Water → Aniline

HRID 623347Notes

Reaction equation

HRID 623347 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)([O-:3])=[O:2].O>C1C=CC=CC=1>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 962WaterHCID 7416Nitrobenzene

Product 2

HCID 6115AnilineHCID 7416Nitrobenzene

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The washed nitrobenzene is finally freed from dissolved water, unreacted benzene and any organic impurities by further working up (step d(iv)). This working up is preferably carried out by distillation, the vapours of water and benzene and any organic impurities being expelled overhead. The vapours are cooled and fed into a separating tank. Water settles in the lower phase and is separated off. The upper phase comprises benzene and low-boiling substances, which are fed back again to the reaction as recycled benzene (d.2). A rectification column is preferably employed as the distillation apparatus. The bottom product of the distillation, optionally after a further distillation in which nitrobenzene is obtained as the distillate (i.e. as head or side stream product), is supplied to further applications (such as hydrogenation to form aniline) as pure nitrobenzene (d.1).

Workup

  1. distillationThis working up is preferably carried out by distillation
  2. temperatureThe vapours are cooled
  3. customis separated off
  4. customare fed back again to the reaction as recycled benzene (d.2)
  5. distillationThe bottom product of the distillation
  6. distillationoptionally after a further distillation in which nitrobenzene
  7. customis obtained as the distillate (i.e. as head or side stream product)

Sources & evidence

ORD record
ord-df4277dd6fc7461e805bcac40c25bb22
Source dataset
uspto-grants-2016_04
Patent number
US09302978B1

Reaction notes

Loading…