Reacción #2275669

Ecuación de reacción

p-toluenesulfonic acid

4-methoxybenzaldehyde

benzenesulfonamide

toluene

→

N-[(4-Methoxyphenyl)Methylidene]Benzenesulfonamide

Disolventes

water

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was then heated
2. 2
   Otrohad separated
3. 3
   Otroto 10° C
4. 4
   FiltraciónThe precipitated solid was then filtered off
5. 5
   Otrodried under vacuum

Procedimiento

An equimolar mixture of 25.0 g (0.18 mol) 4-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. The reaction mixture was cooled first to room temperature and then in a refrigerator to 10° C. The precipitated solid was then filtered off and dried under vacuum. Yield: 37.6 g (74.3%); 1H-NMR (400 MHz, DMSO-d6): δ [ppm]=7.13 (d, 2H); 7.69 (m, 2H); 7.77 (d, 1H); 7.96 (d, 2H); 8.04 (d, 2H); 9.11 (s, 1H); 13C-NMR (400 MHz, DMSO-d6): δ [ppm]=55.6; 114.7; 124.9; 127.5; 129.6; 133.8; 134.0; 138.8; 165.0; 170.8.

Fuente