Methanol → HCID 90370245, compound

Participants

Reaction Steps

In a stream of nitrogen, a 100 mL three-necked flask was charged with 0.53 g (13.4 mmol) of sodium hydride (oily, 60%). 15 mL of dehydrated dimethylformamide was added to the content, and the mixture was stirred. To the thus-obtained slurry, a solution of 2.2 g (11.2 mmol) of 4-chlorocarbazole in 15 mL of dehydrated dimethylformamide was dropwise added, and the mixture was stirred for 30 minutes. To the thus-obtained reaction mixture, a solution of 3.0 g (11.2 mmol) of 2-chloro-4,6-diphenyl-1,3,5-triazine in 40 mL of dehydrated dimethylformamide was dropwise added. The reaction mixture was stirred at room temperature for 2 hours, and, 10 mL of methanol and then 100 mL of pure water were added to terminate the reaction. A white powder deposited upon the addition of pure water was collected, and washed with pure water and then with ethanol. The thus-obtained powder was recrystallized from o-xylene to give 3.1 g (7.2 mmol) of 4-chloro-9-(4,6-diphenyl-1,3,5-triazin-2-yl)carbazole as a white crystal (yield: 64%).

Provenance & Evidence