Phosphorus oxychloride → 7-Bromo-4-chloroquinazoline

HRID 968567Notes

Reaction equation

HRID 968567 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=O)[NH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:15]>>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([Cl:15])=[N:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1355556127-Bromo-3,4-dihydroquinazolin-4-one

Product 1

HCID 167808557-Bromo-4-chloroquinazoline

Procedure

Reflux a solution of 7-bromo-3H-quinazolin-4-one (1.24 g, 0.0055 mol) in POCl3 for 3.5 h. Remove the excess POCl3 under reduced pressure and partition the residue between EtOAc and saturated aqueous NaHCO3. Dry the EtOAc layer and remove the solvent under reduced pressure to give 7-bromo-4-chloro-quinazoline as a yellow solid.

Workup

  1. customRemove the excess POCl3 under reduced pressure
  2. custompartition the residue between EtOAc and saturated aqueous NaHCO3
  3. dry with materialDry the EtOAc layer
  4. customremove the solvent under reduced pressure

Sources & evidence

ORD record
ord-7fe7ccdcfdd54fd4a3c96f5839ee5dd5
Source dataset
uspto-grants-2007_12
Patent number
US07304059B2

Reaction notes

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