4-Methylbenzaldehyde → Imidazolidine, 1,3-dimethyl-2-(p-tolyl)-

HRID 1606313Notes

Reaction equation

HRID 1606313 reaction equation
[C:1]1([CH3:9])[CH:6]=[CH:5][C:4]([CH:7]=O)=[CH:3][CH:2]=1.[CH3:10][NH:11][CH2:12][CH2:13][NH:14][CH3:15]>C1C=CC=CC=1>[CH3:10][N:11]1[CH2:12][CH2:13][N:14]([CH3:15])[CH:7]1[C:4]1[CH:5]=[CH:6][C:1]([CH3:9])=[CH:2][CH:3]=1

Participants

4

Reactant 2

HCID 77254-MethylbenzaldehydeHCID 8070N,N'-Dimethylethylenediamine

Product 1

HCID 31712Imidazolidine, 1,3-dimethyl-2-(p-tolyl)-

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

Using the method of Birch and Dastur, Austral. J. Chem., 26, 1364 (1973), a solution of 48 g of p-tolualdehyde in 185 ml of benzene was added dropwise to a stirred solution of 25 g of sym-dimethylethylenediamine in 95 ml of benzene, and heated at 60° for 2 hrs. Evaporation and distillation at 52° (0.1 mm) afforded 48 g, identified by nmr.

Workup

  1. temperatureheated at 60° for 2 hrs
  2. customEvaporation and distillation at 52° (0.1 mm)
  3. customafforded 48 g

Sources & evidence

ORD record
ord-86ec9b675357481bb21c2431984f4b43
Source dataset
uspto-grants-1976_04
Patent number
US03952114

Reaction notes

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