ChemicalBook CAS DataBase List 2,8-Dibromodibenzothiophene

2,8-Dibromodibenzothiophene synthesis

4synthesis methods

Product Name:2,8-Dibromodibenzothiophene
CAS Number:31574-87-5
Molecular formula:C12H6Br2S
Molecular Weight:342.05

132-65-0

31574-87-5

The general procedure for the synthesis of 2,8-dibromodibenzothiophene from dibenzothiophene was as follows: dibenzothiophene (15.1552 g, 82.25 mmol) was dissolved in chloroform (150 mL) and bromine (13.0 mL, 253.72 mmol) was slowly added dropwise at 0 °C in an ice bath. After the dropwise addition, the reaction mixture was kept at 0 °C for 2 hours. Subsequently, the reaction system was slowly warmed to room temperature and stirring was continued for 3 days. After completion of the reaction, excess methanol was added to the mixture and stirred for 30 min to precipitate the product. The white solid product was collected by vacuum filtration and washed with excess methanol to finally obtain 2,8-dibromodibenzothiophene (22.87 g, 66.86 mmol, 81% yield).

132-65-0 Synthesis

132-65-0
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31574-87-5
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Yield:31574-87-5 89%

Reaction Conditions:

with bromine in chloroform at 20; for 24 h;

Steps:

1 Synthesis of 2,8-Dibromodibenzothiophene
To a slurry of dibenzothiophene (15.0 g; 0.0814 mol) in chloroform (80 ml) was slowly added bromine (10.5 ml; 32.6 g; 0.18 mol) in chloroform (20 ml). The red- brown reaction mixture was stirred at room temperature for 24 h and then solvent removed by distillation at atmospheric pressure. The residue was washed three times with methanol until the filtrate became almost colourless. The off-white solid was dried under vacuum at 75 °C. Yield 20.5 g (74 %). The product was sublimed to give an analytically pure colourless solid, 18.2 g (89 %). M.p 223°C (DSC, onset) and 227°C (DSC, peak) [ Lit., 226 °C, TCI]

References:

POWER OLEDS LIMITED;KATHIRGAMANATHAN, Poopathy WO2017/13420, 2017, A1 Location in patent:Page/Page column 11

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