Ethylenediamine → HCID 178515945, compound

HRID 1376932Notes

Reaction equation

HRID 1376932 reaction equation
[CH:1](=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[CH2:10]([NH2:13])[CH2:11][NH2:12]>CCO.O>[CH:7]1[CH:6]=[CH:5][C:3](=[O:4])/[C:2](=[CH:1]/[NH:12][CH2:11][CH2:10][NH:13]/[CH:1]=[C:2]2/[CH:8]=[CH:7][CH:6]=[CH:5][C:3]/2=[O:4])/[CH:8]=1

Participants

5

Reactant 2

HCID 3301EthylenediamineHCID 6998Salicylaldehyde

Product 1

HCID 178515945HCID 178515945, compoundYield 95.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of salicylaldehyde (24.42 g, 0.200 mole) in 80 ml of EtOh was added to a stirred solution of ethylenediamine (6.070 g, 0.100, olc) in a mixture of 50 ml EtOH and 50 ml of H2O over a period of 5 minutes. The reaction mixture was refluxed for 1 hour and stirred at room temperature overnight. The yellow crystalline product was separated by filtration and washed with 2×30 ml of cold 60% EtOh and air dried to yield 25.733 g (95.9%) of salen.

Workup

  1. temperatureThe reaction mixture was refluxed for 1 hour
  2. customThe yellow crystalline product was separated by filtration
  3. washwashed with 2×30 ml of cold 60% EtOh
  4. customair dried

Sources & evidence

ORD record
ord-de014f24724a4ceb990ece84681cf05f
Source dataset
uspto-grants-1997_09
Patent number
US05663393

Reaction notes

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