Ethanol → 6-Ethoxy-4,5-dimethylpyridazin-3-amine

HRID 1501348Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1501348
Cl[C:2]1[N:7]=[N:6][C:5]([NH2:8])=[C:4]([CH3:9])[C:3]=1[CH3:10].[CH2:11]([O-:13])[CH3:12].[Na+].C(O)C>>[CH2:11]([O:13][C:2]1[N:7]=[N:6][C:5]([NH2:8])=[C:4]([CH3:9])[C:3]=1[CH3:10])[CH3:12]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 2723922Sodium ethoxideHCID 69919433-Amino-6-chloro-4,5-dimethylpyridazine

Produkt 1

HCID 867165186-Ethoxy-4,5-dimethylpyridazin-3-amineAusbeute 50 %

Versuchsvorschrift

6-Chloro-4,5-dimethylpyridazin-3-amine (CAS-Nr. 76593-36-7, 500 mg, 3.17 mmol, 1.0 eq) and sodium ethanolate in ethanol (16 mL, 21 w/w-%, 53.9 mmol, 17 eq) were heated for 2 h to 130° C. in a single mode microwave oven. The reaction mixture was partitioned between DCM and water. The organic phase was washed with brine and dried with sodium sulfate. The resulting mixture was filtered through a Whatman filter and the volatile components were removed in vacuo. The crude mixture was purified via MPLC (Biotage Isolera; 28 g NH2-cartridge: hexane→hexane/EtOAc 1/1) to give 267 mg (50% yield) of the title compound.

Aufarbeitung

  1. customThe reaction mixture was partitioned between DCM and water
  2. washThe organic phase was washed with brine
  3. dry with materialdried with sodium sulfate
  4. filtrationThe resulting mixture was filtered through a Whatman
  5. filtrationfilter
  6. customthe volatile components were removed in vacuo
  7. customThe crude mixture was purified via MPLC (Biotage Isolera; 28 g NH2-cartridge: hexane→hexane/EtOAc 1/1)

Quellen und Nachweise

ORD-Eintrag
ord-4bd2f3380f4e4e51a356f6fce355d5b8
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09206185B2

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