Category: 454-79-5

Application of 454-79-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 454-79-5 as follows.

Under ice-cooling, 2.6 mL of diethyldisulfide was dropped to a mixture of 5.0 g of 2-bromo-5- (trifluoromethyl) aniline, 2.77 mL of isoamyl nitrite and 50 mL of acetonitrile. The reaction mixture was stirred at 50 C. for 6 hours. The reaction mixture was allowed to cool to room temperature, water was added and extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 4.5 g of Intermediate 1-13 shown below.

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; Sumitomo Chemical Co., Ltd.; Murakami, Shin’ichirou; (398 pag.)JP2019/94335; (2019); A;,
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., Recommanded Product: 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

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., Product Details of 454-79-5

In an air atmosphere, 1.0 mmol of 5-chloro-2-hydroxybenzylalcohol was added to a 10 ml flask,1.2 mmol of 5-trifluoromethyl-2-bromoaniline, 0.01 mmol of p-cymene ruthenium dichloride dimer, 0.05 mmol of cuprous iodide, 0.1 mmol of 1,1′-bis (dicyclohexylphosphine) Ferrocene,9.0 mmol of potassium tert-butoxide, and 5 ml of toluene, and then placed on a condenser tube heated to 110 C with an oil bath under magnetic agitation and reacted for 18 hours. The oil bath was removed, 3 ml of water was added to the reaction mixture and the mixture was extracted three times with 5 ml of ethyl acetate. The organic phases were combined and dried over anhydrous magnesium sulfate for 30 minutes. The filtrate was concentrated on a rotary evaporator. The concentrated solid was extracted with methylene chloride Recrystallization gave pure product 19 in 82% yield.

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:
Patent; Luoyang Normal College; Xu Chen; Li Hongmei; Wang Zhiqiang; Lou Xinhua; Fu Weijun; (11 pag.)CN105949143; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 454-79-5, A common heterocyclic compound, 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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.

In a air atmosphere, a 10 ml flask was charged with 1.0 mmol of 5-methyl-2-hydroxybenzylalcohol, 1.4 mmol of 5-trifluoromethyl-2-bromoaniline,0.02 mmol p-cymene ruthenium dichloride dimer, 0.06 mmol copper bromide,0.07 mmol of 2,2′-bis (diphenylphosphino) -1,1′-binaphthyl,4.0 mmol of potassium hydroxide, and 5 ml of dioxane,The shelves were then heated in an oil bath with a magnetic stirrer to 110 C for 30 hours.The oil bath was removed, 3 ml of water was added to the reaction mixture and the mixture was extracted three times with 5 ml of ethyl acetate. The organic phases were combined and dried over anhydrous magnesium sulfate for 30 minutes. The filtrate was concentrated on a rotary evaporator. The concentrated solid was extracted with methylene chloride Recrystallization gave pure product 12 in 87% yield.

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:
Patent; Luoyang Normal College; Xu Chen; Li Hongmei; Wang Zhiqiang; Lou Xinhua; Fu Weijun; (11 pag.)CN105949143; (2016); A;,
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., SDS of cas: 454-79-5

Step 7: Preparation of 2-Pyridin-2-yl-5-trifluoromethyl-phenylamine (24). 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 1200C 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.

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:
Patent; TIBOTEC PHARMACEUTICALS LTD.; MEDIVIR AB; WO2008/96002; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 454-79-5

General procedure: To a stirred solution of 2-haloaniline derivatives in DCM, Et3N (1.3 equiv.) was added and the resulting mixture was cooled to 0 C. Stirred for 5 min and acid chloride (1.1 equiv.) was added drop wise. Stirred overnight from 0 C to RT. The reaction mixture was extracted with DCM and washed with NaHCO3 and brine. The organic phase was dried over anhydrous sodium sulphate and the solvent was evaporated using vacuum rotary evaporator. The resulting residue was purified on silica gel column chromatography using n-hexane and ethyl acetate as eluent.

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

Reference:
Article; Venu Saranya, Thachora; Rajan Sruthi, Pambingal; Anas, Saithalavi; Synthetic Communications; vol. 49; 2; (2019); p. 297 – 307;,
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, category: bromides-buliding-blocks

70% Sulfuric acid (18 mL) was added drop-wise to the solution of 2-bromo-5- (trifluoromethyl)aniline (5.0 g, 21.0 mmol, 1.0 eq), propane- 1, 2,3 -triol (3.8 g, 42.0 mmol, 2.0 eq) and sodium m-Nitrobenzene sulfonate (7.3 g, 32.55 mmol, 1.55 eq) at 0 C and the mixture was stirred under nitrogen atmosphere, at 150 C for 4 h. After complete consumption of starting material, the mixture was cooled to ambient temperature, poured into chilled water and filtered through a celite bed. The filtrate was neutralized with 2N aqueous NaOH, which led to a precipitate, which was filtered and dried under vacuum to obtain 8-bromo-5- (trifluoromethyl)quinoline. LCMS: Purity 95.13%. MS calculated for [M] 274.96 and found [M+H] +276.04.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Bromo-5-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; PANDEY, Anjali; BOWERS, Simeon; BARTA, Thomas E.; BOURNE, Jonathan William; (208 pag.)WO2017/147328; (2017); 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., name: 2-Bromo-5-(trifluoromethyl)aniline

Isonicotinoyl chloride hydrochloride (427 mg, 2.39 mmol, commercially available product) and triethylamine (410 mul, 2.94 mmol) were sequentially added at 0C to a dichloromethane (5 ml) solution of 2-bromo-5-(trifluoromethyl)aniline (480 mg, 2.00 mmol; commercially available product). The resulting mixture was warmed to room temperature and stirred for 24 hours. Water was added to the mixture, and the resulting mixture was extracted three times with ethyl acetate. The obtained organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by recrystallization (ethyl acetate). Thus, N-[2-bromo-5-(trifluoromethyl)phenyl]isonicotinamide (GIF-0612) (308 mg, 44.8%) was yielded as a colorless solid. TLC Rf 0.46 (hexane/ethyl acetate = 1/1).

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:
Patent; HAGIWARA, Masatoshi; EP1712242; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route 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.

A resealable tube was charged with 2-bromo-5- (trifluoromethyl)aniline (1.00 g, 4.16 mmol), 1- dimethylamino-2-propyne (0.520 g, 6.20 mmol), PdCl2(PPh3J2 (0.15 g, 0.21 mmol), copper iodide (0.80 mg, 0.42 mmol), diisopropylethylamine (1.0 mL) and acetonitrile (3.0 mL) . The system was purged with argon, the tube sealed and the mixture stirred at room temperature for 20 h. The reaction EPO mixture was filtered through celite and concentrated. The residue was purified via column chromatography on silica gel (gradient elution with 0-10% methanol-dichloromethane) to afford 2- (3-dimethylamino-l-propynyl) -5- (trifluoromethyl)aniline as a brown oil. MS m/z = 243 [M+H]+. CaIc’d for C12H13F3N2: 242.

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; AMGEN INC.; WO2006/44823; (2006); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 454-79-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 454-79-5 as follows.

Under ice-cooling, 2.6 mL of diethyldisulfide was dropped to a mixture of 5.0 g of 2-bromo-5- (trifluoromethyl) aniline, 2.77 mL of isoamyl nitrite and 50 mL of acetonitrile. The reaction mixture was stirred at 50 C. for 6 hours. The reaction mixture was allowed to cool to room temperature, water was added and extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 4.5 g of Intermediate 1-13 shown below.

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; Sumitomo Chemical Co., Ltd.; Murakami, Shin’ichirou; (398 pag.)JP2019/94335; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary