5-Bromoisatoic Anhydride → 6-bromoquinazolin-4-ol
Reaction equation
[Br:1][C:2]1[CH:13]=[C:6]2[C:7](O[C:10](=O)[NH:11][C:5]2=[CH:4][CH:3]=1)=[O:8].C([O-])(=O)C.C(N)=[NH2+:19]>CC(O)C>[Br:1][C:2]1[CH:13]=[C:6]2[C:5](=[CH:4][CH:3]=1)[N:11]=[CH:10][NH:19][C:7]2=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 5-bromoisatoic anhydride (5.0 g, 21 mmol) and formamidinium acetate (2.2 g, 21 mmol) in 60 mL of i-PrOH was heated at reflux for 10 hours. The reaction mixture was cooled to rt and the white solid was collected by filtration. The white solid was washed with small amount of i-PrOH and dried in air to give desired product 6-bromoquinazolin-4(3H)-one. MS (ESI, pos. ion) m/z: 224.9 (M+1).
Workup
- temperatureat reflux for 10 hours
- filtrationthe white solid was collected by filtration
- washThe white solid was washed with small amount of i-PrOH
- customdried in air
Sources & evidence
- ORD record
- ord-549911f2fac54bcf934695724f33d4b4
- Source dataset
- uspto-grants-2015_06
- Patent number
- US09066954B2
Reaction notes
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