1-Bromo-2,4-dimethyl-5-nitrobenzene

Uses

It is an important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.

Synthesis

General procedure for the synthesis of 5-bromo-2,4-dimethylnitrobenzene from 2,4-dimethylbromobenzene: 1-bromo-2,4-dimethylbenzene (9 g, 48.6 mmol) was slowly added to a 60% solution of nitric acid (100 mL) at room temperature. The reaction mixture was stirred continuously at room temperature overnight. Upon completion of the reaction, the mixture was carefully poured into ice water and extracted with ethyl acetate (EtOAc). After separation of the organic phase, it was dried over anhydrous sodium sulfate (Na2SO4) and subsequently concentrated under reduced pressure to afford the crude product 1-bromo-2,4-dimethyl-5-nitrobenzene (6.5 g). The product can be used directly in the subsequent reaction steps without further purification.

References

[1] Journal of the Indian Chemical Society, 1935, vol. 12, p. 540
[2] Patent: WO2013/117522, 2013, A1. Location in patent: Page/Page column 42
[3] Patent: US2015/18367, 2015, A1. Location in patent: Paragraph 0189