Phosphorus oxychloride → 1-(2-Methylphenyl)-4-chloro-6-methylpyrrolo[3,2-c]quinoline

HRID 729092Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 729092
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([CH3:21])[C:14]=3[NH:13][C:12](=O)[C:11]=2[CH:10]=[CH:9]1.P(Cl)(Cl)([Cl:25])=O>>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([CH3:21])[C:14]=3[N:13]=[C:12]([Cl:25])[C:11]=2[CH:10]=[CH:9]1

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 157498281-(2-Methylphenyl)-4-oxo-6-methyl-4,5-dihydropyrrolo[3,2-c]quinoline

Produkt 1

HCID 157498291-(2-Methylphenyl)-4-chloro-6-methylpyrrolo[3,2-c]quinoline

Versuchsvorschrift

1-(2-Methylphenyl)-4-oxo-6-methyl-4,5-dihydropyrrolo[3,2-c]quinoline (4.75 g) and phosphoryl chloride (40 ml) were heated at reflux for 1.5 hours. The phosphoryl chloride was evaporated in vacuo, the residue poured onto ice and extracted with dichloromethane, which was dried and evaporated. Crystallisation from ethanol yielded 1-(2-methylphenyl)-4-chloro-6-methylpyrrolo[3,2-c]quinoline (4.76 g), m.p.135°-137°.

Aufarbeitung

  1. temperatureat reflux for 1.5 hours
  2. customThe phosphoryl chloride was evaporated in vacuo
  3. additionthe residue poured onto ice
  4. extractionextracted with dichloromethane, which
  5. customwas dried
  6. customevaporated
  7. customCrystallisation from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-6b4fdbaed67c49c7a3c3280d452a3774
Quelldatensatz
uspto-grants-1991_09
Patentnummer
US05051508

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