Methane → HCID 12952973, compound

Participants

Reaction Steps

2,3,4,5-Tetrachlorophenylhydrazine (12.3 g) was heated with ethoxymethylenemalononitrile (6.4 g) in dimethylformamide (25 ml) at reflux for 10 minutes in the presence of sodium carbonate (0.1 g). The hot solution was treated with charcoal and filtered and evaporated to dryness. The residue was triturated with diethyl ether and the ether solution was decanted and diluted with hexane to precipitate dark yellow crystals which were recrystallised from toluene to give 5-amino-4-cyano-1-(2,3,4,5-tetrachlorophenyl)pyrazole (5.3 g), m.p. 168°-169° C., in the form of off-white crystals.

Provenance & Evidence