Reacción #80980

Ecuación de reacción

4-((amino)thiocarbonyl)morpholine

ethyl bromopyruvate

MgSO4

→

desired compound

Rendimiento 55.2%

Ethyl 2-(4-Morpholinyl)thiazole-4-carboxylate

Rendimiento 55.2%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaat reflux for 2 h
3. 3
   Temperaturato cool
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated in vacuo
6. 6
   Lavadowashed with aqueous NaHCO3
7. 7
   Secadodried over Na2SO4
8. 8
   Concentraciónconcentrated

Procedimiento

A mixture of 1.85 g (12.7 mmol) of 4-((amino)thiocarbonyl)morpholine, 1.59 ml (12.7 mmol) of ethyl bromopyruvate, and excess MgSO4 in 50 ml of acetone was heated at reflux for 2 h. The resulting mixture was allowed to cool, filtered, and concentrated in vacuo. The residue was taken up in chloroform, washed with aqueous NaHCO3, dried over Na2SO4, and concentrated. Silica gel chromatography using 1% methanol in chloroform provided 1.7 g (55%) of the desired compound, Rf 0.70 (ethyl acetate). Mass spectrum: (M+H)+ =243.

Fuente