Thionyl Chloride → 5-(Chloromethyl)-1-Ethyl-1H-Imidazole Hydrochloride

HRID 856771Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 856771
[CH2:1]([N:3]1[C:7]([CH2:8]O)=[CH:6][N:5]=[CH:4]1)[CH3:2].S(Cl)([Cl:12])=O>>[ClH:12].[Cl:12][CH2:8][C:7]1[N:3]([CH2:1][CH3:2])[CH:4]=[N:5][CH:6]=1

Komponenten

3

Edukt 2

HCID 24386Thionyl ChlorideHCID 22988641(1-Ethyl-1H-imidazol-5-yl)methanol

Produkt 1

HCID 229387405-(Chloromethyl)-1-Ethyl-1H-Imidazole Hydrochloride

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

To 1-ethyl-5-hydroxymethylimidazole (9.5 g), thionyl chloride (50 ml) was added by portions at 0° C., and the mixture was heated for 30 minutes under nitrogen atmosphere at 90° C. The mixture was allowed to be at room temperature. The solvent was distilled off under reduced pressure and the obtained residue was dissolved in methanol, and the solvent was distilled off again under reduced pressure. The obtained solid was recrystallized from ethyl acetate, to give 5-chloromethyl-1-ethylimidazole hydrochloride (12.4 g) as colorless crystals.

Aufarbeitung

  1. customto be at room temperature
  2. distillationThe solvent was distilled off under reduced pressure
  3. dissolutionthe obtained residue was dissolved in methanol
  4. distillationthe solvent was distilled off again under reduced pressure
  5. customThe obtained solid was recrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-230b7f53409948d0b950c5669e97b5db
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07262185B2

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