Phosphorus oxychloride → 4-Chloropyrido[2,3-d]pyrimidine

HRID 1086999

Reaktionsgleichung

Reaktionsgleichung von HRID 1086999
[N:1]1[C:6]2[N:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:4](=O)[NH:3][CH:2]=1.O=P(Cl)(Cl)[Cl:14]>>[Cl:14][C:4]1[C:5]2[CH:10]=[CH:9][CH:8]=[N:7][C:6]=2[N:1]=[CH:2][N:3]=1

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 1354402774-Hydroxypyrido (2,3-d)pyrimidine

Produkt 1

HCID 5690394-Chloropyrido[2,3-d]pyrimidine

Versuchsvorschrift

A mixture of 17.8 g of Pyrido[2,3-d]pyrimidin4(3H)one and 200 mL of POCl3 was stirred under reflux for one hour. Excess POCl3 was removed under vacuum, and then CH2Cl2, ice, and water were added. A black solid dissolved slowly. The organic layer was then separated, washed with aqueous NaHCO3, and dried over Na2SO4. Solvent was then removed under vacuum to leave a yellow solid, which was recrystallized from toluene/hexane. M.P. 137° dec.

Aufarbeitung

  1. temperatureunder reflux for one hour
  2. customExcess POCl3 was removed under vacuum
  3. additionCH2Cl2, ice, and water were added
  4. dissolutionA black solid dissolved slowly
  5. customThe organic layer was then separated
  6. washwashed with aqueous NaHCO3
  7. dry with materialdried over Na2SO4
  8. customSolvent was then removed under vacuum
  9. customto leave a yellow solid, which
  10. customwas recrystallized from toluene/hexane

Quellen und Nachweise

ORD-Eintrag
ord-92255a965cad4addb14d89dee2ad5945
Quelldatensatz
uspto-grants-1991_07
Patentnummer
US05034393

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