Reaktion #5556

Reaktionsgleichung

benzenesulfonyl chloride

5-[3-(amino)propyloxy]imidazo[1,2-a]pyridine dihydrochloride

triethylamine

acetonitrile

→

desired product

Ausbeute 59.5%

5-[3-(benzenesulfonamido)propyloxy]imidazo[1,2-a]pyridine

Ausbeute 59.5%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 1 hour
3. 3
   WaschenThe reaction mixture was washed in turn with an aqueous sodium bicarbonate solution and saturated saline
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONAfter the solvent was distilled off
6. 6
   Sonstigethe crude product thus obtained
7. 7
   Sonstigewas recrystallized from methylene-ethanol

Vorschrift

To a suspension of 5-[3-(amino)propyloxy]imidazo[1,2-a]pyridine dihydrochloride (2.64 g, 10 mmoles) and triethylamine (4.88 ml, 35 mmoles) in methylene chloride (100 ml)-acetonitrile (30 ml) was added benzenesulfonyl chloride (1.53 ml, 12 mmoles) under ice-cooling with stirring and the mixture was stirred at room temperature for 1 hour. The reaction mixture was washed in turn with an aqueous sodium bicarbonate solution and saturated saline and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the crude product thus obtained was recrystallized from methylene-ethanol to obtain 1.97 g of the desired product (59.5%, light brown crystals).

Quelle