Category: 185147-08-4

Synthetic Route of 185147-08-4, 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. 185147-08-4, name is 4-Fluoro-3-methylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

6.02.03.05 4-Fluoro-3-methyl-benzimidic acid ethyl ester Hydrogen chloride gas was passed through a solution of 40 g 4-fluoro-3-methylbenzonitrile in 250 mL ethanol. The reaction was stirred for 1 h at RT and for 30 min. at 40 C. Then, the solvent was evaporated, diethyl ether was added and the precipitate was filtered and dried under nitrogen. The hydrochloride was dissolved in ethanol and ammonia gas was passed through the solution. The solvent was removed and the residue was suspended in n-hexane. The suspension was filtered through silica gel and the filtrate was concentrated to yield 3.7 g of the desired product. Rt: 0.99min (method K), (M+H)+: 182

The chemical industry reduces the impact on the environment during synthesis 4-Fluoro-3-methylbenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WELLENZOHN, Bernd; WO2013/83741; (2013); A1;,
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Reference of 185147-08-4, 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. 185147-08-4, name is 4-Fluoro-3-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 5a 10430] Under nitrogen atmophere, sodium hydride (60percent suspension in mineral oil, 32 mg, 0.804 mmol) is added to example 4a (120 mg, 0.402 mmol) and 4-fluoro-3-methyl- benzonitrile (109 mg, 0.804 mmol) in dry 1 ,4-dioxane (2 mE) cooled to 00 C. and stirring is continued for 3 hat it. Volatiles are evaporated under reduced pressure to furnish a residue that is purified by preparative HPEC (stationary phase: Sun- fire C18 ODE 5 tm 19x 100 mm. Mobile phase: ACN/H20+ CF3COOH 0.05percent). Fractions containing the title compound are combined, acetonitrile is evaporated under reduced pressure, the aqueous layer is basified with sat. NaHCO3 and extracted with DCM. The organic layer is dried using a phase separator cartridge and the resulting solution is evaporated under reduced pressure to furnish the title compound (105 mg, 63percent).10431] UPEC-MS (Method 2): R=1 .28 mm10432] MS (ESI pos): mlz=414 (M+H)

The synthetic route of 4-Fluoro-3-methylbenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; GIOVANNINI, Riccardo; CUI, Yunhai; DOODS, Henri; FERRARA, Marco; JUST, Stefan; KUELZER, Raimund; LINGARD, Iain; MAZZAFERRO, Rocco; RUDOLF, Klaus; US2014/343065; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 185147-08-4, 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. 185147-08-4, name is 4-Fluoro-3-methylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

6.02.03.05 4-Fluoro-3-methyl-benzimidic acid ethyl ester Hydrogen chloride gas was passed through a solution of 40 g 4-fluoro-3-methylbenzonitrile in 250 mL ethanol. The reaction was stirred for 1 h at RT and for 30 min. at 40 C. Then, the solvent was evaporated, diethyl ether was added and the precipitate was filtered and dried under nitrogen. The hydrochloride was dissolved in ethanol and ammonia gas was passed through the solution. The solvent was removed and the residue was suspended in n-hexane. The suspension was filtered through silica gel and the filtrate was concentrated to yield 3.7 g of the desired product. Rt: 0.99min (method K), (M+H)+: 182

The chemical industry reduces the impact on the environment during synthesis 4-Fluoro-3-methylbenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WELLENZOHN, Bernd; WO2013/83741; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 185147-08-4, A common heterocyclic compound, 185147-08-4, name is 4-Fluoro-3-methylbenzonitrile, molecular formula is C8H6FN, 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.

Example 804-{3-Isopropyl-4-(quinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl}-3-methylbenzamide (80)4-Fluoro-3-methylbenzonitrile (0.077 g) and cesium carbonate (0.203 g) were added to a solution of compound (6c) (0.150 g) in DMF (1.73 mL), followed by stirring at 80¡ã C. for 18 hr. The reaction solution was distributed between ethyl acetate and water. The organic layer was washed with saturated saline and then dried over anhydrous sodium sulfate. The solvent was distilled away, and the residue was purified by neutral silica gel column chromatography (hexane/ethyl acetate) to obtain 4-{3-isopropyl-4-(quinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl}-3-methylbenzonitrile (0.154 g, 73percent). This 4-{3-isopropyl-4-(quinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl}-3-methylbenzonitrile was dissolved in DMSO (5.0 mL) and ethanol (5.0 mL). A 4 N aqueous sodium hydroxide solution (0.195 mL) and a 30percent hydrogen peroxide solution (0.088 mL) were added to the resulting solution, followed by stirring at room temperature for 30 min. Water was added to the reaction solution, and the precipitate was collected by filtration, washed with diethyl ether, and dried under reduced pressure to obtain compound (80) (0.135 g, 83percent) as a white solid.1H-NMR (DMSO-d6) delta: 9.88 (1H, d, J=2.20 Hz), 9.43 (1H, d, J=2.20 Hz), 9.35 (1H, d, J=4.63 Hz), 8.87 (2H, t, J=9.03 Hz), 8.81 (1H, brs), 8.70 (1H, d, J=1.46 Hz), 8.63-8.59 (2H, m), 8.46 (1H, td, J=7.56, 0.73 Hz), 8.30 (1H, d, J=8.05 Hz), 8.20 (1H, brs), 8.09 (1H, d, J=4.63 Hz), 3.72 (1H, tt, J=6.83, 6.83 Hz), 2.94 (3H, s), 1.76 (6H, d, J=6.83 Hz); LRMS (ESI) m/z 422 [M+H]+.

The synthetic route of 185147-08-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; US2012/108589; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

185147-08-4, The chemical industry reduces the impact on the environment during synthesis 185147-08-4, name is 4-Fluoro-3-methylbenzonitrile, I believe this compound will play a more active role in future production and life.

7.00 g (51.8 mmol) 4-fluoro-3-methyl-benzonitrile are heated to 110¡ã C. together with 1-N-methyl-[1,4]diazepan for 1 week with stirring. After evaporation i. vac. the residue is separated on aluminium oxide (eluant: dichloromethane) and the corresponding fractions are again purified on silica gel (eluting gradient: dichloromethane/methanol 100:1->9:1). Yield: 1.70 g (14percent) C14H19N3 (229.33) Mass spectrum: (M+H)+=230 Rf value: 0.25 (silica gel; dichloromethane/methanol=9:1)

The chemical industry reduces the impact on the environment during synthesis 4-Fluoro-3-methylbenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2005/203078; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 185147-08-4, name is 4-Fluoro-3-methylbenzonitrile, 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. 185147-08-4

To a solution of 4-fluoro-3-methylbenzonitrile (2.5 g, 18.50 mmol) in DMSO (Volume: 10.0 mL) was added piperazine (7.97 g, 92 mmol) at 23 ¡ãC. The reaction was stirred at 140 ¡ãC for 16 hr. The reaction mixture was poured into H2O (100 mL) and the reaction vessel was rinsed with H2O (~50 mL). The resulting suspension was filtered, rinsed with H20 (3 x 10 mL) and the resulting solid was dried in vacuo to provide 3-methyl-4-(piperazin-1-yl)benzonitrile ( 2.593g, 12.88 mmol, 69.6 percent yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) ppm 2.21 – 2.30 (m, 3 H) 2.57 – 2.70 (m, 1 H) 2.83 (s, 8 H) 7.03 – 7.09 (m, 1 H) 7.55 – 7.62 (m, 2 H). ESI-MS: m/z 202.1 (M+H)+.

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 185147-08-4.

Reference:
Article; Gangloff, Anthony R.; Brown, Jason; De Jong, Ron; Dougan, Douglas R.; Grimshaw, Charles E.; Hixon, Mark; Jennings, Andy; Kamran, Ruhi; Kiryanov, Andre; O’Connell, Shawn; Taylor, Ewan; Vu, Phong; Bioorganic and Medicinal Chemistry Letters; vol. 23; 16; (2013); p. 4501 – 4505;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts