Reaktion #480546

Reaktionsgleichung

3-[4-chloro-2-fluoro-5-(2-pyrimidinyloxy)phenyl]-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

phosphorus oxychloride

triethylamine

toluene

→

2-chloro-3-[4-chloro-2-fluoro-5-(2-pyrimidinyloxy)phenyl]-6-trifluoromethyl-4(3H)-pyrimidinone

Ausbeute 49.9%

Lösungsmittel

brine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux for 2 hours
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   SonstigeThe organic phase was separated
5. 5
   Trocknendried over anhydrous sodium sulfate
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe residue was purified by column chromatography on silica gel(40% ethyl acetate/hexane)
8. 8
   Sonstigeto give compound III-2 (1.05 g, yield 49.9%) as a white solid, m.p.132-134.5° C.

Vorschrift

A mixture of 3-[4-chloro-2-fluoro-5-(2-pyrimidinyloxy)phenyl]-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione(2.01 g, 0.005 mol), phosphorus oxychloride (3.83 g, 0.025 mol), triethylamine (2.02 g, 0.02 mol and toluene (7 ml) was heated under reflux for 2 hours. The reaction mixture was poured into brine, and extracted with ethyl acetate. The organic phase was separated, dried over anhydrous sodium sulfate, and concentrated. The residue was purified by column chromatography on silica gel(40% ethyl acetate/hexane) to give compound III-2 (1.05 g, yield 49.9%) as a white solid, m.p.132-134.5° C.

Quelle