Reaktion #5545

Reaktionsgleichung

5-mercaptoimidazo[1,2-a]pyridine

N-bromomethylphthalimide

triethylamine

→

desired product

Ausbeute 69.4%

5-(phthalimidomethylthio)imidazo[1,2-a]pyridine

Ausbeute 69.4%

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.DISTILLATIONthe solvent was distilled off
6. 6
   SonstigeThen, the residue was purified by column chromatography (eluent: ethyl acetate)

Vorschrift

To a suspension of 5-mercaptoimidazo[1,2-a]pyridine (3.00 g, 20 mmoles) and N-bromomethylphthalimide (5.28 g, 22 mmoles) in ethanol (200 ml) was added triethylamine (4.2 ml, 30 mmoles) and the mixture was stirred at room temperature for 1 hour. After the solvent was distilled off, chloroform was added to the residue, which was washed with water, dried over anhydrous magnesium sulfate and the solvent was distilled off. Then, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 4.29 g of the desired product (69.4%, pale yellow crystals).

Quelle