4-Methoxybenzaldehyde → 4(3H)-Quinazolinone, 2-(4-methoxyphenyl)-3,8-dimethyl-
Reaction equation
[NH2:1][C:2]1[C:11]([CH3:12])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5].S([O-])(O)=O.[Na+].[CH:18](=O)[C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1>>[CH3:26][O:25][C:22]1[CH:23]=[CH:24][C:19]([C:18]2[N:6]([CH3:7])[C:4](=[O:5])[C:3]3[C:2](=[C:11]([CH3:12])[CH:10]=[CH:9][CH:8]=3)[N:1]=2)=[CH:20][CH:21]=1Participants
4
Conditions
- Temperature
- 150 °C
Procedure
2-Amino-N,3-dimethylbenzamide (4.10 g, 25.0 mmol), sodium hydrogensulfite (2.93 g, 27.5 mmol) and para-anisaldehyde (3.4 g, 25 mmol) were mixed in N,N′-dimethylacetamide (20 ml), stirred at 150° C. for 5 hours, then cooled to room temperature, and distilled water (100 ml) was added thereto and stirred at that temperature for 1 hour. The precipitated solid was taken out through filtration, dried, and recrystallized from hot ethanol to obtain the intended compound (3.42 g, 49%) as a white solid.