Phosphorus oxychloride → HCID 13752589, compound

HRID 845398Notes

Reaction equation

HRID 845398 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[NH:11][C:10](=O)[CH:9]=2)=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:10]1[CH:9]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 13752588HCID 13752588, compound

Product 1

HCID 13752589HCID 13752589, compound

Procedure

A mixture of 12 g of 4-(4-fluorophenyl)carbostyril and 50 ml of phosphorus oxychloride is heated under reflux for 1.5 hours and then concentrated under reduced pressure. Ice-water is added to the residue and the resulting mixture is extracted with chloroform. The organic layer is dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue is recrystallized from diethyl ether - ethanol to give 11.1 g of the title compound, m.p. 118° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 1.5 hours
  3. concentrationconcentrated under reduced pressure
  4. additionIce-water is added to the residue
  5. extractionthe resulting mixture is extracted with chloroform
  6. dry with materialThe organic layer is dried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue is recrystallized from diethyl ether - ethanol

Sources & evidence

ORD record
ord-e92ab276a8984a6b925ae945617a30ad
Source dataset
uspto-grants-1988_07
Patent number
US04758566

Reaction notes

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