Category: 64248-64-2

Application of 64248-64-2, The chemical industry reduces the impact on the environment during synthesis 64248-64-2, name is 2,5-Difluorobenzonitrile, I believe this compound will play a more active role in future production and life.

Step A: 5-Fluoro-2-hydroxybenzonitrile (23t): 2,5-Difluorobenzonitrile (14.9 g, 107 mmol) and benzyl alcohol (11.1 mL, 11.6 g, 107 mmol) were dissolved in DMF (330 mL) and cooled to 0 C. Sodium hydride (60% in oil, 6.40 g, 161 mmol) was added to the solution at 0 C. and the reaction mixture was allowed to warm to room temperature. After stirring for 1 hour at room temperature, the reaction solution was cooled to 0 C. and water (330 mL) was gradually added to the solution. The mixture was transferred to a separatory funnel and extracted 3 times with 500 mL of Et2O. The combined organic layer was washed with 100 mL of water twice, brine once, then dried over MgSO4. After filtration, the solution was concentrated under reduced pressure to obtain a crude pale yellow solid. The crude solid was dissolved in MeOH (500 mL). To the solution was added 10% palladium on activated carbon under a nitrogen atmosphere. Replacing nitrogen gas with hydrogen gas, reaction mixture was stirred at room temperature (if the reaction did not proceed in 30 minutes, the palladium on carbon was filtered off and set up again). After 2 hours of stirring, the palladium on carbon was filtrated off and washed with MeOH. The solution was concentrated under reduced pressure to obtain a pale yellow solid. The solid was recrystallized from hot toluene (100 mL) by addition of hexane (10 mL) followed by cooling to 0 C. The obtained white needles were washed with 1:1 mixture of toluene and hexane (7.23 g, 49% yield). The mother liquor was concentrated and purified on silica gel with Et2O/hexane (2:3-1:1) to afford desired compound (23t) (6.94 g, 47% yield). Total 14.2 g (96% yield) over 2 steps. 1H-NMR (400 MHz, d6-DMSO) delta 11.09 (s, 1H), 7.58 (dd, J=8.4, 3.2 Hz, 1H), 7.40 (td, J=8.6, 3.2 Hz, 1H), 7.03 (dd, J=9.2, 4.4 Hz, 1H) ppm.

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, 2,5-Difluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Munson, Mark; Kim, Youngboo; Groneberg, Robert D.; Rizzi, James; Rodriguez, Martha; Kim, Ganghyeok; Vigers, Guy; Rao, Chang; Balachari, Devan; US2004/180896; (2004); A1;; ; Patent; Munson, Mark; Mareska, David A.; Kim, Youngboo; Groneberg, Robert D.; Rizzi, James; Rodriguez, Martha; Kim, Ganghyeok; Vigers, Guy; Rao, Chang; Balachari, Devan; Harvey, Darren; US2004/192653; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 64248-64-2,Some common heterocyclic compound, 64248-64-2, name is 2,5-Difluorobenzonitrile, molecular formula is C7H3F2N, 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.

To a stirred solution of NaH (2.58 g, 60% in mineral oil, 64.74 mmol) in DMSO (30 mL) ethyl cyanoacetate (7.3 g, 64.7 mmol) was added slowly at 0 C and stirred at the same temperature for 20 min. Then 2,5-difluoro benzonitrile (3 g, 21 .5 mmol) in DMSO (10 mL) was added. The mixture was heated at 95 C overnight then water (20 mL) was added and the solution was heated to 1 20 for 1 2 h. Completion of the reaction was monitored by LCMS. 0.1 N HCI (30 mL) was added to the reaction mixture at 0C, after stirring 10 min the solid was filtered and washed with water and petroleum ether. The crude was purified by flash chromatography (24% EtOAc in petroleum ether) to give the title compound (1 .8 g, 53.0%) as an off-white solid. LCMS m/z: 159.2 (M-1 ). 1 HNMR (DMSO d6): delta ppm 4.2 (s, 2H), 7.64- 7.73 (m, 2H), 7.96 (dd, J = 8.5, 2.5 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5-Difluorobenzonitrile, its application will become more common.

Reference:
Patent; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; GAROFALO, Barbara; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; CORSO, Gaia; CAVARISCHIA, Claudia; FURLOTTI, Guido; IACOANGELI, Tommaso; (161 pag.)WO2016/96686; (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. 64248-64-2, name is 2,5-Difluorobenzonitrile, A new synthetic method of this compound is introduced below., name: 2,5-Difluorobenzonitrile

A suspension of 2,5-diflurobenzonitrile (4.5 g, 32.35 mmol) and 1,2,4-triazole sodium salt (3.6 g, 40 mmol) in dimethylformamide (40 mL) was heated at 80 C. for 15 h. The reaction mixture was then cooled, diluted with CH2Cl2 (200 mL), washed with water (3×30 mL) and brine (30 mL), then dried (Na2SO4), filtered and concentrated to give a white solid which was purified by flash column chromatography (SiO2) using 1:1 to 3:1 ethyl acetate/Hexanes to afford the title compound (2.98 g, 49% yield) as a white powder. 1H NMR (500 MHz, CDCl3) ?: 8.70 (1H, s), 8.18 (1H, s), 7.76 (1H, dd, J=9.0, 4.8 Hz), 7.55 (1H, dd, J=7.3, 2.8 Hz), 7.51-7.47 (1H, m). LCMS (M+H) calcd for C9H6FN4: 189.17; found: 189.10.

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; Naidu, B. Narasimhulu; Banville, Jacques; Beaulieu, Francis; Connolly, Timothy P.; Krystal, Mark R.; Matiskella, John D.; Ouellet, Carl; Plamondon, Serge; Remillard, Roger; Sorenson, Margaret E.; Ueda, Yasutsugu; Walker, Michael A.; US2005/267105; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 64248-64-2, These common heterocyclic compound, 64248-64-2, name is 2,5-Difluorobenzonitrile, 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.

Added in the reaction bottle 20g of the 2,5-dichlorobenzonitrile, 12g dry potassium fluoride, used for dissolving sulfolane 34ml 0.55mol/L. Stir until no solid particles. After mixing, heating to 170 C, in 170 C maintain the temperature of 2 hours. Then continue to heating to 210 C, is kept at this temperature for 4 hours, to stop the reaction, the reaction bottle to add new 18mL0.55mol/L sulfolane, the temperature rising to 120 C inject the ammonia 2 hours, the reaction bottle cooling to 30 C, slowly dropping 24mL0.66moL/L sodium nitrite aqueous solution. After the reaction is complete 10g acrylonitrile, heating to 110 C. To fully dissolve the 15g copper powder and 20 ml/L the hydrobromidum, heating to 150 C, maintain 2 hours, to stop the reaction. Dilution with water extraction with ethyl acetate, to obtain in the dilute 40ml0.98mol/L in aqueous solution of sulfuric acid, heating to 110 C hydrolysis 8 hours, cooling to room temperature after the reaction, by adding 400 ml distilled water, once again extracted with ethyl acetate to obtain 15.28g 2-fluoro-5-bromonicotinic acid, to yield 80.12%.

The synthetic route of 64248-64-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changzhou University; Dong, YanMin; (5 pag.)CN104387264; (2016); B;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 64248-64-2, 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. 64248-64-2, name is 2,5-Difluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A solution of the corresponding 4a-4b (1 equiv.) and 4-amino-3-methylphenol (10 mmol) was stirred 2 h at 90 C in the presence of K2CO3 (4.14g 30 mmol) in DMSO (50 mL). Then the solution was extracted with EtOAc. The organic layer was washed with water and brine, dried (MgSO4), filtered and evaporated to dryness. The product was separated by column chromatography using PE/EA (3:1)as eluent.

The chemical industry reduces the impact on the environment during synthesis 2,5-Difluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhu, Dianxi; Xing, Qifeng; Cao, Ruiyuan; Zhao, Dongmei; Zhong, Wu; Molecules; vol. 21; 5; (2016);,
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 64248-64-2 as follows. name: 2,5-Difluorobenzonitrile

To a solution of 1,1-dimethylethyl (35)-3-pyrrolidinylcarbamate (201 mg, 1.078 mmol) and 2,5-difluorobenzonitrile (150 mg, 1.078 mmol) in DMF (2.0 mL) was added K2CO3 (149 mg, 1.078 mmol). The reaction vial was capped and heated to 100 0C for 5 h. Upon cooling, water (5 mL) and EtOAc (2 mL) were added. The layers were separated, and the aqueous layer was extracted with EtOAc (4 x 2 mL). The combined organic layers were washed with brine (3 x 1 mL) and then concentrated onto Isolute. Purification via flash column chromatography (0-50% EtOAc/hexanes) afforded the title compound (143 mg, 43%). LC-MS m/z 306 (M+H)+, 1.09 min (ret time).

According to the analysis of related databases, 64248-64-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; BULLION, Ann, Marie; BUSCH-PETERSEN, Jakob; EVANS, Brian; NEIPP, Christopher, E.; MCCLELAND, Brent, W.; NEVINS, Neysa; WALL, Michael, D.; WO2011/25799; (2011); 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. 64248-64-2, name is 2,5-Difluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H3F2N

Potassium carbonate (2.9Og, 21 mmol) was added to a solution of phenol (791 mg, 8.4mmol) in 30 ml of N,N-dimethylformamide. The reaction mixture was stirred for 15 minutes at room temperature, and then 2,5-difluorobenzonitrile (973mg, 7mmol) was added. The resulting mixture was heated to 1000C for 18 hours, after which time it was allowed to cool to room temperature. It was then concentrated in vacuo. The resulting residue was diluted with ethyl acetate (50ml), and then washed with water (2x100ml) and 1 M sodium hydroxide solution (100ml). The organic layer was dried over sodium sulfate, filtered and evaporated under reduced pressure to afford the title compound, as a yellow oil, 1.449g, 97%. 1HNMR(400MHz, CDCI3) delta: 6.87(q, 1 H), 7.05(d, 2H), 7.21(m, 2H), 7.33-7.43(m, 3H); LRMS APCI+ m/z 214 [MH]+

According to the analysis of related databases, 64248-64-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; WO2006/64336; (2006); A2;,
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. 64248-64-2, name is 2,5-Difluorobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H3F2N

26.1 4-(2-Cyano-4-fluoro-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester The title compound was prepared a follows. 2-5-Difluorobenzonitrile (1.00 g, 7.2 mmol) was added at room temperature to a stirred mixture under argon of sodium hydride (55%, 207 mg, 9 mmol) in dimethylformamide (DMF) (10 ml). 4-Hydroxypiperidine-1-carboxylic acid tert-butyl ester (3.32 g, 17 mmol) was added in portions. The resulting mixture was stirred several hours at 50 C. before partitioning it between H2O and ethyl acetate (EtOAc). The organic layer was washed with sat. aq. NH4Cl sol. and brine and dried over MgSO4. Evaporation of the solvent yielded 2.24 g (97.2%, 7 mmol) of a light brown solid. MS (m/z): 321.1 (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; Gobbi, Luca Claudio; Jaeschke, Georg; Roche, Olivier; Rodriguez Sarmiento, Rosa Maria; Steward, Lucinda; US2008/103174; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 64248-64-2, The chemical industry reduces the impact on the environment during synthesis 64248-64-2, name is 2,5-Difluorobenzonitrile, I believe this compound will play a more active role in future production and life.

Step A: 5-Fluoro-2-hydroxybenzonitrile (23t): 2,5-Difluorobenzonitrile (14.9 g, 107 mmol) and benzyl alcohol (11.1 mL, 11.6 g, 107 mmol) were dissolved in DMF (330 mL) and cooled to 0 C. Sodium hydride (60% in oil, 6.40 g, 161 mmol) was added to the solution at 0 C. and the reaction mixture was allowed to warm to room temperature. After stirring for 1 hour at room temperature, the reaction solution was cooled to 0 C. and water (330 mL) was gradually added to the solution. The mixture was transferred to a separatory funnel and extracted 3 times with 500 mL of Et2O. The combined organic layer was washed with 100 mL of water twice, brine once, then dried over MgSO4. After filtration, the solution was concentrated under reduced pressure to obtain a crude pale yellow solid. The crude solid was dissolved in MeOH (500 mL). To the solution was added 10% palladium on activated carbon under a nitrogen atmosphere. Replacing nitrogen gas with hydrogen gas, reaction mixture was stirred at room temperature (if the reaction did not proceed in 30 minutes, the palladium on carbon was filtered off and set up again). After 2 hours of stirring, the palladium on carbon was filtrated off and washed with MeOH. The solution was concentrated under reduced pressure to obtain a pale yellow solid. The solid was recrystallized from hot toluene (100 mL) by addition of hexane (10 mL) followed by cooling to 0 C. The obtained white needles were washed with 1:1 mixture of toluene and hexane (7.23 g, 49% yield). The mother liquor was concentrated and purified on silica gel with Et2O/hexane (2:3-1:1) to afford desired compound (23t) (6.94 g, 47% yield). Total 14.2 g (96% yield) over 2 steps. 1H-NMR (400 MHz, d6-DMSO) delta 11.09 (s, 1H), 7.58 (dd, J=8.4, 3.2 Hz, 1H), 7.40 (td, J=8.6, 3.2 Hz, 1H), 7.03 (dd, J=9.2, 4.4 Hz, 1H) ppm.

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, 2,5-Difluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Munson, Mark; Kim, Youngboo; Groneberg, Robert D.; Rizzi, James; Rodriguez, Martha; Kim, Ganghyeok; Vigers, Guy; Rao, Chang; Balachari, Devan; US2004/180896; (2004); A1;; ; Patent; Munson, Mark; Mareska, David A.; Kim, Youngboo; Groneberg, Robert D.; Rizzi, James; Rodriguez, Martha; Kim, Ganghyeok; Vigers, Guy; Rao, Chang; Balachari, Devan; Harvey, Darren; US2004/192653; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 64248-64-2,Some common heterocyclic compound, 64248-64-2, name is 2,5-Difluorobenzonitrile, molecular formula is C7H3F2N, 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.

To a stirred solution of NaH (2.58 g, 60% in mineral oil, 64.74 mmol) in DMSO (30 mL) ethyl cyanoacetate (7.3 g, 64.7 mmol) was added slowly at 0 C and stirred at the same temperature for 20 min. Then 2,5-difluoro benzonitrile (3 g, 21 .5 mmol) in DMSO (10 mL) was added. The mixture was heated at 95 C overnight then water (20 mL) was added and the solution was heated to 1 20 for 1 2 h. Completion of the reaction was monitored by LCMS. 0.1 N HCI (30 mL) was added to the reaction mixture at 0C, after stirring 10 min the solid was filtered and washed with water and petroleum ether. The crude was purified by flash chromatography (24% EtOAc in petroleum ether) to give the title compound (1 .8 g, 53.0%) as an off-white solid. LCMS m/z: 159.2 (M-1 ). 1 HNMR (DMSO d6): delta ppm 4.2 (s, 2H), 7.64- 7.73 (m, 2H), 7.96 (dd, J = 8.5, 2.5 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5-Difluorobenzonitrile, its application will become more common.

Reference:
Patent; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; GAROFALO, Barbara; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; CORSO, Gaia; CAVARISCHIA, Claudia; FURLOTTI, Guido; IACOANGELI, Tommaso; (161 pag.)WO2016/96686; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts