Dichloromethane → 4,6-Dichloro-2-methylpyrimidine

HRID 19504

Reaktionsgleichung

Reaktionsgleichung von HRID 19504
O[C:2]1[CH:7]=C(O)[N:5]=[C:4]([CH3:9])[N:3]=1.P(Cl)(Cl)([Cl:12])=O.Cl[CH2:16][Cl:17]>>[Cl:12][C:2]1[CH:7]=[C:16]([Cl:17])[N:5]=[C:4]([CH3:9])[N:3]=1

Komponenten

4

Edukt 3

HCID 6344DichloromethaneHCID 24813Phosphorus oxychlorideHCID 178418389HCID 178418389, Verbindung

Produkt 1

HCID 2349974,6-Dichloro-2-methylpyrimidine

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

4,6-Dihydroxy-2-methylpyrimidine 21 (1.03 g, 8.1 mmol) is suspended in 2.5 mL phosphorus oxychloride (27.3 mmol). The mixture is heated to 95° C. for 18 hours. Upon cooling, the mixture is diluted with dichloromethane (100 mL) and filtered. It is then washed with water, saturated aqueous sodium bicarbonate and brine, then concentrated to yield 4,6-dichloro-2-methylpyrimidine 22 as a white powder. 1H-NMR (400 MHz, CDCl3) δ=7.45 (s, 1H), 2.77 (s, 3H). MS calculated for C5H5Cl2N2 (M+H+) 162.99. found 163.2.

Aufarbeitung

  1. temperatureUpon cooling
  2. filtrationfiltered
  3. washIt is then washed with water, saturated aqueous sodium bicarbonate and brine
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9f9d73ccab04499d925e69c5dfa51904
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745445B2

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