Ethanol → HCID 21482953, compound

HRID 1415536Notes

Reaction equation

HRID 1415536 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:11][O:10]2)=[CH:5][CH:4]=1.[CH2:12]([NH2:15])[CH2:13][NH2:14].C(O)C>CO>[OH:10][CH:9]([C:6]1[CH:7]=[CH:8][C:3]([S:2][CH3:1])=[CH:4][CH:5]=1)[CH2:11][NH:14][CH2:13][CH2:12][NH2:15]

Participants

5

Reactant 3

HCID 702EthanolHCID 3301EthylenediamineHCID 20316652HCID 20316652, compound

Product 1

HCID 21482953HCID 21482953, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(4-Methylthiophenyl)oxirane (37 g.) is added, over the course of 20 minutes and at 30° C., to a solution of ethylenediamine (75 cc.) in methanol (56 cc.). After 16 hours at 20° C., ethanol (250 cc.) is added; the precipitate which forms is filtered off. Distilled water (375 cc.) is added to the ethanol solution and the oily impurity which separates out is extracted with diisopropyl ether (200 cc.). After concentrating the aqueous ethanolic solution under reduced pressure, N-[2-hydroxy-2-(4-methylthiophenyl)ethyl]ethylenediamine (37.9 g.) is obtained in the form of an oil.

Workup

  1. filtrationthe precipitate which forms is filtered off
  2. additionDistilled water (375 cc.) is added to the ethanol solution
  3. extractionthe oily impurity which separates out is extracted with diisopropyl ether (200 cc.)
  4. concentrationAfter concentrating the aqueous ethanolic solution under reduced pressure

Sources & evidence

ORD record
ord-dfd64684588a46b1a5895a7c88085789
Source dataset
uspto-grants-1977_01
Patent number
US04005212

Reaction notes

Loading…