Reaktion #656229

Reaktionsgleichung

sodium carbonate

2-sulfamoyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine

potassium hydroxide

hydrochloric acid

→

pure product

Ausbeute 34.9%

2-Sulfamoylthieno[2,3-c]pyridine

Ausbeute 34.9%

Lösungsmittel

water

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe product was extracted from this solution with ethyl acetate
2. 2
   TrocknenThe ethyl acetate solution was dried over anhydrous sodium sulfate
3. 3
   Filtrationfiltered through a pad of charcoal
4. 4
   Sonstigeevaporated
5. 5
   Sonstigeto give 5.5 g of crude product
6. 6
   SonstigeThis material was chromatographed on silica gel
7. 7
   Wascheneluted with ethyl acetate

Vorschrift

To a solution of potassium ferricyanide (76 g, 0.23 mol) in water (400 ml) was added a solution of potassium hydroxide (68 g, 0.113 mol) in water (150 ml), followed by a suspension of 2-sulfamoyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine (10.8 g, 49.5 mmol) in water (50 ml). This mixture was warmed at 80° C. for 4-6 hours. This solution was acidified with concentrated hydrochloric acid and then made basic with saturated sodium carbonate solution. The product was extracted from this solution with ethyl acetate. The ethyl acetate solution was dried over anhydrous sodium sulfate, filtered through a pad of charcoal and evaporated to give 5.5 g of crude product. This material was chromatographed on silica gel and eluted with ethyl acetate to give 3.7 g (34.9% yield) of pure product; m.p. 191°-193° C.

Quelle