Sodium Hydroxide → HCID 21387736, compound

Participants

Reaction Steps

Triethyl benzyl ammonium chloride (0.25 g.) was added to a well stirred mixture of 2-phenyl propionitrile (7.2 g.) [prepared as described by a Hauser & Brasen, J.A.C.S. 78, 494 (1956], 3,6-dichloropyridazine (7.45 g.) [prepared as described by Jackiewiez et al, Acta. Polon. Pharm. 17, 355 (1960)] and 50% aqueous sodium hydroxide solution (7.5 ml.). After stirring for 30 minutes, a further quantity of triethyl benzyl ammonium chloride (0.2 g.) was added and the temperature of the mixture rose to 77° C. The viscous mixture was stirred for 4 hours until ambient temperature had been regained, when it was diluted with chloroform (150 ml.). The solution thus obtained was washed with water (4 × 50 ml.), dried over magnesium sulphate, filtered and evaporated to give a brown gum. Repeated crystallisation of the gum from cyclohexane gave 3-chloro-6-(1-cyano-1-phenylethyl)pyridazine (5.2 g.), m.p. 116.5°-117.5° C., as a light brown solid.

Provenance & Evidence