Category: 1535-75-7

1535-75-7, 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. 1535-75-7, name is 2-(Trifluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Pd(OAc)2 (20 mg, 0.09 mmol), (+/-)-BINAP (55 mg, 0.09 mmol), and DMF (5 mL) were charged in a round-bottom flask flushed with argon. The flask was evacuated and backfilled with argon. The mixture was stirred under argon for 30 min and added to a mixture of 27 (345 mg, 0.9 mmol), 2-trifluoromethoxyaniline (0.184 mL, 1.35 mmol), and K2CO3 (1.24 g, 8.97 mmol) in DMF (10 mL). The resulting mixture was stirred at 80 C for 4 h under argon. After cooling to room temperature, the reaction mixture was filtered on a pad of celite. The solvent was evaporated, the crude solid was purified by flash chromatography on silica gel (eluant: DCM/EtOH 90/10) to afford 210 mg (54%) of 31 as white solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Caldarelli, Marina; Angiolini, Mauro; Disingrini, Teresa; Donati, Daniele; Guanci, Marco; Nuvoloni, Stefano; Posteri, Helena; Quartieri, Francesca; Silvagni, Marco; Colombo, Riccardo; Bioorganic and Medicinal Chemistry Letters; vol. 21; 15; (2011); p. 4507 – 4511;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 1535-75-7, name is 2-(Trifluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., 1535-75-7

To a solution of 2-(trifluoromethoxy)aniline (318A) (2.655 mg, 15 mmol) in acetic acid (6 mL) was added NBS (2.94 g, 16.5 mmol) at 0 C and stirred at room temperature overnight. It was concentrated under reduced pressure. The residue was diluted with ethyl acetate (100 mL), washed with water (30 mL) and brine (30 mL), dried over anhydrous sodium sulfate, concentrated, and purified with flash column chromatography on silica gel (ethyl acetate in petroleum ether, 20% v/v) to afford Compound 318B. LC-MS (ESI) m/z: 256 [M +H]+; ‘H-NMR (CDCb, 400 MHz): d (ppm) 3.89 (s, 2H), 6.67 (d, J= 8.8 Hz, 1H), 7.18 (dd, J= 8.8, 2.4 Hz, 1H), 7.28 (d, J= 2.4 Hz, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHAO, Qi; (737 pag.)WO2019/133770; (2019); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1535-75-7, name is 2-(Trifluoromethoxy)aniline, A new synthetic method of this compound is introduced below., 1535-75-7

General procedure: The benzoic acid 1 (1.50 g, 7.46 mmol) was refluxed in neat thionyl chloride (2 mL) for 2 h then allowed to cool to rt. The excess thionyl chloride was removed under reduced pressure to yield the crude acid chloride. A solution of anilines in DCM (10 mL) was added to a solution of the crude acid chloride in DCM (10 mL), followed by triethylamine (2.25 mL). The mixture was stirred at room temperature under argon for 3 h, after which the solvent was removed. The residue was purified by recrystallization (petroleum ether- ethyl acetate) to afford the product.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Liu, Fang; Venter, Henrietta; Bi, Fangchao; Semple, Susan J.; Liu, Jingru; Jin, Chaobin; Ma, Shutao; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3399 – 3402;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

1535-75-7, 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. 1535-75-7, name is 2-(Trifluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows.

According to Scheme 8, hydroxylamine sulfate (18 g, 3 equivalents) was dissolved in water (80 mL) and then chloral hydrate (7.3 g, 1.2 equivalents) was added. After 15 min, a solution of the starting aniline (5.0 mL, 37 mmol), dissolved in 1 N HCl (44 mL, 1.2 equivalents), was added dropwise (20 min) to the reaction mixture. The resulting cloudy mixture was heated at 80 C. for 1 h, cooled to rt, and diluted with CHCl3 (160 mL). The aqueous layer was extracted with CHCl3 (2¡Á80 mL). The combined organic layers were dried (Na2SO4), filtered and evaporated. Hexanes (40 mL) were added. Evaporation of the solvent provided crude product which was used in the next step without further purification: MS(ESI): 247 (M-H)-.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Icagen, Inc.; US2005/59823; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The chemical industry reduces the impact on the environment during synthesis 1535-75-7, name is 2-(Trifluoromethoxy)aniline, I believe this compound will play a more active role in future production and life. 1535-75-7

2-Trifluoromethoxyaniline (0.8Og, 5.0mmol) and sodium hydride (60% dispersion in mineral oil, 1.7eq) were stirred in dry DMF at room temperature for 2 hours, and 5-bromo- 2-chloropyridine (1.0Og, 5.0mmol) was added and the mixture stirred at room temperature overnight. Iced water was added slowly to the mixture, and the mixture was extracted with DCM (3x). The DCM was washed with 2M HCl solution (2x), dried (MgSO4), and concentrated. The residue was purified by column chromatography eluting using a gradient (EtOAc/hexanes 1 :9 v/v).

The chemical industry reduces the impact on the environment during synthesis 1535-75-7. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BioMarin IGA, Ltd.; WREN, Stephen Paul; WYNNE, Graham Michael; LECCI, Cristina; WILSON, Francis Xavier; DAVIS, Paul James; WO2010/57833; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

1535-75-7, Adding some certain compound to certain chemical reactions, such as: 1535-75-7, name is 2-(Trifluoromethoxy)aniline, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1535-75-7.

General procedure: The general procedure for the preparation of (R)-2-amino-3,3,3-trifluoro-2-methyl-N-phenylpropanamide derivatives was as follows. Reactions were carried out according to the literature procedure reported by Zhichkin et al2 with slight modifications. The Vilsmeier reagent was prepared by adding oxalyl chloride (2.52 g, 19.8 mmol) dropwise to a solution of anhyd. DMF (1.50 g, 20.5 mmol) in CH2Cl2 (20 mL) at 0-5 ?C (CAUTION: Foaming.) and stirring at rt for 30 min. Compound 5 (1.93 g, 10.0 mmol) was added at 0 ?C to Vilsmeier reagent (20.0 mmol) in CH2Cl2 (20 mL) prepared as described above, and the mixture was stirred at rt for 2 h. At 0 ?C, a solution of substituted aniline (10.0 mmol) in CH2Cl2 (10 mL) was added, followed by DIPEA (5.30 g, 41.0 mmol), and the mixture was stirred for 1 h at rt. It was then concentrated to dryness, and the residue was heated at reflux in ethanol (25 mL) with ethylenediamine (2.70 g, 45.0 mmol) for 3 h. The resulting mixture was evaporated to dryness, stirred with water (50 mL) and partitioned between CH2Cl2 and water. The organic layer was dried (Na2SO4) and concentrated. The residue was purified by column chromatography (petroleum ether/ethyl acetate) to afford the desired compounds.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1535-75-7.

Reference:
Article; Li, Tian-Wen; Shang, Pei-Hua; Cheng, Chang-Mei; Zhao, Yu-Fen; Tetrahedron Letters; vol. 54; 2; (2013); p. 134 – 137;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem