Reaktion #5533

Reaktionsgleichung

5-mercaptoimidazo[1,2-a]pyridine

1-bromo-3-chloropropane

triethylamine

→

desired product

Ausbeute 72.1%

5-[3-(chloro)propylthio]imidazo[1,2-a]pyridine

Ausbeute 72.1%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISTILLATIONAfter the solvent was distilled off
2. 2
   workup.ADDITIONchloroform was added to the residue, which
3. 3
   Waschenwas washed with water
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONAfter the solvent was distilled off
6. 6
   Sonstigethe residue was purified by column chromatography (eluent: ethyl acetate)

Vorschrift

To a suspension of 5-mercaptoimidazo[1,2-a]pyridine (5.02 g, 33.4 mmoles) and 1-bromo-3-chloropropane (5.26 g, 33.4 mmoles) in ethanol (100 ml) was added triethylamine (4.66 ml, 33.4 mmoles) and the mixture was stirred at room temperature for 17 hours. After the solvent was distilled off, chloroform was added to the residue, which was washed with water and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 5.46 g of the desired product (72.0%, light brown oily product).

Quelle