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ChemicalBook CAS DataBase List 4-Bromo-3-nitrotoluene
5326-34-1

4-Bromo-3-nitrotoluene synthesis

7synthesis methods
4-METHYL-2-NITROBENZOIC ACID

27329-27-7

4-Bromo-3-nitrotoluene

5326-34-1

To a Silak reaction tube equipped with a magnetic stirrer were sequentially added 6.2 mg of silver sulfate, 36.3 mg of copper acetate, 12.5 mg of 2,9-dimethyl-1,10-o-phenanthroline, 36.2 mg of 4-methyl-2-nitrobenzoic acid, and 30.9 mg of sodium bromide, followed by the addition of 4 mL of dimethyl sulfoxide as a solvent. The reaction mixture was heated and stirred at 160 °C for 24 hours under an oxygen atmosphere. Upon completion of the reaction, the reaction was quenched by addition of appropriate amount of distilled water and extracted three times with ethyl acetate (10 mL each time). The organic phases were combined and concentrated to give 29.8 mg of 4-bromo-3-nitrotoluene in 69% yield.

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Yield:5326-34-1 69%

Reaction Conditions:

with 2.9-dimethyl-1,10-phenanthroline;oxygen;copper (I) acetate;silver sulfate;sodium bromide in dimethyl sulfoxide at 160; for 24 h;Schlenk technique;

Steps:

19 Example 19. Synthesis of 2-nitro-4-methyl bromobenzene.
Silak reaction tube equipped with a magnetic stirrer was charged with 6.2 mg of silver sulfate,36.3 mg of copper acetate, 12.5 mg of 2,9-dimethyl-1,10-o-phenanthroline,36.2 mg of 2-nitro-4-methylbenzoic acid and 30.9 mg of sodium bromide4 mL of dimethyl sulfoxide.The reaction was heated at 160 ° C for 24 hours in the presence of oxygen.After the reaction was completed, distilled water was added to quench the reaction,Extraction with ethyl acetate 3 times, each time 10mL,The combined organic phases are concentrated,29.8 mg of 2-nitro-4-methylbromobenzene was obtained in a yield of 69%.

References:

Nanchang University;Fu Zhengjiang;Cai Hu;Li Zhaojie;Jiang Ligao CN107325002, 2017, A Location in patent:Paragraph 0091

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