Reaktion #66521

Reaktionsgleichung

Picolinoyl chloride hydrochloride

Et3N

3-chloro-4-(3-chlorophenoxy)aniline

→

N-(3-chloro-4-(3-chlorophenoxy)phenyl)picolinamide

Ausbeute 51.0%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe organic phase was washed with a saturated solution of NaHCO3 and with brine
2. 2
   Trocknenwas dried over MgSO4
3. 3
   Filtrationwas filtered
4. 4
   Einengenwas concentrated under reduced pressure
5. 5
   SonstigeThe crude product was purified by flash chromatography over silica gel

Vorschrift

According to Scheme 3 Step 3: Picolinoyl chloride hydrochloride (1.52 mmol, 271 mg) and Et3N (3.05 mmol, 0.42 mL) were added sequentially to a solution of 3-chloro-4-(3-chlorophenoxy)aniline (1.02 mmol, 258 mg) in DCM (6 mL) at 0° C. The reaction mixture was stirred at room temperature for 2 hours. The organic phase was washed with a saturated solution of NaHCO3 and with brine, was dried over MgSO4, was filtered and was concentrated under reduced pressure. The crude product was purified by flash chromatography over silica gel using cyclohexane/AcOEt (90:10) as eluent to afford N-(3-chloro-4-(3-chlorophenoxy)phenyl)picolinamide (0.52 mmol, 187 mg, 51%) as a white solid.

Quelle