Benzaldehyde → 1,2-Ethanediamine, N,N'-bis(phenylmethylene)-

HRID 267706Notes

Reaction equation

HRID 267706 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].[CH:5](=O)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C1(C)C=CC=CC=1>[CH:5](=[N:3][CH2:2][CH2:1][N:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 3301Ethylenediamine

Product 1

HCID 660331,2-Ethanediamine, N,N'-bis(phenylmethylene)-

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of ethylene diamine (12.02 g; 0.2 mole) and benzaldehyde (42.44 g; 0.4 mole) in toluene (200 ml) was refluxed for 4 hours using a Dean-Stark trap. The toluene was then removed under vacuum. The residual oil crystallized on cooling. The resulting product was dried in a vacuum oven for 24 hours at room temperature and had a melting point of 52°-54°C.

Workup

  1. temperaturewas refluxed for 4 hours
  2. customThe toluene was then removed under vacuum
  3. customThe residual oil crystallized
  4. temperatureon cooling
  5. customThe resulting product was dried in a vacuum oven for 24 hours at room temperature

Sources & evidence

ORD record
ord-fde66b12a1b146e684f68d754b5618d3
Source dataset
uspto-grants-1976_03
Patent number
US03944525

Reaction notes

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