Reaction #1909812

Reaction equation

4-chloromethyl-2-phenylthiazole

potassium cyanide

ethyl acetate

→

4-cyanomethyl-2-phenylthiazole

Yield 73.8%

Solvents

acetonitrile

Conditions

Workup

1. 1
   Temperatureunder reflux for 10 hours
2. 2
   Otherwas returned to room temperature
3. 3
   Otherthe insoluble solid was removed through filtration
4. 4
   WashThe resulting ethyl acetate solution was washed with saturated saline and water
5. 5
   Dryingdried over sodium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
7. 7
   OtherThe residual product was purified through silica gel column chromatography

Procedure

1.39 g of 4-chloromethyl-2-phenylthiazole was dissolved in 10 ml of acetonitrile, and 0.65 g of potassium cyanide and 0.05 g of dibenzo-18-crown-6-ether were added thereto at room temperature, and then heated under reflux for 10 hours. After the temperature was returned to room temperature, ethyl acetate was added the resulting mixture, and the insoluble solid was removed through filtration. The resulting ethyl acetate solution was washed with saturated saline and water, and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residual product was purified through silica gel column chromatography to obtain 0.98 g of 4-cyanomethyl-2-phenylthiazole from the fraction eluted with chloroform.

Source