Water → 3,3′-(1,2-Ethanediyldiimino)bis[1-propanesulfonic acid]

HRID 1418830Notes

Reaction equation

HRID 1418830 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].[OH2:5].[CH2:6]1[S:10](=[O:12])(=[O:11])[O:9][CH2:8][CH2:7]1>C(O)C>[S:10]([CH2:6][CH2:7][CH2:8][NH:3][CH2:2][CH2:1][NH:4][CH2:8][CH2:7][CH2:6][S:10]([OH:11])(=[O:9])=[O:5])([OH:9])(=[O:12])=[O:11]

Participants

5

Reactant 3

HCID 962WaterHCID 3301EthylenediamineHCID 14264Propane sultone

Product 1

HCID 217084283,3′-(1,2-Ethanediyldiimino)bis[1-propanesulfonic acid]Yield 88.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Into a four-necked flask containing ethylenediamine (3 g, 0.05 mol) and water (50 g), propanesultone (12.3 g, 0.1 mol) was added dropwise over 30 minutes. The contents were mixed for 2 hours, after which ethanol was added thereto. The mixture was subjected to filtration and then was washed with ethanol to obtain 13.5 g of N,N'-bis(3-sulfopropyl)ethylenediamine (separation yield: 88 wt %).

Workup

  1. additionwas added dropwise over 30 minutes
  2. additionThe contents were mixed for 2 hours
  3. filtrationThe mixture was subjected to filtration
  4. washwas washed with ethanol

Sources & evidence

ORD record
ord-d4222651b2244f86b6551a42b92746ae
Source dataset
uspto-grants-1999_03
Patent number
US05885955

Reaction notes

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