Reaktion #343290

Reaktionsgleichung

1,8-diazabicyclo[5.4.0]undec-7-ene

4,5-dihydro-2-mercaptothiazole

2-chloromethylbenzenesulfonamide

→

4,5-dihydro-2-(2-sulfamoylphenylmethylthio)thiazole

Ausbeute 82.4%

Lösungsmittel

acetonitrile

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturWith cooling
2. 2
   SonstigeTo the yellow solution so obtained
3. 3
   SonstigeThe precipitate is isolated by filtration
4. 4
   Sonstigedried

Vorschrift

With cooling, 7.9 g of 97% 1,8-diazabicyclo[5.4.0]undec-7-ene are added to a suspension of 6.2 g of 97% 4,5-dihydro-2-mercaptothiazole in 50 ml of acetonitrile. To the yellow solution so obtained are added 10.3 g of 2-chloromethylbenzenesulfonamide and the reaction mixture is stirred for 1 hour at 20°-25° C. The reaction solution is then diluted with about 1 liter of water. The precipitate is isolated by filtration and dried, affording 11.9 g (76% of theory) of 4,5-dihydro-2-(2-sulfamoylphenylmethylthio)thiazole of m.p. 123°-125° C.

Quelle