o-Vanillin → HCID 136400709, compound
Reaction equation
[CH3:1][C:2]1[N:11]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=2)[C:10](=[O:20])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[OH:21][C:22]1[C:29]([O:30][CH3:31])=[CH:28][CH:27]=[CH:26][C:23]=1[CH:24]=O.CC([O-])=O.[Na+]>CC(O)=O>[Cl:19][C:14]1[CH:13]=[C:12]([N:11]2[C:10](=[O:20])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=[C:2]2[CH:1]=[CH:24][C:23]2[CH:26]=[CH:27][CH:28]=[C:29]([O:30][CH3:31])[C:22]=2[OH:21])[CH:17]=[CH:16][C:15]=1[Cl:18]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Compound 63 (1 g, 0.028 mol), 2-hydroxy-3 methoxybenzaldehyde (9, 0.4 g, 0.003 mol) and NaOAc (0.233 g, 0.002 mol) in AcOH were heated under reflux for 10 hours. After cooling the precipitate formed was washed with water, filtered off, dried and recrystallized from EtOH to yield 64 (0.55 g, 71%). M. Wt. 439. LCMS [M+H]+=440.