of 200° C. in the presence of a nickel catalyst so that aniline was obtained.

Workup

  1. customAfter completion of the reaction
  2. washwashed with water
  3. customdried on magnesium sulfate
  4. customThe solvent was evaporated
  5. customto give a white solid
  6. customThe white solid was recrystallized in petroleum-

Sources & evidence

ORD record
ord-315270a773d8465eb6ee8f3fb6599cb6
Source dataset
uspto-grants-2015_08
Patent number
US09115047B2

Reaction notes

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