Reaktion #1551173

Reaktionsgleichung

hydrazinoacetaldehyde diethyl acetal

ethoxymethylenemalononitrile

→

5-amino-4-cyano-1-(2,2-diethoxyethyl)pyrazole

Ausbeute 30.2%

Lösungsmittel

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was evaporated in vacuo
2. 2
   workup.ADDITIONTo the residue was added diethyl ether (400 ml)
3. 3
   Filtrationthe resultant precipitate was filtered off
4. 4
   workup.ADDITIONa mixture of ethyl acetate and hexane (2:3) as an eluent
5. 5
   workup.ADDITIONFractions containing the object compound
6. 6
   Sonstigeevaporated

Vorschrift

To a solution of hydrazinoacetaldehyde diethyl acetal (52.6 g) in ethanol (110 ml) was added dropwise a solution of ethoxymethylenemalononitrile (41.5 g) in ethanol (420 ml) at room temperature. The mixture was stirred at ambient temperature for 24 hours. The reaction mixture was evaporated in vacuo. To the residue was added diethyl ether (400 ml) and the resultant precipitate was filtered off. The filtrate was subjected to column chromatography on silica gel using a mixture of ethyl acetate and hexane (2:3) as an eluent. Fractions containing the object compound were combined and evaporated to give 5-amino-4-cyano-1-(2,2-diethoxyethyl)pyrazole (23.0 g).

Quelle