5-Bromoisatoic Anhydride → 6-bromoquinazolin-4-ol

HRID 40239Notes

Reaction equation

HRID 40239 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

HCID 2885615-Bromoisatoic AnhydrideHCID 102857823473-63-0

Product 1

HCID 1354449056-bromoquinazolin-4-ol

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

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

  1. temperatureat reflux for 10 hours
  2. filtrationthe white solid was collected by filtration
  3. washThe white solid was washed with small amount of i-PrOH
  4. customdried in air

Sources & evidence

ORD record
ord-153754fc21ba4e269689d52dcd513510
Source dataset
uspto-grants-2013_09
Patent number
US08524900B2

Reaction notes

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