Phosphorus pentachloride → 8-Chloro-[1,3]dioxolo[4,5-g]quinazoline

HRID 1249744Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1249744
[O:1]1[C:5]2=[CH:6][C:7]3[C:8](=O)[NH:9][CH:10]=[N:11][C:12]=3[CH:13]=[C:4]2[O:3][CH2:2]1.P(Cl)(Cl)(Cl)(Cl)[Cl:16]>P(Cl)(Cl)(Cl)=O>[Cl:16][C:8]1[C:7]2[CH:6]=[C:5]3[O:1][CH2:2][O:3][C:4]3=[CH:13][C:12]=2[N:11]=[CH:10][N:9]=1

Komponenten

4

Edukt 2

HCID 24819Phosphorus pentachlorideHCID 135679869HCID 135679869, Verbindung

Produkt 1

HCID 149353678-Chloro-[1,3]dioxolo[4,5-g]quinazolineAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24813Phosphorus oxychlorideLösungsmittel

Versuchsvorschrift

A mixture of 7H-[1,3]dioxolo[4,5-g]quinazolin-8-one (0.550 g, 2.78 mmol) and phosphorus pentachloride (0.800 g, 3.84 mmol) in 3 mL phosphorus oxychloride was heated to a gentle reflux for 2.5 hours. Solvent was removed in vacuo, and azeotroped with toluene. Residue was dissolved in ethyl acetate and washed with 5% sodium bicarbonate solution and then filtered, and then solvent was removed in vacuo to give 8-chloro-[1,3]dioxolo[4,5-g]quinazoline (0.400 g, 74%).

Aufarbeitung

  1. temperaturewas heated to
  2. temperaturea gentle reflux for 2.5 hours
  3. customSolvent was removed in vacuo
  4. customazeotroped with toluene
  5. dissolutionResidue was dissolved in ethyl acetate
  6. washwashed with 5% sodium bicarbonate solution
  7. filtrationfiltered
  8. customsolvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ef359185d5604517834247d5b7313891
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06335344B1

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