反应 #2275669

ord-aa52cdeb098e40c7844bd25c35ca880d

反应方程式

Cc1ccc(S(=O)(=O)O)cc1
p-toluenesulfonic acid
COc1ccc(C=O)cc1
4-methoxybenzaldehyde
NS(=O)(=O)c1ccccc1
benzenesulfonamide
Cc1ccccc1
toluene
COc1ccc(C=NS(=O)(=O)c2ccccc2)cc1
N-[(4-Methoxyphenyl)Methylidene]Benzenesulfonamide

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度The mixture was then heated
  2. 2
    其他had separated
  3. 3
    其他to 10° C
  4. 4
    过滤The precipitated solid was then filtered off
  5. 5
    其他dried under vacuum

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08323356B2uspto-grants-2012_12