Category: 218632-01-0

Reference of 218632-01-0,Some common heterocyclic compound, 218632-01-0, name is 3-Fluoro-4-nitrobenzonitrile, molecular formula is C7H3FN2O2, 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.

The mixture of 16.7 g (100 mmol) of 3-fluoro-4-nitrobenzonitrile and 100 mL of the solution of dimethylamine in ethanol (5 M) was refluxed overnight. The resulting dark red solution was then poured in to 100 mL of ice-water. The precipitate was collected by filtration and washed by H2O (50 mL*2) and ethanol (50 mL*2) to give 16.9 g of a organe needle crystal as the desired product. MS ESI (m/z) 192 (M+1)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Fluoro-4-nitrobenzonitrile, its application will become more common.

These common heterocyclic compound, 218632-01-0, name is 3-Fluoro-4-nitrobenzonitrile, 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. category: nitriles-buliding-blocks

[0245] A mixture of 3-fluoro-4-mtrobenzonitrile (2.85 g, 17.13 mmol), 4-(2,4- difluorophenoxy)piperidine, HC1 (3.889 g, 15.58 mmol), and ACN (19.47 mL) was heated to 80C and stirred for 12 hours, then filtered and concentrated in vacuo to afford nitro- intermediate 3-(4-(2,4-difluorophenoxy)piperidin-l-yi)-4-nitrobenzonitrile. Tlie (crude) nitro- intermediate was taken up in a 1 : 1 mixture of THF and Me OH (0.17 M, 90 mL). Ammonium chloride (12.50 g, 234 mmol) and zinc (15.28 g, 234 mmol) were added and the reaction mixture was stirred at RT for 2 hours, then filtered and concentrated in vacuo. The concentrate was diluted with water, basified with 1 M (aq) NaOH, extracted with EtOAc, dried over Na?.S04, filtered, and concentrated in vacuo to give the title compound as a viscous brown oil that solidified after 2 days (4.815 g, 94%).

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

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (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. 218632-01-0, name is 3-Fluoro-4-nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 3-Fluoro-4-nitrobenzonitrile

To a stirred solution of 3-fluoro-4-nitrobenzonitrile (2 g, 12.05 mmol) in CH2C12 (250 mE) under an inert atmosphere was added potassium carbonate (3.32 g, 24.09 mmol) and ethylamine (Aq. 70%, 2.17 g, 48.19 mmol) at room temperature. The reaction mixture was stirred at room temperature for 6 h. Afier consumption of starting material (by TEC), the reaction mixture was quenched with water (60 mE) and extracted with EtOAc (2×60 mE). The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford 3 -(ethylamino)-4-nitrobenzonitrile (1.9 g, crude) as yellow solid used in next step without thrther purification. ?H NMR (500 MHz, DMSO-d5): oe 8.22-8.10 (m, 2H), 7.58 (br s, 1H), 7.00 (br d, J=8.7 Hz, 1H), 3.48-3.38 (m, 2H), 1.21 (br t, J=6.9 Hz, 3H). EC-MS: m/z 192.1 [M+H] at 4.10 RT (98.96% purity).

According to the analysis of related databases, 218632-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Viamet Pharmaceuticals (NC), Inc.; Sparks, Steven; Yates, Christopher M.; Shaver, Sammy R.; Hoekstra, William J.; (156 pag.)US2018/185362; (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. 218632-01-0, name is 3-Fluoro-4-nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3-Fluoro-4-nitrobenzonitrile

XIX.1 3-(2-Fluoro-1 -fluoromethyl-ethoxy)-4-nitro-benzonithle1 ,3-Difluoro-propan-2-ol (4.2 g) was dissolved under argon in THF (250 ml) and cooled to 0C. LiHMDS (28 ml) was added to the mixture and stirred at rt for 1 hour. Then the mixture was cooled to 0C and 3-fluoro-4-nitrobenzonitrile (1 .95 ml) was added in portions and stirred for 2 hours. The mixture was poured in water and extracted with DCM. The organic layer was washed with water, dried andconcentrated.Yield: 4.9 g

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 218632-01-0.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HECKEL, Armin; HIMMELSBACH, Frank; KLEY, Joerg; LEHMANN-LINTZ, Thorsten; REDEMANN, Norbert; SAUER, Achim; THOMAS, Leo; WIEDENMAYER, Dieter; BLACK, Phillip; BLACKABY, Wesley; LINNEY, Ian; AUSTEN, Matthias; DANILEWICZ, John; SCHNEIDER, Martin; SCHREITER, Kay; WO2011/104340; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 218632-01-0, name is 3-Fluoro-4-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Formula: C7H3FN2O2

A mixture of 3-fluoro-4-nitrobenzonitrile (2 g, 12 mmol), triethylamine (1.7 mL, 1.5 equivalents) and 4-fluoroaniline (1.7 mL, 1.5 equivalents) was heated at 60 C. under a nitrogen atmosphere for 60 hours. The resulting solid red-brown mass was cooled to ambient temperature and suspended in 50 mL of 1 N aqueous hydrochloric acid. The mixture was extracted extensively with dichloromethane and the organic extracts dried over anhydrous magnesium sulfate. Concentration of the organic extracts under reduced pressure afforded 2.9 g of a red solid, practically pure by LC/MS. MS (ESI) m/z 256 (M-H-)

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; Knopp Biosciences LLC; Resnick, Lynn; Topalov, George T.; Boyd, Steven A.; Belardi, Justin K.; Flentge, Charles A.; Hale, James S.; Harried, Scott S.; Mareska, David A.; Zhang, Kai; (112 pag.)US2016/75663; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 218632-01-0, name is 3-Fluoro-4-nitrobenzonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H3FN2O2

To a solution of 3-fluoro-4-nitrobenzonitrile (6.3 g; 37.93 mmol) and 2-bromophenol (4.4 mL; 37.94 mmol) in DMF (50 mL) was added potassium carbonate (6.29 g; 45.51 mmol). The mixture was stirred for 5 h at rt. Water (100 mL) was added, and a precipitate formed. The solid was separated via filtration, washed with water, and dried to yield 11.20 g (92.5%) of 3-(2-bromo-phenoxy)-4-nitrobenzonitrile, 1a.

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; Coats, Steven J.; Dax, Scott L.; DeCorte, Bart; Liu, Li; McDonnell, Mark; McNally, James J.; US2006/148823; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

218632-01-0, name is 3-Fluoro-4-nitrobenzonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 218632-01-0

3-Fluoro-4-nitrobenzonitrile (3.50 mmol, 581 mg) in CH2Cl2 (12 mL) was added Et3N (3.85 mmol, 0.54 mL) at -15 C. The reaction solution was stirred at -15 C. for 30 min. To the reaction solution was added 3-methoxypropan-1-amine (3.50 mmole, 0.36 mL) and stirred at -15 C. for 30 min. The cooling bath was removed to let the reaction solution warm to rt and kept stirring at rt for 30 min. The reaction solution containing 3-(3-methoxypropylamino)-4-nitrobenzonitrile (41A) was concentrated in vacuo and carried directly on to the next step without further purification. ESI-MS: m/z 236.3 (M+H)+.

Statistics shows that 218632-01-0 is playing an increasingly important role. we look forward to future research findings about 3-Fluoro-4-nitrobenzonitrile.

Reference:
Patent; Takeda Pharmaceutical Company Limited; US8138168; (2012); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 218632-01-0 as follows. 218632-01-0

Compound 161a: 3-Fluoro-4-nitro-benzamide: The urea/hydrogen peroxide complex (22.65 g, 240.8 mmol, 2.0 eq) was added to a solution of 3-fluoro-4-nitro-benzonitrile (20.0 g, 120.4 mmol, 1.0 eq) and potassium carbonate (33.28 g, 240.8 mmol, 2.0 eq) in 20% water/acetone (500 ml). The reaction was stirred at room temperature for 22 hours when urea/hydrogen peroxide complex (11.33 g, 120.4 mmol, 1.0 eq) and potassium carbonate (16.64 g, 120.4 mmol, 1.0 eq) were added. The reaction was stirred for a further 2 hours at room temperature then diluted with water (300 ml) and DCM (500 ml). The organic layer was removed and the aqueous extracted with DCM (2 x 500 ml). The organics were combined, washed with brine, dried over sodium sulphate, and the solvent removed in vacuo to give the title compound as an orange solid (14.065 g, 76.31 mmol, 63%). 1H NMR shows product in >95% purity.

According to the analysis of related databases, 218632-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DEVELOGEN AKTIENGESELLSCHAFT; WO2006/136402; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 218632-01-0, name is 3-Fluoro-4-nitrobenzonitrile, 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 218632-01-0, 218632-01-0

3- r(2R.3RJS)-7-Methyl-2.3-diDhenyl-14-dioxasDiror4.5ldec-7-yllmethyl amino)-4- nitrobenzonitrileA solution of acetonitrile (2049 ml.) in a 3 L flask was heated to 40 C. Next, potassium carbonate (198 g, 1434 mmol), 1-[(2R,3R,7S)-7-methyl-2,3-diphenyl-1 ,4- dioxaspiro[4.5]dec-7- yl]methanamine (242 g, 717 mmol) and 3-fluoro-4-nitrobenzonitrile (1 19 g, 717 mmol) were added slowly. The mixture was allowed to stir at 40 C for 2 h, and then cooled to RT. Stirring was continued at RT overnight. The next day, the slurry was filtered and the solids were washed with acetonitrile (500 ml_). The filtrate was concentrated to afford the crude product (while keeping the temperature -60 C during concentration). To the thick dark residue was added MeOH. The solution was heated to 60 C on the rotovap and concentrated to a minimal volume. To the residue was added -500 ml. of MeOH slowly with heating to avoid rapid crystallization, and the solution was heated to reflux. Once at reflux, an additional 250 ml. MeOH was slowly added. The resulting slurry was allowed to stir at reflux for about 60 min, then heating was stopped and the slurry was allowed to cool to RT and stirring was continued for 3 days. The slurry was cooled to -10 C with an ice/water bath. Stirring was continued for -2 h, and then the slurry was filtered and washed with cold MeOH (100 ml_). The solids were dried under reduced pressure to give the desired product as a bright orange solid (245 g, 70.7% yield). This material was used in the next step.

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, 3-Fluoro-4-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl; CHEUNG, Mui; EIDAM, Hilary, Schenck; GOODMAN, Krista, B.; HAMMOND, Marlys; HILFIKER, Mark, A.; HOANG, Tram, H.; PATTERSON, Jaclyn, R.; STOY, Patrick; YE, Guosen; WO2013/12500; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

218632-01-0, 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 218632-01-0 as follows.

4-Cyano-2-fluoro-1 -nitrobenzene (300 mg, 0.0018 mol, 1 eq), 1-(tetrahydro-2H-pyran-4- yl)-4~piperidinamine (D9, 330 mg, 0.0018 mol, 1 eq), diisopropylethylamine (350 mg, 0.0027 mol, 1.5 eq), and dimethylformamide (5ml) were combined, heated to 2000C and held for 1 min in a microwave reactor. 100 ml of water was then added and the reaction extracted with 2 x 75 ml dichloromethane. The dichloromethane layers were combined, dried with sodium sulfate, and evaporated to yield the title compound which was used without further purification in the next step. MS (ESI): 331 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 218632-01-0, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/36711; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts