1,3-Dibromopropane → HCID 178422511, compound

Participants

Reaction Steps

To a solution of 5-methyl-3-phenylindazole (10.4 g) in dimethylformamide (60 ml), 50% sodium hydride (2.5 g) was added and the mixture was stirred at room temperature for 10 minutes. The reaction mixture was then added dropwise to dimethylformamide (20 ml) containing 1,3-dibromopropane (25 g) while cooling with ice, and the resulting mixture was stirred at room temperature for 30 minutes. The mixture was extracted with xylene (120 ml), and the extract was washed with water, dried over anhydrous sodium sulfate and heated at reflux for 2 hours. The resulting precipitate was recovered by filtration, and washed with acetone to give 9.2 g of 2,3-dihydro-7-methyl-9-phenyl-1H-pyrazolo[1,2-a]indazolium bromide. After recrystallization from isobutanol, the product had a melting point of 237° to 241° C. (decomposition).

Provenance & Evidence