Ammonia → HCID 58526512, compound

Participants

Reaction Conditions

Reaction Steps

In a stream of argon, a 300 ml three-necked flask equipped with a reflux condenser was charged with 3,5-dibromobenzoyl chloride (10.5 g) and 5-chlorobiphenyl-3-carbonitrile (15.0 g), and then chlorobenzene (100 mL) was added to the content. The thus-obtained solution was cooled to 0° C., and antimony pentachloride (10.5 g) was dropwise added thereto. The resultant mixture was stirred at room temperature for 20 minutes and then refluxed at 100° C. for 2.5 hours. The thus-obtained red-colored solution was cooled to −20° C., and an aqueous 28% ammonia solution (50 mL) was added to obtain a milky white liquid suspension. The suspension was stirred at room temperature for 3 hours, and then, gradually heated to 140° C. in an oil bath to distill away the organic solvent (80 mL) and water (28 mL). Chlorobenzene (100 mL×3) was added to the solution, and then the solution was filtered at 130° C. The filtrate was left to stand at room temperature, and then methanol (300 mL) was added thereto. The thus-obtained solid precipitate was collected by filtration, and washed with methanol twice (50 mL×2) and dried. Thus, 2.21 g of 4,6-bis(5-chlorobiphenyl-3-yl)-2-(3,5-dibromophenyl)-1,3,5-triazine was obtained as a white powder (yield: 9%).

Provenance & Evidence