Reaktion #62289

Reaktionsgleichung

(2-chlorothiophen-3-yl)-(naphthalen-2-yl)-methanone

hydrazine monohydrate

→

title compound

3-(Naphthalen-2-yl)-1H-thieno[2,3-c]pyrazole

Lösungsmittel

ethyl acetate

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturunder reflux for 2 days
3. 3
   Waschenthe organic layer washed successively with saturated aqueous ammonium chloride and saturated brine
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Sonstigethe solvent was evaporated
6. 6
   SonstigeThe resultant crude product was purified
7. 7
   Sonstigeseparated by silica gel column chromatography (ethyl acetate:n-hexane=1:30-1:5)

Vorschrift

To a solution of 0.61 g of (2-chlorothiophen-3-yl)-(naphthalen-2-yl)-methanone in 6 mL of ethanol was added 0.12 mL of hydrazine monohydrate at room temperature and heated under reflux for 2 days. The reaction solution was diluted with ethyl acetate, and the organic layer washed successively with saturated aqueous ammonium chloride and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The resultant crude product was purified and separated by silica gel column chromatography (ethyl acetate:n-hexane=1:30-1:5), to afford 32 mg of the title compound as colorless crystals.

Quelle