Reaktion #158458

Reaktionsgleichung

phosphorus pentachloride

POCl3

5-fluorouracil

phosphorus oxychloride

sodium chloride

→

2,4-Dichloro-5-fluoropyrimidine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeTo a dry reaction flask
2. 2
   Sonstigeequipped with a stir bar and a reflux condenser
3. 3
   Temperaturheated to 110° C. for a period of 12 hours
4. 4
   TemperaturAfter cooling to room temperature
5. 5
   FiltrationThe solid of 2,4-dichloro-5-fluoropyrimidine was collected by rapid filtration
6. 6
   Sonstigedried

Vorschrift

To a dry reaction flask equipped with a stir bar and a reflux condenser was placed 5-fluorouracil (0.65 g, 5 mmol) followed by phosphorus oxychloride (POCl3) (1.53 g, 10 mmol). The resultant mixture was heated at 110° C. for 8 hours under a nitrogen atmosphere. The reaction was cooled to room temperature, phosphorus pentachloride (PC15) (3.12 g, 15 mmol) was added and heated to 110° C. for a period of 12 hours. After cooling to room temperature, the mixture was poured into ice-water, saturated with sodium chloride and left for 1 hour at 0° C. to complete the decomposition of POCl3 and PC15. The solid of 2,4-dichloro-5-fluoropyrimidine was collected by rapid filtration, dried using blotting paper and stored at low temperature. 1H NMR (CDCl3): δ 8.47 (s, 1H); 13C NMR (CDCl3): δ 155.42, 151.87, 147.43 and 147.13; 19F NMR (CDCl3): −38149.

Quelle