2,3-Dichlorobenzaldehyde → HCID 68121335, compound

HRID 461475Notes

Reaction equation

HRID 461475 reaction equation
[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH3:11][O:12][CH:13]([O:16][CH3:17])[CH2:14][NH2:15]>C1(C)C=CC=CC=1>[CH3:11][O:12][CH:13]([O:16][CH3:17])[C:14](=[CH:4][C:3]1[CH:6]=[CH:7][CH:8]=[C:9]([Cl:10])[C:2]=1[Cl:1])[NH2:15]

Participants

4

Reactant 2

HCID 357452,3-DichlorobenzaldehydeHCID 89728Aminoacetaldehyde dimethyl acetal

Product 1

HCID 68121335HCID 68121335, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 65.7 g. (0.375 mole) of 2,3-dichlorobenzaldehyde and 39.4 g. (0.375 mole) of 2,2-dimethoxyethylamine was refluxed azeotropically in 150 cc. of toluene. When all the water was removed (1-2 hours), the solution was concentrated and distilled to give 2,2-dimethoxy-N-(2,3-dichlorobenzylidene)ethylamine, b.p. 140° C. (0.7 mm.).

Workup

  1. additionA mixture of 65.7 g
  2. customWhen all the water was removed (1-2 hours)
  3. concentrationthe solution was concentrated
  4. distillationdistilled

Sources & evidence

ORD record
ord-7fa8e5b1e8ee4932afd78c7ea3dbbfa7
Source dataset
uspto-grants-1977_12
Patent number
US04062961

Reaction notes

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