ChemicalBook CAS DataBase List 3,6-Dibromocarbazole

3,6-Dibromocarbazole synthesis

13synthesis methods

Product Name:3,6-Dibromocarbazole
CAS Number:6825-20-3
Molecular formula:C12H7Br2N
Molecular Weight:325

3, 6-dibromocarbazole is synthesized with three methods, such as N-bromosuccinimide method, liquid bromine method and silica gel method. But now main method for synthesis is silica gel method. The main raw materials used in the synthesis include carbazole, N-bromosuccinimide, solvent methylene chloride, catalyst silica gel, and the yield could reach 89.5%.

86-74-8 Synthesis

86-74-8
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1592-95-6 Synthesis

1592-95-6
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$5.00/1g

6825-20-3
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$5.00/5g

Yield:1592-95-6 47%

Reaction Conditions:

with N-Bromosuccinimide in N,N-dimethyl-formamide at 0 - 20; for 24 h;

Steps:

3-Bromocarbazole (2):

2 was synthesised as reported previously[32,33]. A solution of N-bromosuccinimide (1.1 g,5.98 mmol) in dimethylformamide was added dropwise to asolution of carbazole (1, 1 g, 5.96 mmol) in dimethylformamide(15 mL) at 0 °C. The reaction mixture was then stirred atroom temperature for 24 h. The reaction was poured intodistilled water to give a cream coloured precipitate. The precipitatewas filtered off under vacuum and washed with distilledwater (3 × 20 mL). The precipitate was dissolved in ethylacetate, dried with sodium sulfate and filtered. Upon concentra tion under reduced pressure the crude product was obtained as abrown solid. After crystallisation of the crude product withchloroform, the pure product 2 (692 mg, 47%) was obtained aswhite crystals. Rf (ethyl acetate/hexane, 1:6 v/v): 0.43; meltingpoint: 200-201°C; 1H NMR (600 MHz, CDCI3) δ (ppm) 8.19(d, J = 1.9 Hz, 1H), 8.08 (s, 1H), 8.02 (dd, J = 7.7, 1.1 Hz, 1H),7.50 (dd, J = 8.5, 1.9 Hz, 1H), 7.47-7.40 (m, 2H), 7.31 (d, J =8.6 Hz, 1H), 7.25 (td, J = 6.3, 1.8 Hz, 1H).

References:

Altinolcek, Nuray;Battal, Ahmet;Peveler, William J.;Skabara, Peter J.;Tavasli, Mustafa;Yu, Holly A. [Beilstein Journal of Organic Chemistry,2020,vol. 16,p. 1066 - 1074]

86-74-8 Synthesis

86-74-8
318 suppliers
$10.00/5g

6825-20-3
324 suppliers
$5.00/5g

References

122-39-4 Synthesis