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

HRID 46592Notes

Reaction equation

HRID 46592 reaction equation
[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][NH2:5].[CH:7](=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C1C=CC=CC=1>[CH:7](=[N:5][CH2:4][CH2:3][N:2]([CH3:6])[CH3:1])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 66053N,N-Dimethylethylenediamine

Product 1

HCID 113673081,2-Ethanediamine, N,N-dimethyl-N'-(phenylmethylene)-

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A solution of 88.0 g of N,N-dimethylethylenediamine in 150 ml. of benzene is treated with a solution of 106 g of freshly distilled benzaldehyde in 150 ml. of benzene. This mixture is stirred and refluxed for 2 hours while collecting 22 ml. of an aqueous layer in a Dean-Stark tube. The solvent is then distilled and the residue fractionated to give 156 g of distillate, boiling point 98°-100° C. at 4 mm. of Hg.

Workup

  1. temperaturerefluxed for 2 hours
  2. customwhile collecting 22 ml
  3. distillationThe solvent is then distilled
  4. customthe residue fractionated to give 156 g of distillate, boiling point 98°-100° C. at 4 mm. of Hg

Sources & evidence

ORD record
ord-3eb74fdc3a00401683c1303013b2a60f
Source dataset
uspto-grants-1979_11
Patent number
US04174317

Reaction notes

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