Hydrazine → HCID 86599008, compound

Participants

Reaction Conditions

Reaction Steps

To a stirring suspension of 3,4-dichloro-5-p-tolylpyridazine (4.5 g, 18.9 mmol) in 2-BuOH (200 mL) at room temperature was added anhydrous hydrazine (9.1 g, 284 mmol). The reaction mixture was heated at 60° C. under argon. HPLC/MS analysis indicated complete reaction after 15 h. The reaction mixture was cooled to 0° C., and the product was collected by filtration and further washed with ice-cold 2-propanol (20 mL×2). After drying under vacuum at room temperature for 16 h, the title compound, 1-(4-chloro-5-p-tolylpyridazin-3-yl)hydrazine, was obtained in a 2.6:1 ratio with undesired 1-(3-chloro-5-p-tolylpyridazin-4-yl)hydrazine (3.6 g gross). 1-(4-chloro-5-p-tolylpyridazin-3-yl)hydrazine MS [M+H]+ 235; HPLC retention time=1.84 min. 1-(3-chloro-5-p-tolylpyridazin-4-yl)hydrazine MS [M+H]+ 235; HPLC retention time=1.35 min.

Provenance & Evidence