Some common heterocyclic compound, 66416-72-6, name is 4-Bromo-2-iodoaniline, molecular formula is C6H5BrIN, 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. 66416-72-6
Step 1 : Preparation of 4-bromo-1-chloro-2-iodobenzeneterf-Butyl nitrite (11.1 ml, 93.3 mmol) is added to a suspension of copper(ll) chloride (10.04 g, 75 mmol) in acetonitrile (224 ml) and the mixture is heated with stirring to 60 0C. A solution of 4- bromo-2-iodoaniline (18.54 g, 62 mmol) in acetonitrile (56 ml) is added dropwise over about an hour, and once the addition is complete the mixture is stirred at 60 0C for 2 hours. The mixture is cooled to room temperature, poured into 20% aqueous hydrochloric acid (1.3 litres) and extracted with diethyl ether (1.5 litres). The organic extract is separated and the aqueous re- extracted with ether (1 litre). The organic extracts are combined and dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated in vacuo. The residue is further purified by column chromatography on silica gel to give 4-bromo-1-chloro-2-iodobenzene (8.62 g) as an oil.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 66416-72-6, its application will become more common.
Reference:
Patent; SYNGENTA LIMITED; WO2008/145336; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com