反応 #2275670

反応方程式

p-toluenesulfonic acid

4-carboxybenzaldehyde

4-chlorobenzenesulfonamide

toluene

→

4-({[(4-chlorophenyl)sulfonyl]imino}methyl)benzoic acid

溶媒

water

water

反応条件

後処理

1. 1
   温度The mixture was then heated
2. 2
   その他had separated
3. 3
   ろ過the precipitated solid was filtered off
4. 4
   その他dried under vacuum

実験手順

An equimolar mixture of 25.0 g (0.17 mol) 4-carboxybenzaldehyde and 32.6 g (0.17 mol) 4-chlorobenzenesulfonamide 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: 48.3 g (89.4%); 1H-NMR (400 MHz, DMSO-d6): δ [ppm]=7.78 (d, 2H); 8.09 (d, 2H); 8.11 (d, 2H); 8.23 (d, 2H); 9.29 (s, 1H); 13C-NMR (400 MHz, DMSO-d6): δ [ppm]=130.2; 130.5; 131.8; 135.5; 136.0; 136.1; 139.1; 166.6; 171.9; 193.0.

出典