Imidazole → 3-Chloro-6-(1H-imidazol-1-yl)pyridazine

HRID 359418Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 359418
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[H-].[Na+].[Cl:8][C:9]1[N:10]=[N:11][C:12](Cl)=[CH:13][CH:14]=1>CN(C)C=O>[Cl:8][C:9]1[N:10]=[N:11][C:12]([N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)=[CH:13][CH:14]=1

Komponenten

5

Edukt 3

HCID 795ImidazoleHCID 24758Sodium hydrideHCID 673313,6-Dichloropyridazine

Produkt 1

HCID 27709033-Chloro-6-(1H-imidazol-1-yl)pyridazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

A mixture of 47.6 parts of 1H-imidazole, 33.6 parts of sodium hydride dispersion 50% and 750 parts of N,N-dimethylformamide was stirred at room temperature for 15 minutes. The resulting solution was added to 106 parts of 3,6-dichloropyridazine in 750 parts of N,N-dimethylformamide and the whole was further stirred for 2 days at room temperature. The product was extracted with trichloromethane. The extract was dried, filtered and evaporated. The residue was crystallized from methanol. The product was filtered off, washed with petroleumether and dried, yielding 48.5 parts of 3-chloro-6-(1H-imidazol-1-yl)pyridazine; mp. 182.9° C. (compound 1).

Aufarbeitung

  1. stirringthe whole was further stirred for 2 days at room temperature
  2. extractionThe product was extracted with trichloromethane
  3. customThe extract was dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was crystallized from methanol
  7. filtrationThe product was filtered off
  8. washwashed with petroleumether
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-3d4d7ddcce3a484388e305124e2ac8dd
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US05001125

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