Aniline → 1,1'-(Phenylimino)bis[3-chloro-2-propanol]

HRID 37311Notes

Reaction equation

HRID 37311 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:8]([CH:10]1[O:12][CH2:11]1)[Cl:9]>C(O)C>[Cl:9][CH2:8][CH:10]([OH:12])[CH2:11][N:1]([CH2:11][CH:10]([OH:12])[CH2:8][Cl:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 7835Epichlorohydrin

Product 1

HCID 134794141,1'-(Phenylimino)bis[3-chloro-2-propanol]Yield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.0 mol of aniline and 2.4 mol of epichlorohydrin are heated in 375 ml of ethanol for 16 h under reflux. The solvent is then removed in vacuum and the residue introduced drop by drop into n-hexane. The crystals obtained are filtered off and dried (yield: 75%); MP: 60° C.

Workup

  1. temperatureunder reflux
  2. customThe solvent is then removed in vacuum
  3. additionthe residue introduced drop by drop into n-hexane
  4. customThe crystals obtained
  5. filtrationare filtered off
  6. customdried (yield: 75%)

Sources & evidence

ORD record
ord-681234080a8d4959b6efe0b4667aeb7b
Source dataset
uspto-grants-1995_05
Patent number
US05420172

Reaction notes

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