Phosphorus oxychloride → 6-Bromo-4-chloro-quinazoline
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][N:6]=[C:5]2O.O=P(Cl)(Cl)[Cl:15]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][N:6]=[C:5]2[Cl:15]Participants
3
Conditions
- Temperature
- 110 °C
Procedure
A solution of 6-bromoquinazolin-4-ol (1.0 g, 4.44 mmol) in POCl3 (10 mL) was stirred and heated at 110° C. in a sealed tube overnight. The solution was cooled to room temperature and poured onto ice (200 g.) The solution was extracted with DCM (300 mL), washed with water (200 mL), dried over Na2SO4 and concentrated in vacuo to give the impure 6-bromo-4-chloroquinazoline as a brown solid that was not purified further (1.5 g.) MS (APCI+) [M+H]+ 243.1.
Workup
- temperatureThe solution was cooled to room temperature
- additionpoured onto ice (200 g.) The solution
- extractionwas extracted with DCM (300 mL)
- washwashed with water (200 mL)
- dry with materialdried over Na2SO4
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-4e9eec6f78d34e22be31b4fa91ca345a
- Source dataset
- uspto-grants-2014_03
- Patent number
- US08680114B2
Reaction notes
Loading…