Reaktion #50920

Reaktionsgleichung

2-chloro-5-nitropyridine

thiomorpholine

→

title compound

4-(5-Nitro-pyridin-2-yl)-thiomorpholine

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was refluxed for additional 2 h
2. 2
   Sonstigethe solvent was removed in vacuo
3. 3
   workup.DISSOLUTIONthe residue was re-dissolved in 200 ml ethyl acetate
4. 4
   WaschenThe organic phase was washed with 200 ml 1 N sodium bicarbonate solution
5. 5
   Trocknendried (magnesium sulfate)
6. 6
   Sonstigeevaporated

Vorschrift

To a solution of 20 g (126 mmol) of 2-chloro-5-nitropyridine in 200 ml tetrahydrofuran were added dropwise 32.5 ml (315 mmol) thiomorpholine within 10 min. The reaction mixture was refluxed for additional 2 h. After cooling to room temperature, the solvent was removed in vacuo and the residue was re-dissolved in 200 ml ethyl acetate. The organic phase was washed with 200 ml 1 N sodium bicarbonate solution, dried (magnesium sulfate) and evaporated to give 29.3 g (quantitative) of the title compound as a yellow solid.

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