10-Bromo-7H-benzo[c]carbazole

Preparation of compound 3-3 [148] After dissolving compound 3-2 (20 g, 92 mmol) in dimethylformamide (DMF) at 0°C, N-bromosuccinimide (NBS) (16.3 g, 92 mmol) was slowly added to the reaction mixture and the reaction mixture was stirred for 24 hours. After completing the reaction, the organic layer was extracted EA and was dried with MgSOThe 20.4g (0.1mol) 7H- benzo [c] carbazole was dissolved in tetrahydrofuran (THF, 500mL), and then the resulting solution was stirred at 0 10 minutes. Thereto was added N- bromosuccinimide (NBS, 18.68g, 0.105mol), the resulting mixture was stirred at normal temperature for 12 hours, then extracted with ethyl acetate and distilled water. The organic layer was dried over anhydrous magnesium sulfate (MgSO4) was dried, then the solvent was removed, and subjected to silica gel column chromatography to give 25.4g (86percent) Compound B-1.After dissolving compound 1-9 (8.7 g, 40.1 mmol) in dimethylformamide (DMF) (50 mL), and adding N-bromosuccinimide (NBS) (4.7 g, 40.1 mmol), the reaction mixture was stirred for a day at room temperature. After terminating the reaction, the reaction mixture was extracted with EA, and the organic layer was concentrated. The resulting product was purified by a silica column to give compound 1-10 (9.5 g, 80 percent).Preparation of Compound 7-1 [193] 7H-benzo[c]carbazole (50g, 0.23mol) was dissolved in DMF 1.4L, and NBS (41g, 0.23mol) was added, after which the mixture was stirred at room temperature for 24 hours. After termination of the reaction, the resultant mixture was extracted with EA and the organic layer was distilled under reduced pressure. Silica column separation was then performed, yielding Compound 7-1 (53.2g, 78percent).Under nitrogen atmosphere, N-bromosuccinimide (12.6 g) was added to a solution of 7H-benzo [c] carbazole (15.7 g) in N, N-dimethylformamide (250 mL) under ice cooling, and the temperature was raised to room temperature And the mixture was stirred for 2 hours. The resulting reaction solution was extracted with toluene, the toluene layer was washed with saturated brine, dried with anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain the objective 10-bromo-7H-benzo [c] carbazole (16.2 g, yield 77percent)After introducing 7H-benzo[cjcarbazole (50 g, 230 mmol) and DMF (200 mL) into a flask, the mixture was stirred, and N-bromosuccinimide (42 g, 230 mmol) dissolved in DMF (50 mL) was added thereto. The resultant mixture was stirred at room temperature for 12 hours, and extracted with distilled water and MC. The obtained organic layer was dried with magnesium sulfate, and distilled under reduced pressure. The residue was purified by column chromatography to obtain compound A (10-bromo-7H-benzo[cjcarbazole) (1 6g, yield: 23.5percent)

Molecular Weight:296.16
XLogP3:5.3
Hydrogen Bond Donor Count:1
Exact Mass:294.99966
Monoisotopic Mass:294.99966
Topological Polar Surface Area:15.8
Heavy Atom Count:18
Complexity:318
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes