Reaktion #1769722

Reaktionsgleichung

Dimethyl acetylsuccinate

sodiummethylate methanol

acetamidine hydrochloride

→

(2,6-dimethyl-4-hydroxy-5-pyrimidinyl) acetic acid

Ausbeute 93.3%

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter refluxing the mixture for 14 hours
2. 2
   Sonstigethe precipitated salt is removed by filtration
3. 3
   Sonstigethe filtrate is evaporated to dryness under reduced pressure
4. 4
   Filtrationfiltered
5. 5
   Sonstigedried

Vorschrift

Dimethyl acetylsuccinate (188 g, 1 mol) is dissolved in sodiummethylate/methanol (1.1 mol in 500 ml) and added within 30 minutes to a solution of acetamidine hydrochloride (104 g, 1.1 mol) at 60° C. with stirring. After refluxing the mixture for 14 hours, the precipitated salt is removed by filtration and the filtrate is evaporated to dryness under reduced pressure. The resulting solid is suspended in acetone, filtered and dried to give (2,6-dimethyl-4-hydroxy-5-pyrimidinyl) acetic acid crystalline product (170 g, 93%). 1H-NMR (DMSO):12.3 (s, 1H); 3.2 (s, 2H); 2.2. (s, 3H); 2.1 (s, 3H).

Quelle