Reaktion #5427

Reaktionsgleichung

thionyl chloride

cyclopropylamine

water

2-isopropyloxazole-4-carboxylic acid

→

2-isopropyl-oxazole-4-carboxylic acid-cyclopropylamide

Ausbeute 96.0%

Lösungsmittel

toluene

dimethylformamide

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAt room temperature
2. 2
   Sonstigewas dripped in at 0° to 10° C
3. 3
   workup.STIRRINGThe mixture was stirred for 12 hours at room temperature
4. 4
   Sonstigethe phases were separated
5. 5
   Waschenthe organic phase was washed once with saturated sodium bicarbonate solution
6. 6
   Trocknendried over magnesium sulfate
7. 7
   Sonstigethe solvent was removed under reduced pressure

Vorschrift

At room temperature, 47.6 g (0.40 mol) of thionyl chloride was dripped into a solution of 31.0 g (0.20 mol) of 2-isopropyloxazole-4-carboxylic acid in 200 ml of toluene and 2 ml of dimethylformamide, and the mixture was stirred for one hour at 80° C. The solvents were stripped off under reduced pressure, the residue was dissolved in 300 ml of dichloromethane, and 24.0 g (0.42 mol) of cyclopropylamine in 20 ml of dichloromethane was dripped in at 0° to 10° C. The mixture was stirred for 12 hours at room temperature, 150 ml of water was added, the phases were separated, the organic phase was washed once with saturated sodium bicarbonate solution and dried over magnesium sulfate, and the solvent was removed under reduced pressure. There was obtained 37.2 g (96%) of 2-isopropyl-oxazole-4-carboxylic acid-cyclopropylamide.

Quelle