Category: 454-79-5

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. 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H5BrF3N

Example 239 2-Mercapto-5-trifluoromethyl-benzothiazole (239) In analogy to the procedure of Chaudhuri, N. Synth. Commun. 1996, 26, 20, 3783, O-ethylxanthic acid, potassium salt (Lancaster, 7.5 g, 46.9 mmol) was added to a solution of 2-bromo-5-trifluoromethylphenylamine (Aldrich, 5.0 g, 20.8 mmol) in N,N-dimethylformamide (DMF, 30 mL). The mixture was heated to reflux for 4 hours. After cooling to room temperature, the mixture was poured into ice water and acidified with 2N HCl. The solid product was collected by filtration. Recrystalization from CHCl3/Hexanes gave 239 (4.5 g, 92%) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta 14.00 (s, 1H), 7.94 (d, J=8.1 Hz, 1H), 7.62 (dd, J=8.4, 1.0 Hz, 1H), 7.48 (d, J=1.0 Hz, 1H). MS (M-H) 234.

According to the analysis of related databases, 454-79-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tularik Inc.; US2003/139390; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, belongs to bromides-buliding-blocks compound, 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 454-79-5, name: 2-Bromo-5-(trifluoromethyl)aniline

Example 20-1: General procedure for Stille coupling, exemplified by synthesis of compound 2-Pyridin-2-yl-5-trifluoromethyl-phenylamine (108).; A screw cap tube was charged with 2-tributyltinpyridine (1.4 eq), prepared from 2- bromopyridine and tributyltin hydride according to the procedure described in example 19-1, o-bromoaniline (200 mg, 1 eq), Pd(dba)2 (10-14 mg, 2 mol%), CuI (20 mg, 10 mol%), and PPh3 (40 mg, 15 mol%). The mixture was degassed and back-filled with argon. Dry diethyl ether (5 ml) was added, and the reaction mixture was heated at 120C for 4h in a microwave oven. The reaction mixture was cooled to room temperature, stirred with saturated aqueous KF (3 ml) for 3h, and filtered. The solid was discarded after washing with ethyl acetate (three times). The liquid was poured into H2O and extracted with ethyl acetate. The combined organic layer was washed with H2O and brine, dried over MgSO4, and filtered and the solvent was removed in vacuo. The residue was purified by column chromatography on silica (ethyl acetate/petroleum ether as eluent) to afford the title compound as a white solid (60 mg, 38%). M+ 239.

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; TIBOTEC PHARMACEUTICALS LTD.; MEDIVIR AB; WO2007/14922; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 454-79-5, name is 2-Bromo-5-(trifluoromethyl)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. Recommanded Product: 2-Bromo-5-(trifluoromethyl)aniline

2.40 g of 2-bromo-5-trifluoromethyl-aniline and1.21 g of potassium ethylxanthate were dissolved in 35 ml of DMF solution, reacted under refluxing at 120 degree centigrade, and then reacted overnight under stirring at room temperature. TLC detection was performed and it was confirmed that raw materials no longer decreased, and the reaction was completed. The product was washed with 25 ml of dilute hydrochloric acid solution, organic layer was extracted, combined and dried, and column chromatography was carried out to obtain 1.70 g of an oily liquid (yield 72%). Mass spectrum MS of the compound: [M+H] 235.2.

The synthetic route of 2-Bromo-5-(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DRIVINGFORCE THERAPEUTICS Co., Ltd.; YANG, Yongliang; (20 pag.)US2018/29979; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-5-(trifluoromethyl)aniline

Reference Example 94 Synthesis of 2-(2-methyl-6-trifluoromethyl-1H-indol-3-yl)acetic acid A mixture of 3-amino-4-bromobenzotrifluoride (1.2 g), levulinic acid (1.0 g), p-TsOH (0.1 g) and benzene (10 ml) was heated to reflux for 3 hours using a Dean Stark tube. The reaction mixture was concentrated under reduced pressure, and a mixture of palladium acetate (60 mg), tris(o-tolyl)phosphine (0.15 g), triethylamine (0.8 g) and DMF (2 ml) was stirred with the obtained residue in a sealed tube for 20 hours at 120 C. Water and ethyl acetate were added to the reaction mixture, the insoluble portion was filtered out with celite and extraction was performed with ethyl acetate, and then after combining the organic layer and drying over sodium sulfate, the product was concentrated under reduced pressure. Methanol (20 ml) and concentrated sulfuric acid (1 ml) were added to the obtained residue and the mixture was heated to reflux for 2 hours. Water was added to the reaction mixture, which was then extracted with dichloromethane, dried over sodium sulfate and concentrated under reduced pressure. 2-(2-methyl-6-trifluoromethyl-1H-indol-3-yl)acetic acid methyl ester was purified from the obtained residue by silica gel column chromatography using a mixed solvent of hexane and dichloromethane. A 2 N sodium hydroxide aqueous solution (1 ml) and methanol (1 ml) were added to the obtained 2-(2-methyl-6-trifluoromethyl-1H-indol-3-yl)acetic acid methyl ester, and the mixture was heated to reflux for one hour. Water was added to the reaction mixture, which was then rendered acidic with concentrated aqueous hydrochloric acid, extracted with ethyl acetate, dried over sodium sulfate and concentrated under reduced pressure, to obtain 79 mg of the title compound as a colorless powder (6% yield). The NMR data for the obtained compound were as follows. NMR: (300 MHz, DMSO-d6) delta: 2.38 (3H,s), 3.62 (2H,s), 7.23 (1H,dd), 7.5-7.7 (2H,m), 11.32 (1H,s), 12.0-12.4 (1H,m)

The synthetic route of 454-79-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fujiwara, Shinya; Ozaki, Tomokazu; Kozono, Toshiro; Hattori, Kunihiro; Esaki, Toru; US2003/162724; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 454-79-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 454-79-5 name is 2-Bromo-5-(trifluoromethyl)aniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Add 2-bromo-5-trifluoromethyl-aniline (10 mmol) to a reaction vessel containing 25 ml of glacial acetic acid.3-methylfuryl-2,5-dione (11 mmol) was added,The mixture was refluxed overnight and then cooled to <50 C.The solvent was transferred in vacuo, the residue was dissolved in dichloromethane (50 ml), and the resulting solution was washed with water (50 ml x 2), saturated aqueous NaHCO3 (50 ml x 2) and saturated brine (50 ml x 2), and anhydrous Dry over sodium sulfate. Evaporate the solvent in vacuumThe residue was dissolved in 15 ml of acetone, and then crystallized by dropwise addition of 30 ml of ethanol, filtered, and vacuum dried at 50C to obtain 2.9 g of white 1-(2-bromo-5-trifluoromethyl-phenyl)-3-methyl- 1H-pyrrole-2,5-dione solid, yield 87%. At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-(trifluoromethyl)aniline, and friends who are interested can also refer to it. Reference:
Patent; Tian Yuanqiang; (10 pag.)CN107954992; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, belongs to bromides-buliding-blocks compound, 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 454-79-5, name: 2-Bromo-5-(trifluoromethyl)aniline

2-Bromo-5-(trifluoromethyl)aniline (2.0 g, 8.3 mmol),4-(pinacol ester-2-yl)-5,6-dihydropyridine-1(2H)-carboxylic acid tert-butyl ester (3.1 g, 10 mmol),Potassium acetate (1.23 g, 12.5 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]palladium dichloride (343 mg, 0.42 mmol) were added to N,N-dimethylformamide ( Mix of 30mL) and water (2mL)In the solvent, the reaction was heated to 90 C for 16 hours under a nitrogen atmosphere. The reaction was quenched and cooled to room temperature. The mixture was poured into water (100 mL), dichloromethane (30 mL¡Á3) (Dichloromethane: methanol (V: V) = 50: 1) isolated and purified to give the title compound(Yellow solid, 2.42 g, 85%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-(trifluoromethyl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Zhang Yingjun; Xue Yaping; Guo Zhengjiang; (39 pag.)CN109912514; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary