Formic Acid → HCID 136388388, compound
Reaction equation
[NH2:1][C:2]1[C:11]([C:12](=[O:14])[NH2:13])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([OH:15])[CH:3]=1.[CH:16](O)=O>>[OH:15][C:4]1[CH:3]=[C:2]2[C:11]([C:12](=[O:14])[NH:13][CH:16]=[N:1]2)=[CH:10][C:5]=1[C:6]([O:8][CH3:9])=[O:7]Participants
3
Procedure
A mixture of methyl 4-amino-5-carbamoyl-2-hydroxybenzoate (5.4 g) and formic acid (50 ml) was heated to reflux for 1 hour. The mixture was evaporated. Toluene (75 ml) was added and the mixture was evaporated. The solid residue was washed with methanol and diethyl ether and dried to give methyl 7-hydroxy-4-oxo-3,4-dihydroquinazolin-6-carboxylate (5.2 g); NMR Spectrum: (DMSOd6) 4.9 (s, 3H), 7.09 (s, 1H), 7.39 (s, 1H), 8.5 (s, 1H).
Workup
- temperaturewas heated
- temperatureto reflux for 1 hour
- customThe mixture was evaporated
- additionToluene (75 ml) was added
- customthe mixture was evaporated
- washThe solid residue was washed with methanol and diethyl ether
- customdried
Sources & evidence
- ORD record
- ord-850cabeb028b4b338e7ad34e2df0c418
- Source dataset
- uspto-grants-2004_10
- Patent number
- US06806274B1
Reaction notes
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