Introduction of a new synthetic route about 583-75-5

According to the analysis of related databases, 583-75-5, the application of this compound in the production field has become more and more popular.

Synthetic Route of 583-75-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 583-75-5 as follows.

In a 2000 ml beaker to 400 ml of 23percent aqueous HBr, 46.5 g (0.25 mol) of melted 2-methyl-4-bromoaniline was slowly added. This mixture was stirred for 20 minutes using a mechanical stirrer, cooled to -50C. Then a solution of 22.4 g (0.33 mol) Of NaNO2 in 130 ml of water was added dropwise for 1 hour at this temperature. The diazonium reagent obtained was added in several portions to a solution of 35.9 g (0.25 mmol) of CuBr in 100 ml of 47percent HBr at O0C. The resulting mixture was warmed to 7O0C, stirred for 30 minutes at this temperature, and then cooled to room temperature. The product was extracted with 3 x 200 ml of methyl-tert-butyl ether. The combined extract was dried over K2CO3 and evaporated to dryness. The crude product was purified by first using a short Silica Gel 60 column (40-63 mum, d 60 mm, 1 40 mm; eluent: hexanes). Fractional distillation gave colorless oil, b.p. 100-102°C/10 mm Hg. Yield 36.1 g (58percent). Anal. calc. for C7H6Br2: C, 33.64; H, 2.42. Found: C, 33.79; H, 2.50. 1H NMR (CDCl3): delta 7.39 (m, IH, 5-H), 7.37 (m, IH, 3-H), 7.18 (m, IH, 6- H), 2.38 (s, 3H, Me).13C NMR (CDCl3): delta 139.9, 133.6, 133.5, 130.3, 123.5, 120.9, 22.7.

According to the analysis of related databases, 583-75-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXXONMOBIL CHEMICAL PATENTS INC.; WO2007/70041; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary