Reaktion #10872

Reaktionsgleichung

3-fluoro-4-(4-methyl-1-piperazinyl) benzenamine

3-fluoro-4-(4-methyl-1-piperazinyl)benzenamine

Thiocarbonyl diimidazole

→

1-(2-fluoro-4-isothio-cyanatophenyl)-4-methylpiperazine

Lösungsmittel

N,N-dimethylformamide

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe cooling bath was removed
2. 2
   workup.ADDITIONIce-water was then added (100 mL)
3. 3
   Extraktionthe mixture was extracted with ether (3×200 mL)
4. 4
   TrocknenThe combined ether layers were dried (MgSO4)
5. 5
   Filtrationfiltered
6. 6
   Sonstigeevaporated

Vorschrift

Thiocarbonyl diimidazole (3.00 g, 3.53 mmol) (Aldrich) was dissolved in N,N-dimethylformamide (10 mL) and the solution was cooled to −10° C. (ice/acetone bath). A solution of 3-fluoro-4-(4-methyl-1-piperazinyl) benzenamine (2.26 g, 10.8 mmol) (from Step B above) in N,N-dimethylformamide (30 mL) was added over a period of 30 minutes, then the cooling bath was removed and the solution was stirred overnight. Ice-water was then added (100 mL) and the mixture was extracted with ether (3×200 mL). The combined ether layers were dried (MgSO4), filtered, and evaporated to give 1-(2-fluoro-4-isothio-cyanatophenyl)-4-methylpiperazine as a yellow oil that solidified on standing (3.88 g, 92%).

Quelle