Ethylenediamine → Ethylenediaminediacetic acid

HRID 1292559Notes

Reaction equation

HRID 1292559 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].Cl[CH2:6][C:7]([O-:9])=[O:8].[Na+]>O>[C:7]([CH2:6][NH:3][CH2:2][CH2:1][NH:4][CH2:6][C:7]([OH:9])=[O:8])([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 23665759Sodium chloroacetate

Product 1

HCID 61975Ethylenediaminediacetic acidYield 99.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a four-necked flask containing ethylenediamine (3 g, 0.05 mol) and water (50 g), an aqueous sodium chloroacetate solution (11.7 g, 0.1 mol) was added dropwise over 30 minutes. The contents were mixed at 60° C. for 2 hours, and then washed with ethanol to give 8.8 g of N,N'-bis(carboxymethyl) ethylenediamine (separation yield: 88 wt %).

Workup

  1. additionThe contents were mixed at 60° C. for 2 hours
  2. washwashed with ethanol

Sources & evidence

ORD record
ord-ecbf311dfe82419b8f4904cdee4d8799
Source dataset
uspto-grants-1998_05
Patent number
US05756784

Reaction notes

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