Application of 53078-85-6,Some common heterocyclic compound, 53078-85-6, name is 2-Bromo-5-methylaniline, molecular formula is C7H8BrN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a suitable amount of a solvent (a mixture of 1,4-dioxane and polyethylene glycol 200 (PEG-200) in a volume ratio of 1: 2.5) was added 100 mmol of the compound of the above formula (I) (II), 6 mmol of a two-component catalyst (1.2 mmol of 1,5-cyclooctadiene (acetoacetate) iridium and 4.8 mmol of bis (tricyclohexylphosphine) nickel chloride (NiCl2(PCy3)2Proline t-butyl ester hydrochloride and 200 mmol NaHS (in the form of a 35% by mass aqueous solution), and then the temperature was raised to 90 C with stirring, and the mixture was stirred at room temperature for 10 minutes. The reaction was stirred at this temperature for 8 hours;After the completion of the reaction, the reaction solution was cooled to room temperature, filtered, and the pH of the filtrate was adjusted to neutral. The extract was shaken with n-hexane for 2-3 times. The organic phase was combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The mixture was eluted with a 2: 1 by volume mixture of chloroform and acetone. The eluate was collected, and the solvent was distilled off under reduced pressure to give the compound of the formula (III) in a yield of 97.4%.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-5-methylaniline, its application will become more common.
Reference:
Patent; Wang, Jianjun; Li, Guiyan; (9 pag.)CN106083729; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary