Application of 481075-58-5,Some common heterocyclic compound, 481075-58-5, name is 2-Bromo-1-iodo-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF3I, 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 stirred solution of tris (dibenzylidene) DIPALLADIUM (0) (PD2DBA3, 0.183 g, 0.2 mmol) and bis (2-diphenylphosphinophenyl) ether (DPEphos, 0.215 g, 0.2 mmol) in toluene (80 ML) was added 3-bromo-4-iodobenzotrifluoride (7.02 g, 20 mmol; prepared from 2-bromo-4-trifluoromethyl-phenylamine by diazotization according to the general procedure by Tunney and STILLE J. ORG. CHEFN. 1987, 52, 748-753), 4- CHLOROTHIOPHENOL (2.89 g, 20 mmol) and potassium tert-butoxide (2.46 g, 22 mmol) at room temperature (rt). The reaction mixture was stirred for 2.5 h at 100 C and then cooled to room temperature (rt) and filtered through celite. The solvent was evaporated off and the crude product was purified by flash chromatography on silica gel (eluent: ethyl acetate/heptane 2: 8) to produce 4.53 g (81%) of 1-BROMO-2- (4- CHLORO-PHENYLSULFANYL)-5-(TRIFLUOROMETHYL)-BENZENE 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 2-Bromo-1-iodo-4-(trifluoromethyl)benzene, its application will become more common.
Reference:
Patent; H. LUNDBECK A/S; BANG-ANDERSEN, Benny; WO2004/87156; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com