Reaktion #666885

Reaktionsgleichung

3-(4-chloro-2-fluoro-5-methoxyphenyl)-4-hydroxy-1-methylimidazolidin-2-one

methyl isocyanate

→

3-(4-chloro-2-fluoro-5-methoxyphenyl)-1-methyl-4-(N-methylcarbamoyloxy)imidazolidin2-one

Ausbeute 93.5%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvent is removed by distillation
2. 2
   Temperaturcooled in an ice-bath
3. 3
   FiltrationThe precipitate is filtered off under suction
4. 4
   Sonstigedried

Vorschrift

27.5 g (0.10 mol) of 3-(4-chloro-2-fluoro-5-methoxyphenyl)-4-hydroxy-1-methylimidazolidin-2-one (Example 1) are dissolved in 200 ml of acetonitrile, 50 mg of diazabicyclo[2.2.2]octane are added, and 6.84 g (0.12 mol) of methyl isocyanate are added dropwise at 20° C. The mixture is stirred for 5 hours at 50° C. and the solvent is removed by distillation. The solid residue which remains is boiled up in 200 ml of ether and cooled in an ice-bath. The precipitate is filtered off under suction and dried. 31.0 g (93% of theory) of 3-(4-chloro-2-fluoro-5-methoxyphenyl)-1-methyl-4-(N-methylcarbamoyloxy)imidazolidin2-one are obtained in the form of colorless crystals having the melting point 128°-131° C.

Quelle