HCID 19902157, compound → HCID 19902190, compound

HRID 2372717Notes

Reaction equation

HRID 2372717 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[C:4]([NH:13][CH2:14][CH2:15]O)=[N:5][C:6]([Cl:12])=[N:7]2>P(Cl)(Cl)(Cl)=O>[Br:1][C:2]1[C:3]2[C:4]3[N:5]([CH2:15][CH2:14][N:13]=3)[C:6]([Cl:12])=[N:7][C:8]=2[CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 1

HCID 19902157HCID 19902157, compound

Product 1

HCID 19902190HCID 19902190, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

A suspension of 5-bromo-2-chloro-4-(2-hydroxyethylamino)quinazoline (2.3 g, 7.6 mmol) in phosphorus oxychloride (POCl3) (60 ml) was heated at reflux for 5 h. The excess of POCl3 was evaporated and the residue partioned between dichloromethane (50 ml) and 1M aqueous sodium hydroxide (50 ml). The organic layer was washed with water (25 ml), dried over sodium sulphate and evaporated. The residue was triturated with ether (25 ml) and the precipitate collected by filtration to give the title compound as colourless crystals, m.p. 220°-23° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 5 h
  3. customThe excess of POCl3 was evaporated
  4. washThe organic layer was washed with water (25 ml)
  5. dry with materialdried over sodium sulphate
  6. customevaporated
  7. customThe residue was triturated with ether (25 ml)
  8. filtrationthe precipitate collected by filtration

Sources & evidence

ORD record
ord-572edb08feea48b09340a75d334aacde
Source dataset
uspto-grants-1992_03
Patent number
US05100895

Reaction notes

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