Category: 194853-86-6

Related Products of 194853-86-6, These common heterocyclic compound, 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile, 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.

A solution of 4-fluoro-2-(trifluoromethyl)benzonitrile (7.00 g, 37.1 mmol), tert- butyl N-(5-aminopentyl)carbamate (10 g, 49.43 mmol), and Nu,Nu-diisopropylethyl amine (11 g, 85.11 mmol) in DMF (100 mL) stirred for 6 h at room temperature. The resulting solution was diluted with 400 mL of ethyl acetate, washed with 2x200mL brine, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified via column chromatography with silica gel (eluting with ethyl acetate/petroleum ether (1 : 1)) to give tert- butyl 5-(4-cyano-3-(trifluoromethyl)phenylamino)pentylcarbamate (11 g, 60%) as colorless oil. MS: (ESI, m/z): 372[M+H]+.

Statistics shows that 4-Fluoro-2-(trifluoromethyl)benzonitrile is playing an increasingly important role. we look forward to future research findings about 194853-86-6.

Reference:
Patent; FORMA THERAPEUTICS, INC.; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; LEE, Jennifer; BURNETTE, Pearlie; CHELLAPPAN, Srikumar; BARCZAK, Nicholas; CONTI, Chiara; ESCOBEDO, Jaime A.; HAN, Bingsong; LANCIA, David R., Jr.; LIU, Cuixian; MARTIN, Matthew W.; NG, Pui Yee; RUDNITSKAYA, Aleksandra; THOMASON, Jennifer R.; ZHENG, Xiaozhang; (322 pag.)WO2018/75959; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 194853-86-6

Weigh 508mg of 5,5-dimethylhydantoin into eggplant-shaped bottles,Add 5mL DMF with stirring to completely dissolve it.Then add 220mg of K2CO3 (1eq) and stir at 45 C for half an hour.Make them fully mixed, and finally slowly add 4-fluoro-2-trifluoromethylbenzonitrile (300mg) in DMF and stir under heating for 5h. After the reaction is complete, cool to room temperature, add 30mL of ethyl acetate and dilute with 20 mL of saturated ammonium chloride aqueous solution was extracted three times, and saturated brine was extracted once. The organic layer was dried over anhydrous magnesium sulfate for 6 h, filtered with suction, and concentrated. Finally, 200-300 mesh column chromatography was performed to obtain 330 mg of a white solid. Yield 79%.

According to the analysis of related databases, 194853-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhengzhou University; Xu Xia; Liu Hongmin; Ke Yu; Liang Jianjia; Xie Hang; (19 pag.)CN110790750; (2020); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: nitriles-buliding-blocks

. 4-({[2-(methyloxy)phenyI]methyl}amino)-2-(trifluoromethyl)benzonitriIeTo a solution of 4-flouro-2-(trifluouromethyl)benzonitrile (reagent A) (500 mg, 2.6 mmol) in anhydrous DMF (0.5 M) was added 2-methoxybenzylamine (reagent B) (0.35 mL, 2.6 mmol) and oven-dried potassium carbonate (365 mg, 2.6 mmol). The reaction mixture stirred at 85 0C for 18 hours. After cooling to room temperature, the reaction mixture was diluted with water. The organics were extracted into ethyl ether and dried over sodium sulfate. The Filtrate was concentrated, and remaining DMF was removed under reduced pressure to yield a beige solid (415 mg, 51% crude yield): MS (ESI) 306.3 (MH)+.

The synthetic route of 194853-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/113552; (2006); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 194853-86-6, These common heterocyclic compound, 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile, 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.

A DMSO (0.5 mL) solution of 4-fluoro-2- (trifluoromethyl) benzonitrile (0.050 g, 0.26 MMOL, 1 equiv) was treated with cesium carbonate (0.120 g, 0.37 MMOL, 1.4 equiv) and N- (cyclopropylmethyl)-N-propylamine (0.035 g, 0.31 mmol, 1.2 equiv). After 3 h at 90C, the cooled reaction was treated with H2O (1 mL), and extracted with EtOAc (3x 1 mL). Concentration was followed by radial chromatography (SIO2, 1 mm plate, 90: 10; Hex/EtOAc) to afford the title compound as a white solid (0.060 g, 81%) : 1H NMR (CDCI3, 400 MHz) 8 7.51 (d, J = 9.1 Hz, 1 H), 7.00 (d, J = 2.7 Hz, 1 H), 6.84 (dd, J = 9. 0,2. 6 Hz, 1 H), 3.34 (t, J = 7. 7 Hz, 2H), 3.24 (d, J = 6. 4 Hz, 2H), 1.63 (sex, J = 7. 5 HZ, 2H), 1.02 (sept, J = 5. 4 Hz, 1 H), 0.95 (t, J = 7. 4 Hz, 3H), 0.59 (q, J = 5. 7 Hz, 2H), 0.27 (q, J = 5. 0 Hz, 2H).

The synthetic route of 194853-86-6 has been constantly updated, and we look forward to future research findings.

Reference of 194853-86-6,Some common heterocyclic compound, 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile, molecular formula is C8H3F4N, 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.

A.7V-[4-cyano-3-(trifluoromethyl)phenyl]-D-valineA mixture of 4-fluoro-2-(trifluoromethyl)benzonitrile (reagent A) (500 mg, 2.64 mmol, 1 eq), D- valine (reagent B) (341 mg, 2.91 mmol, 1.1 eq), and K2CO3 (547 mg, 3.96 mmol, 1.5 eq) in DMF (6 mL) was sealed in a 10-20 mL microwave process vial and heated in a microwave reactor for 20 min at 100 0C. The reaction mixture was partitioned between ethyl acetate and water and acidified to pH 3 with IN HCl. The layers were separated, and the organic layer was washed with saturated aqueous sodium carbonate (2-50 mL portions) and dried over sodium sulfate. The residue was purified by ISCO silica gel chromatography (1Og silica cartridge, 100% CH2Cl2 grading to 10% CH3OH/CH2C12 over 10 min followed by 10% CH2Cl2 for 10 min) to provide the title compound (320 mg, 42%) as a pale yellow oil. 1H NMR (400 MHz, CD3OD) delta 7.63 (d, IH, J = 8.8 Hz), 7.13 (d, IH, J= 2.0 Hz), 6.88 (dd, IH, J = 8.4, 2.0 Hz), 3.91 (d, IH, 7= 6.4 Hz), 2.24 (m, IH), 1.09 (t, 6H, J = 6.8 Hz); LC/MS 287.2 (MH)+.

The synthetic route of 194853-86-6 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile, belongs to nitriles-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 194853-86-6, Quality Control of 4-Fluoro-2-(trifluoromethyl)benzonitrile

4-fluoro-2-trifluorobenzonitrile (55) (994 mg),5,5-dimethylhydantoin (56) (3.37 g),Potassium carbonate (1.11 g) was added to N, N-dimethylformamide (15 mL) and stirred under nitrogen atmosphere at 45 C. for 42 hours.After returning the reaction solution to room temperature, the reaction solution was diluted with ethyl acetate and washed with water and saturated brine. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The obtained residue was purified by silica gel flash column chromatography (developing solvent: chloroform: methanol = 50: 1) to give the title compound (57) (503 mg, yield 32.2%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Fluoro-2-(trifluoromethyl)benzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Kyoto prefectural public university; Suzuki, Takasada; Ito, Yukihiro; Ota, Yosuke; (55 pag.)JP2017/71567; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 194853-86-6, 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. 194853-86-6 name is 4-Fluoro-2-(trifluoromethyl)benzonitrile, 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.

COMPARATIVE EXAMPLE A This example illustrates the preparation of 4-[(1S, 4S)-4-Hydroxy-1- 0 methylpentyloxy]-2-trifluoromethylbenzonitrile, using a strong base under anhydrous conditions, as described in co-pending United States patent application serial number 11/053,010.A 10 L, jacketed ChemGlass reactor was fitted with a mechanical stirrer, nitrogen sweep line, and NesLab chiller. The vessel was purged with nitrogen for 5 15 minutes and then charged with 61 g (1.5 mol) of sodium hydride (60% in mineral oil) and 2.0 L of tetrahydrofuran (1THF”). The suspension was stirred and cooled to 6.5C and then a solution of 180.3 g (1.53 mol) of (2S,5S)-(+)-2,5- hexanediol in 1.0 L of THF was added, in 4 portions, over 35 minutes. The mixture became very thick and 1.0 L of THF was added about halfway through Q the addition in order to facilitate better stirring. The maximum internal temperature observed was 14.4C. The suspension was stirred for 30 minutes and then 288.1 g (1 .52 mol) of 4-fluoro-2-(trifluoromethyl)benzonitrile was added. The mixture was further diluted with another 1.0 L of THF and then warmed to room temperature and allowed to stir overnight (a clear solution was obtained after 30 minutes). HPLC analysis at the 21 hour point showed a 48:45 mixture of the expected product (3) to the bis-alkylated byproduct (4). Water (3.0 L) and ethyl acetate (4.0 L) were added and the layers separated. The organic layer was washed with 2 x 2.0 L of water and 1 x 2.0 L of brine. The aqueous layers were back-extracted with 2.0 L of ethyl acetate and then the organic layers were combined and evaporated at the Rotavap. The residue was twice dissolved in 1.0 L of 2-propanol and evaporated at the Rotavap (to remove water). The crude product was twice purified by flash chromatography on silica gel using dichloromethane/methanol. A third chromatography column (Biotage system) was carried out using ethyl acetate/hexanes. The purified target was isolated as 149.8 g (34%) of an oil. The material assayed at >99% purity (a/a, HPLC) and had a proton NMR spectrum consistent with structure.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Fluoro-2-(trifluoromethyl)benzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2006/136910; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 194853-86-6, 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 194853-86-6 as follows.

EXAMPLES; Example 1; 4-[(Cyclopropylmethyl)(2-{[4-(1 ,1 -dimethylethyl)phenyl]oxy} ethyl)amino]-2- (trifluoromethyl)benzonitrile; A. 4-[(Cyclopropylmethyl)amino]-2-(trifluoromethyl)benzonitrile; A mixture of 4-fluoro-2-(trifluoromethyl)benzonitrile (9.45 g, 50 mmol), 1- cyclopropylmethanamine (5.0 g, 70 mmol), and potassium carbonate (10 g) was stirred for 12 h in acetonitrile (50 mL) at 55 0C. The mixture was cooled to 20 0C, filtered, and the filter-cake was washed with acetonitrile (3 x 25 mL). The filtrate was concentrated under vacuum to obtain 11.9 g (99%) of the title compound as a white EPO solid: 1H NMR (400 MHz, CDCI3) delta 7.53 (d, J = 8.6 Hz, 1 H), 6.83 (d, J = 2.4 Hz, 1 H), 6.65 (dd, J = 8.6, 2.4 Hz, 1H)1 4.62 (bs, 1 H), 3.02 (d, J = 7.1 Hz, 2H), 1.09 (m, 1 H), 0.61 (m, 2H), 0.27 (m, 2H).

According to the analysis of related databases, 194853-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/44707; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 194853-86-6, The chemical industry reduces the impact on the environment during synthesis 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile, I believe this compound will play a more active role in future production and life.

D. 4-Fluoro-3-iodo-2-(trifluoromethyl)benzonitrile To a freshly prepared solution of LDA (1 19 mmol) in anhyd THF (250 mL) at -45C is added a solution of commercially available 4-fluoro-2-(trifluoromethyl)benzonitrile (21 .5 g, 1 14 mmol) in THF (30 mL), dropwise at a rate such that the internal temperature remained < -40C (became dark brown during addition). The mixture is stirred 30 min at -45C, cooled to -70C and iodine (31 .7 g, 125 mmol) is added in one portion (-70C? - 52C). The mixture is stirred for 1 h, removed from the cooling bath and quenched by addition of 10% Na2S203 (ca. 250 mL) and 1 N HCI (ca. 125 mL). The mixture is extracted with EtOAc (x3). Combined organics are washed (water, brine), dried over Na2S04 and concentrated in vacuo. The residue is purified by low pressure liquid chromatography (silica gel, EtOAc / hexanes, gradient elution) followed by recrystallization from heptane (30 mL), twice, affording 4-fluoro-3-iodo-2- (trifluoromethyl)benzonitrile (15.79 g, 50.1 mmol, 44.1 % yield) as a pale yellow solid. 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, 4-Fluoro-2-(trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see. Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KALDOR, Istvan; TANG, Dalin; WO2015/110958; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 194853-86-6,Some common heterocyclic compound, 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile, molecular formula is C8H3F4N, 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.

Reference Example 3 t-Butyl 4-(4-cyano-3-trifluoromethylphenyl)-3-methylpiperazine-1-carboxylate A 4.46 g portion of t-butyl 3-methylpiperazine-1-carboxylate synthesised in Reference Example 2, 6.74 g of 4-fluoro-2-trifluoromethylbenzonitrile and 7.76 ml of diisopropylethylamine were stirred in 50 ml of DMF at 100C for 2 days. The reaction solution was diluted with water and extracted with ethyl acetate, the organic layer was washed and dried and then the solvent was evaporated under reduced pressure. The residue was subjected to a silica gel column chromatography and eluted with hexane-ethyl acetate (3:1, v/v) to obtain 5.6 g of the title compound as white crystals.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Fluoro-2-(trifluoromethyl)benzonitrile, its application will become more common.

Reference:
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1122242; (2001); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts