Phosphorus oxychloride → 1-Chloro-6,7-dimethoxyphthalazine

HRID 1164509Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1164509
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9](=O)[NH:8][N:7]=[CH:6]2.P(Cl)(Cl)([Cl:18])=O>>[Cl:18][C:9]1[C:10]2[C:5](=[CH:4][C:3]([O:2][CH3:1])=[C:12]([O:13][CH3:14])[CH:11]=2)[CH:6]=[N:7][N:8]=1

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 122985456,7-Dimethoxy-1,2-dihydrophthalazin-1-one

Produkt 1

HCID 205111771-Chloro-6,7-dimethoxyphthalazine

Versuchsvorschrift

6,7-Dimethoxyphthalazin-1-one (20.6 g.) was heated under reflux with phosphoryl chloride (200 ml.) for 6 hours then cooled to room temperature and the excess phosphoryl chloride removed under reduced pressure. The resultant brown solid was suspended in acetone (150 ml.) and poured onto cold (5° C.) concentrated ammonium hydroxide (200 ml.). The crude product was filtered, washed with water (200 ml.) then petroleum ether (200 ml.). The pale yellow solid was dried (20 g.), dissolved in the minimum volume of chloroform and precipitated with excess petroleum ether, after which it was recovered by filtration, washed again with petroleum ether (100 ml.) and dried to give 1-chloro-6,7-dimethoxyphthalazine (13 g.), m.p. 195°-197° C. with decomposition.

Aufarbeitung

  1. customthe excess phosphoryl chloride removed under reduced pressure
  2. additionpoured onto cold (5° C.) concentrated ammonium hydroxide (200 ml.)
  3. filtrationThe crude product was filtered
  4. washwashed with water (200 ml.)
  5. customThe pale yellow solid was dried (20 g.)
  6. dissolutiondissolved in the minimum volume of chloroform
  7. customprecipitated with excess petroleum ether
  8. filtrationafter which it was recovered by filtration
  9. washwashed again with petroleum ether (100 ml.)
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-a59a68ae30374705b4f61dc2070a99ed
Quelldatensatz
uspto-grants-1983_01
Patentnummer
US04370328

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