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ChemicalBook CAS DataBase List 1-bromo-4,5-dimethyl-2-nitrobenzene
53938-24-2

1-bromo-4,5-dimethyl-2-nitrobenzene synthesis

3synthesis methods
-

Yield:53938-24-2 89.4%

Reaction Conditions:

with hydrogen bromide;copper(I) bromide;sodium nitrite in water at -5 - 70; for 1 h;

Steps:

1.3 Step 3: 1-Bromo-4,5-dimethyl-2-nitrobenzene

Dissolve 4,5-dimethyl-2-nitroaniline (300.0mg, 1.8mmol) in a mixed solution of distilled water (11.4ml) and HBr solution (48%, 32ml), stir at 70 ° C for 30min, and cool to After -5 ° C, NaNO2 (780.0 mg, 11.3 mmol) was added to an aqueous solution (4 ml). The temperature of the system was kept at -5 ° C for 15 minutes, and a freshly prepared solution of CuBr (3.27 g, 24.3 mmol) in HBr (48%, 6 ml) was added and heated at 70 ° C for 15 minutes. The reaction mixture was extracted three times with dichloromethane (20 ml X 3). The combined organic phases were washed with NaOH (10%, 20 ml), dried over anhydrous NaSO4, filtered, and the solvent was evaporated under reduced pressure. Purification by column chromatography (PE / EA = 9: 1) gave a yellow solid (370.2 mg, 89.4%).

References:

CN110862383,2020,A Location in patent:Paragraph 0054; 0062-0064