Phosphorus oxychloride → HCID 18667574, compound

HRID 1060012Notes

Reaction equation

HRID 1060012 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]2[CH:18]=[C:17]3[C:12]([CH:13]=[CH:14][C:15](=O)[NH:16]3)=[CH:11][CH:10]=2)[CH:4]=1.P(Cl)(Cl)([Cl:22])=O>>[Cl:22][C:15]1[CH:14]=[CH:13][C:12]2[C:17](=[CH:18][C:9]([C:5]3[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][N:6]=3)=[CH:10][CH:11]=2)[N:16]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 18667592HCID 18667592, compound

Product 1

HCID 18667574HCID 18667574, compound

Procedure

A suspension of 7-(4-methoxypyridin-2-yl)-2-quinolone (130 mg) in phosphorus oxychloride (5 ml) was refluxed for 2 hours. The mixture was evaporated under reduced pressure. The residue was poured into a saturated aqueous sodium hydrogencarbonate solution and extracted with dichloromethane. The organic layer was washed with brine, dried over sodium sulfate and evaporated under reduced pressure to give 2-chloro-7-(4-methoxypyridin-2-yl)quinoline (140mg).

Workup

  1. temperaturewas refluxed for 2 hours
  2. customThe mixture was evaporated under reduced pressure
  3. additionThe residue was poured into a saturated aqueous sodium hydrogencarbonate solution
  4. extractionextracted with dichloromethane
  5. washThe organic layer was washed with brine
  6. dry with materialdried over sodium sulfate
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-9479943b7e5f4ae8bb13ef7cf27f4941
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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