Phosphorus oxychloride → 6-Bromo-2-chloroquinazoline

HRID 56472Notes

Reaction equation

HRID 56472 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7](O)[N:6]=[CH:5]2.P(Cl)(Cl)([Cl:15])=O>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([Cl:15])[N:6]=[CH:5]2

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178517410HCID 178517410, compound

Product 1

HCID 179135596-Bromo-2-chloroquinazolineYield 87%

Procedure

A solution of 6-bromoquinazolin-2-ol (9.72 g, 40 mmol) in phosphorus oxychloride (100 mL) was refluxed for 5 hours. The reaction was cooled to room temperature, and most of phosphorus oxychloride was removed under reduced pressure. The residue was dropwise added to ice water (500 mL), and the resulting precipitate was collected by the filtration to give the title compound (9 g, 87%) as a yellow solid. MS (ES+) C8H3BrClFN2 requires: 260, 262, found: 261, 263 [M+H]+.

Workup

  1. custommost of phosphorus oxychloride was removed under reduced pressure
  2. additionThe residue was dropwise added to ice water (500 mL)
  3. filtrationthe resulting precipitate was collected by the filtration

Sources & evidence

ORD record
ord-4034d431f2ba45729290c605eed1477d
Source dataset
uspto-grants-2016_09
Patent number
US09434700B2

Reaction notes

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