Reaktion #80980

Reaktionsgleichung

4-((amino)thiocarbonyl)morpholine

ethyl bromopyruvate

MgSO4

→

desired compound

Ausbeute 55.2%

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

Ausbeute 55.2%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturat reflux for 2 h
3. 3
   Temperaturto cool
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated in vacuo
6. 6
   Waschenwashed with aqueous NaHCO3
7. 7
   Trocknendried over Na2SO4
8. 8
   Einengenconcentrated

Vorschrift

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.

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