Réaction #2275671

ord-9600ddc41ee4410685ab662e98b0dca5

Équation de réaction

Cc1ccc(S(=O)(=O)O)cc1
p-toluenesulfonic acid
COc1cc(O)ccc1C=O
4-hydroxy-2-methoxybenzaldehyde
NS(=O)(=O)c1ccccc1
benzenesulfonamide
Cc1ccccc1
toluene
COc1cc(O)ccc1C=NS(=O)(=O)c1ccccc1
N-[(4-hydroxy-2-methoxyphenyl)methylidene]benzenesulfonamide

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe mixture was then heated
  2. 2
    Autrehad separated
  3. 3
    Filtrationthe precipitated solid was filtered off
  4. 4
    Autredried under vacuum

Mode opératoire

An equimolar mixture of 27.4 g (0.18 mol) 4-hydroxy-2-methoxybenzaldehyde and 28.3 g (0.18 mol) benzenesulfonamide was placed into toluene. 100 mg p-toluenesulfonic acid was added as a catalyst. The mixture was then heated under reflux on a water separator until the theoretically calculated quantity of water had separated. After cooling to room temperature, the precipitated solid was filtered off and dried under vacuum. Yield: 43.0 g (78.9%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08323356B2uspto-grants-2012_12