Water → 6-Bromo-2-chloro-8-methoxyquinazoline

HRID 475318Notes

Reaction equation

HRID 475318 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([O:12][CH3:13])[CH:11]=1)[NH:8][C:7](=O)[N:6]=[CH:5]2.O.O=P(Cl)(Cl)[Cl:18]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([O:12][CH3:13])[CH:11]=1)[N:8]=[C:7]([Cl:18])[N:6]=[CH:5]2

Participants

4

Reactant 3

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 534388076-Bromo-8-methoxyquinazolin-2(1H)-one

Product 1

HCID 467382966-Bromo-2-chloro-8-methoxyquinazoline

Procedure

6-bromo-8-methoxy-1H-quinazolin-2-one (2.62 g, 10.27 mmol) is suspended in 30 mL POCl3 and refluxed for 30 min. The reaction mixture is stirred into water, while the temperature never exceeds 15° C. The aqueous phase is extracted with DCM, the organic phase is dried and 6-bromo-2-chloro-8-methoxy-quinazoline (HPLC-MS: tRet.=1.88 min, MS(M+H)+=273/275/277; method FSUN) is obtained.

Workup

  1. temperaturerefluxed for 30 min
  2. extractionThe aqueous phase is extracted with DCM
  3. customthe organic phase is dried

Sources & evidence

ORD record
ord-3a2ade1bf8664602b86a7741802fd93e
Source dataset
uspto-grants-2014_01
Patent number
US08637549B2

Reaction notes

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