Category: 326-64-7

Related Products of 326-64-7, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 326-64-7, name is 5-Chloro-2-(trifluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 5-chloro-2-(trifluoromethoxy)aniline (1.00 g, 4.73 mmol) in acetonitrile (60 mL) and water (6 mL) was added copper(II) bromide (1.48 g, 6.62 mmol). And isopentyl nitrite (0.95 g, 8.13 mmol). The mixture was stirred at 70C for 1 h. It was cooled to rt and quenched with water (200 mL). The mixture was extracted with DCM (60 mL x 2). The combined organic layers were washed with brine (60 mL), dried over sodium sulfate, filtered and concentrated. The residue was purified by flash column chromatography on silica gel (eluting with petroleum ether) to give the title compound.1H NMR (400 MHz, CDCl3): delta 7.58 (d, J = 2.2 Hz, 1H), 7.29 – 7.22 (m, 1H), 7.19 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 5-Chloro-2-(trifluoromethoxy)aniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; XU, Jiayi; ALI, Amjad; ZHOU, Wei; GAO, Ying-Duo; EDMONDSON, Scott, D.; MERTZ, Eric; NEELAMKAVIL, Santhosh, F.; LIU, Weiguo; SUN, Wanying; SHEN, Dong-Ming; HARPER, Bart; ZHU, Cheng; BARA, Thomas; LIM, Yeon-Hee; YANG, Meng; (227 pag.)WO2017/74832; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 326-64-7, These common heterocyclic compound, 326-64-7, name is 5-Chloro-2-(trifluoromethoxy)aniline, its 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 suspension of 5-chloro-2- ( trifluorometnyl ) aniline (5.00 g, 23.6 mmol) and dibenzyl disulfide (4.66g, 18.9 mmol) in acetonitrile (75 mL) , Isoamyl nitrite (3.46 mL, 26.0 mmol) was slowly added at 60C in an oil bath, and the mixture was stirred at the same temperature as above for 2 hours. The reaction mixture was cooled and then concentrated under reduced pressure, and the residue was purified in an automatic chromatography apparatus (n-hexane/ethyl acetate = 100/0 – 95/5) to prepare 2- (benzylsulfanyl ) -4-chlorophenyl trifluoromethyl ether (3.86 g, yield: 51%) . To a mixture of the obtained 2- (benzylsulfanyl ) -4-chlorophenyl trifluoromethyl ether (4.84 g, 15.2 mmol), acetic acid(4.5 mL) and water (3 mL) in acetonitrile (120 mL) , 1, 3-dichloro-5, 5-dimethylhydantoin (5.98 g, 30.4 mmol) was added under ice cooling, and the mixture was stirred at the same temperature as above for 3 hours. The mixture was diluted by addition of a saturated aqueous solution of sodium bicarbonate, extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure, and the residue was purified in an automatic chromatography apparatus(hexane/ethyl acetate = 100/0 – 85/15) to obtain the title compound (3.64 g, yield: 81%) . NMR spectrum (CDC13, 400MHz) delta: 8.09 (1H, d, J =2.3 Hz), 7.75 (1H, dd, J = 9.0, 2.7 Hz), 7.50-7.47 (1H, m) .

Statistics shows that 5-Chloro-2-(trifluoromethoxy)aniline is playing an increasingly important role. we look forward to future research findings about 326-64-7.

Reference:
Patent; DAIICHI SANKYO COMPANY, LIMITED; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; MIYAZAKI, Shojiro; YAMAMOTO, Yuko; SUZUKI, Keisuke; INUI, Masaharu; IZUMI, Masanori; SOMA, Kaori; PINKERTON, Anthony; SHINOZAKI, Taeko; (243 pag.)WO2017/7943; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics