Ethylenediamine → HCID 20509053, compound

HRID 1758461Notes

Reaction equation

HRID 1758461 reaction equation
[S:1]1(=O)(=O)[CH2:5][CH:4]=[CH:3][CH2:2]1.[CH2:8]([NH2:11])[CH2:9][NH2:10]>O>[CH2:8]([NH:11][CH:3]1[CH2:4][CH2:5][S:1][CH2:2]1)[CH2:9][NH:10][CH:3]1[CH2:4][CH2:5][S:1][CH2:2]1

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 64983-Sulfolene

Product 1

HCID 20509053HCID 20509053, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2,5-dihydrothiophene 1,1-dioxide (236.4 parts, 2.0 moles); ethylenediamine (480.8 parts, 8 moles); and water (600 ml.) was heated at 70°-80° C. for 4 hours. The water and unreacted ethylenediamine were distilled under reduced pressure. Benzene (750 ml.) was added to the residue and the residual water was removed by azeotropic distillation. After removing the benzene, a reddish colored viscous oil in the amount of 375 g. (63 percent yield) that solidified on cooling was obtained.

Workup

  1. distillationThe water and unreacted ethylenediamine were distilled under reduced pressure
  2. additionBenzene (750 ml.) was added to the residue
  3. customthe residual water was removed by azeotropic distillation
  4. customAfter removing the benzene
  5. temperatureon cooling
  6. customwas obtained

Sources & evidence

ORD record
ord-9c9e6854e28c49bcb99a4b559c4e2185
Source dataset
uspto-grants-1983_02
Patent number
US04374040

Reaction notes

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