Pentylhydrazine → 1H-Pyrazole-4-carbonitrile, 5-amino-1-pentyl-

Participants

Reaction Steps

A warm solution of 6.02 g (49.3 mM) ethoxymethylenemalononitrile in 20 ml of ethanol was added via a cannula with stirring to a solution of 6.04 g (59.1 mM) of pentylhydrazine in 20 ml ethanol maintained at 50°. The mixture was then heated to reflux for 30 minutes, then cooled in a refrigerator (ca 3°) for 18 hours. The white crystalline precipitate was filtered to afford 7.73 g (88%) of the title compound; mp, 143°-144°; tlc, Rf =0.50, silica gel, methanol:chloroform (1:19).

Provenance & Evidence