Benzene → HCID 178420620、化合物

反応式

O=[CH:2][C:3]1[CH:11]=[CH:10][C:8]([OH:9])=[C:5]([O:6][CH3:7])[CH:4]=1.C([CH:15](C([NH:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24]C=1)=O)[C:16]([OH:18])=[O:17])(O)=O.[NH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1.[OH2:34].[CH:35]1[CH:40]=CC=CC=1>>[OH:9][C:8]1[CH:10]=[CH:11][C:3]([CH:2]=[CH:40][C:35]([NH:28][C:33]2[C:15](=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:16]([O-:18])=[O:17])=[O:34])=[CH:4][C:5]=1[O:6][CH3:7].[NH2+:21]1[CH2:22][CH2:27][CH2:26][CH2:25][CH2:24]1

参加物

反応物 5

HCID 20222317HCID 20222317、化合物

生成物 1

HCID 178420620HCID 178420620、化合物収率 94.7%

実験手順

A solution of 2.54 g of vanillin, 3.8 g of 2-carboxymalonanilic acid, and 14.3 g of piperidine in 20 ml of benzene is heated for 3 hours under reflux with removal of water of reaction. After completion of the reaction, the reaction mixture is cooled and the precipitated crystals are collected by filtration and dried to obtain 6.3 g of piperidinium N-(4-hydroxy-3-methoxycinnamoyl)anthranilate (94.7% yield), m.p. 188°-189° C. The compound structure is confirmed by elemental analysis, and by IR and NMR spectroscopy.