Reaktion #1251891

Reaktionsgleichung

4-chloro-2-fluoro-5-nitrophenylisothiocyanate

perhydropyridazine hydroiodide

triethylamine

→

N-[(4-chloro-2-fluoro-5-nitrophenyl)aminothiocarbonyl]perhydropyridazine

Ausbeute 96.0%

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter complete addition
2. 2
   Temperaturto warm to room temperature
3. 3
   workup.STIRRINGwas stirred for two days
4. 4
   SonstigeThe solvent was removed from the mixture by evaporation under reduced pressure
5. 5
   Sonstigeleaving a residue
6. 6
   Wascheneluting with ethyl acetate:n-heptane (50:50)

Vorschrift

To a stirred, cold (-5° C.) solution of 8.56 g (0.0400 mole) of perhydropyridazine hydroiodide in 150 mL of methylene chloride was added dropwise 12.2 g (0.120 mole) of triethylamine. This mixture was stirred for approximately 30 minutes. A solution of 8.0 g (0.034 mole) of 4-chloro-2-fluoro-5-nitrophenylisothiocyanate in methylene chloride was added dropwise to the reaction mixture while maintaining a reaction temperature of -20° C. After complete addition, the reaction mixture was allowed to warm to room temperature and was stirred for two days. The solvent was removed from the mixture by evaporation under reduced pressure leaving a residue. The residue was subjected to column chromatography on silica gel, eluting with ethyl acetate:n-heptane (50:50), to yield 10.4 g of N-[(4-chloro-2-fluoro-5-nitrophenyl)aminothiocarbonyl]perhydropyridazine as a solid, mp 118°-120° C.

Quelle