Reaction #323852

Reaction equation

ethoxymethylenemalononitrile

n- pentylhydrazine

→

title compound

Yield 88.0%

5-Amino-4-cyano-1-(n-pentyl)pyrazole

Yield 88.0%

Solvents

ethanol

ethanol

Conditions

Workup

1. 1
   TemperatureThe reaction mixture was then heated
2. 2
   Temperatureto reflux for 30 minutes
3. 3
   Temperaturecooled in a refrigerator for 18 hours
4. 4
   FiltrationThe off-white crystalline precipitate was filtered

Procedure

A warm solution of 6.02 g (49.3 mM) ethoxymethylenemalononitrile in 20 ml of ethanol was added via a cannula to a stirred solution of 6.04 g (59.1 mM)n- pentylhydrazine in 20 ml of ethanol at 50° C. The reaction mixture was then heated to reflux for 30 minutes, then cooled in a refrigerator for 18 hours. The off-white crystalline precipitate was filtered to yield 7.73 g (88%) of the title compound, mp=143°-144° C.; tlc, Rf =0.5, silica gel, methanol:chloroform (1:19).

Source