Sodium Hydroxide → 1-Chloro-4-methylpyridazino[4,5-b]indolizine

HRID 704074

Reaktionsgleichung

Reaktionsgleichung von HRID 704074
[CH3:1][C:2]1[C:14]2[N:13]3[C:8]([CH:9]=[CH:10][CH:11]=[CH:12]3)=[CH:7][C:6]=2[C:5](=O)[NH:4][N:3]=1.[OH-].[Na+].P(Cl)(Cl)([Cl:20])=O>>[Cl:20][C:5]1[C:6]2[CH:7]=[C:8]3[N:13]([C:14]=2[C:2]([CH3:1])=[N:3][N:4]=1)[CH:12]=[CH:11][CH:10]=[CH:9]3

Komponenten

4

Edukt 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 157133114-methyl-2H-pyridazino[4,5-b]indolizine-1-one

Produkt 1

HCID 157133121-Chloro-4-methylpyridazino[4,5-b]indolizineAusbeute 52 %

Versuchsvorschrift

The stirred suspension of the 4-methyl-2H-pyridazino[4,5-b]indolizine-1-one (10.0 g, 0.050 mole) in phosphoryl chloride (75 ml) was refluxed under nitrogen for 3 hours. After cooling, the reaction mixture was poured into ice-water (1 L) with vigorous stirring. Then, the solution was made alkaline (pH 8-9) by addition of a 50% W/W sodium hydroxide solution (cooling). The suspension was filtered and the solid was washed with water and dried to yield 1-chloro-4-methylpyridazino[4,5-b]indolizine (10.33 g). For analysis, a sample was recrystallized from dichloromethane and ether.

Aufarbeitung

  1. temperaturewas refluxed under nitrogen for 3 hours
  2. temperatureAfter cooling
  3. filtrationThe suspension was filtered
  4. washthe solid was washed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2861431ee89848018920c5f871461ff9
Quelldatensatz
uspto-grants-1991_01
Patentnummer
US04985560

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