Phosphorus oxychloride → 4,5-Dichloro-6-methylpyrimidine

HRID 63355

Reaktionsgleichung

Reaktionsgleichung von HRID 63355
O=P(Cl)(Cl)[Cl:3].O[C:7]1[C:12]([Cl:13])=[C:11]([CH3:14])[N:10]=[CH:9][N:8]=1>C1(C)C=CC=CC=1>[Cl:3][C:7]1[C:12]([Cl:13])=[C:11]([CH3:14])[N:10]=[CH:9][N:8]=1

Komponenten

4

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 1784332125-chloro-6-methyl-1H-pyrimidin-4-one

Produkt 1

HCID 117895374,5-Dichloro-6-methylpyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

50 ml of POCl3 was added dropwise to a solution of 14.5 g (0.1 mol) of 4-hydroxyl-5-chloro-6-methylpyrimidine in 50 mL of toluene, the mixture was refluxed for 5-7 h after addition. After the reaction was over by Thin-Layer Chromatography monitoring, the reaction mixture was concentrated under reduced pressure to remove toluene and extra POCl3, and then poured into ice water. The water phase was extracted with ethyl acetate (3×50 ml), the organic phases were emerged, dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was purified through silica column to give 14.43 g as yellow liquid with yield of 88.5%.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 5-7 h
  2. additionafter addition
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. customto remove toluene and extra POCl3
  5. additionpoured into ice water
  6. extractionThe water phase was extracted with ethyl acetate (3×50 ml)
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure
  10. customThe residue was purified through silica column
  11. customto give 14.43 g as yellow liquid with yield of 88.5%

Quellen und Nachweise

ORD-Eintrag
ord-acc06ae59eee41788d3bed827fd3e2f3
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447081B2

Verknüpfte Notizen

Wird geladen…