Reacción #80976

Ecuación de reacción

1,3-dichloroacetone

N,N-dimethylthiourea

MgSO4

→

desired compound

Rendimiento 70.0%

4-(Chloromethyl)-2-(dimethylamino)thiazole

Rendimiento 70.0%

Disolventes

acetone

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturato reflux
3. 3
   TemperaturaThe resulting mixture was heated
4. 4
   Temperaturaat reflux for 1.5 h
5. 5
   Temperaturato cool
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated in vacuo
8. 8
   OtroThe residue was purified by silica gel chromatography

Procedimiento

A mixture of 15 g (144 mmol) of N,N-dimethylthiourea and excess MgSO4 in 350 ml of acetone was heated to reflux and treated dropwise with a solution of 18.3 g (144 mmol) of 1,3-dichloroacetone in 35 ml of acetone. The resulting mixture was heated at reflux for 1.5 h, allowed to cool, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography using 20% ethyl acetate in hexane to provide 14.0 g (70%) of the desired compound.

Fuente