Reaktion #452491

Reaktionsgleichung

potassium carbonate

7-(3-chloropropoxy)-3,4-dihydro-2H-1,4-benzothiazin-3-one-1-oxide

potassium iodide

N-(2-quinolylmethyl)piperazine

→

title compound

7-{3-[4-(2-quinolylmethyl)-1-piperazinyl]propoxy}-3,4-dihydro-2H-1,4-benzothiazin-3-one-1-oxide

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISTILLATIONThe solvent was distilled off from the reaction mixture under reduced pressure
2. 2
   workup.ADDITIONfollowed by the addition of water
3. 3
   ExtraktionThe resulting mixture was extracted with chloroform-methanol (10:1)
4. 4
   TrocknenThe extract was dried over anhydrous sodium sulfate
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   SonstigeThe residue was purified by chromatography on a silica gel column
7. 7
   workup.ADDITIONFractions containing the target compound
8. 8
   Sonstigewere collected
9. 9
   Einengenconcentrated under reduced pressure

Vorschrift

A mixture consisting of 7-(3-chloropropoxy)-3,4-dihydro-2H-1,4-benzothiazin-3-one-1-oxide (2.02 g, 7.38 mmol), N-(2-quinolylmethyl)piperazine (2.52 g, 11.07 mmol), potassium carbonate (2.04 g, 14.76 mmol), potassium iodide (2.45 g, 14.76 mmol) and DMF (50 ml) was stirred at 80° C. for 4 hours. The solvent was distilled off from the reaction mixture under reduced pressure, followed by the addition of water. The resulting mixture was extracted with chloroform-methanol (10:1). The extract was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column while using chloroform-ammonia-saturated methanol (10:1) as an eluent. Fractions containing the target compound were collected and then concentrated under reduced pressure, whereby 1.23 g of the title compound was obtained as a yellow oil (4.49 mmol, 60.9%).

Quelle