Reaktion #74618

Reaktionsgleichung

4-Aminopyrimidine

DABCO

3-chloro-4-fluorobenzenesulfonyl chloride

→

title compound

Ausbeute 27.0%

3-Chloro-4-fluoro-N-pyrimidin-4-ylbenzenesulfonamide

Ausbeute 27.0%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture immediately turned yellow and a precipitate was formed
2. 2
   Einengenthe mixture was concentrated in vacuo
3. 3
   workup.STIRRINGwater (75 mL) and stirred for 15 minutes
4. 4
   FiltrationThe resulting solid was filtered
5. 5
   Sonstigedried in vacuo

Vorschrift

4-Aminopyrimidine (1.0 g, 10.5 mmol) and DABCO™ (1.18 g, 10.5 mmol) were added concurrently to a solution of 3-chloro-4-fluorobenzenesulfonyl chloride (1.25 mL, 10.0 mmol) in anhydrous acetonitrile (49 mL). The reaction mixture immediately turned yellow and a precipitate was formed. After stirring for 16 hours, the mixture was concentrated in vacuo. The crude material was suspended in ethyl acetate (75 mL) and water (75 mL) and stirred for 15 minutes. The resulting solid was filtered and dried in vacuo to afford the title compound, 0.83 g, 27% yield.

Quelle