Formamide → 6,7-Dimethoxy-3H-quinazolin-4-one
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:14])[C:6](=[CH:10][C:11]=1[O:12][CH3:13])[C:7](O)=[O:8].[CH:15]([NH2:17])=O>O>[CH3:13][O:12][C:11]1[CH:10]=[C:6]2[C:5](=[CH:4][C:3]=1[O:2][CH3:1])[N:14]=[CH:15][NH:17][C:7]2=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 190 °C
Procedure
A mixture of 4,5-dimethoxyanthranilic acid (1.97 g, 10 mmol) and formamide (1.0 ml, 25 mmol) was heated to 190° C. for 6 h under stirring. Water (5 ml) was added after cooling to approximately 80° C. and the mixture was stored at room temperature for about 3 h. The precipitate was filtered, washed with water and dried to give 6,7-dimethoxyquinazolin4-one in about 18% yield (0.370 g).
Workup
- temperatureafter cooling to approximately 80° C.
- filtrationThe precipitate was filtered
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-b1a2a70b15ef459e8c3437ed1dadd5f9
- Source dataset
- uspto-grants-2000_05
- Patent number
- US06057326
Reaction notes
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