Category: 326-62-5

Application of 326-62-5, 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. 326-62-5, name is 2-(2-Fluorophenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2- (2-fluorophenyl) acetonitrile (5.4 g, 40 mmol) in anhydrous THF (50 mL) was added dropwise of LDA (26 mL, 52 mmol, 1.3 eq) at -78. After addition, the mixture was stirred at -78 for 0.5 h. Then methyl benzoate (6.0 g, 44 mmol, 1.1 eq) in THF (10 mL) was added slowly and stirred at RT overnight. The suspension was quenched with NH4Cl solution (30 mL) and extracted with EA. The organic phase was washed with water and brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure to give 2- (2-fluorophenyl) -3-oxo-3-phenylpropanenitrile (12 g, crude) which was used directly to the next step without further purification. LC-MS: m/z 240.1 (M+H) +.

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

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; TRAVINS, Jeremy, M.; KONTEATIS, Zenon, D.; SUI, Zhihua; YE, Zhixiong; (199 pag.)WO2018/39972; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 326-62-5 name is 2-(2-Fluorophenyl)acetonitrile, 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. 326-62-5

General procedure: A solution of aryl acetonitrile 2 (50 mg), and triethylamine (1.1 equiv.) in dimethylformamide dimethyl acetal (0.5 mL, 3.76 mmol) was heated in a microwave reactor at 120 C for 20 minutes. The mixture was cooled to RT, and solvents were then evaporated. To the resulting crude product 3 was added hydrazine mono-hydrobromide (3.0 equiv.), 200 proof EtOH (1.0 mL), and H2O (0.3 mL). The mixture was heated in a microwave reactor at 120 C for 20 minutes. The mixture was cooled to RT and concentrated in vacuo. The resulting residue was subjected to liquid-liquid extraction using saturated NaHCO3 (aq) and CH2Cl2. The organic layer was collected, dried over anhydrous MgSO4, filtered and removed under vacuum to afford 4.The resulting crude product 4 and 2-arylsubstitutedmalondialdehydes or 1,1,3,3tetramethoxypropane (1.0 equiv.) were dissolved in glacial AcOH (1.0 mL) and 200 proof EtOH (1.5 mL). The mixture was heated in a microwave reactor at 120 C for 20 minutes. After cooling on ice, the precipitate was collected on a fine scintered-glass frit and washed with icecold EtOH (2 x 1.0 mL). The resulting crystals 5-32 were dried and collected.

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

Reference:
Article; Singleton, Justin D.; Dass, Reuben; Neubert, Nathaniel R.; Smith, Rachel M.; Webber, Zak; Hansen, Marc D.H.; Peterson, Matt A.; Bioorganic and Medicinal Chemistry Letters; vol. 30; 2; (2020);,
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. 326-62-5, name is 2-(2-Fluorophenyl)acetonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C8H6FN

General procedure: To a solution of 9 (20 mmol) in anhydrous DMF (100 mL) was added appropriate aryl acetonitriles (22 mmol) at room temperature. After the mixture was stirred for 0.5 h, 60% NaH (1.0 g, 24 mmol) was added portion wise at -10C under a nitrogen atmosphere. The whole mixture was stirred at the same temperature for 1 h, warmed to room temperature and then reacted for 48-72 h. The resulting mixture was acidified with acetic acid under ice cooling and concentrated under reduced pressure to afford the crude intermediate 10. Then, without further purification, EtOH (300 mL) was added at room temperature. After stirred for 0.5 h, 10% NaOH (100 mL) was added dropwise under ice cooling. The reaction mixture was then stirred at room temperature for 24-48 h and then acidified to pH 5-6 with acetic acid. After most of the solvent was removed under reduced pressure, the resulting residue was poured into water and extracted with CH2Cl2. The organic layer was dried over Na2SO4 and concentrated in vacuo to give the crude product, which was first purified by flash chromatography (eluent: CH2Cl2) and followed by recrystallization from MeOH or AcOEt, to afford target compounds 3a-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:
Article; Chen, Guo-Shen; Du, Fen; Zhao, Tian-Sheng; Xiong, Yuan-Zhen; Indian Journal of Heterocyclic Chemistry; vol. 28; 2; (2018); p. 255 – 260;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 326-62-5, 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. 326-62-5, name is 2-(2-Fluorophenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2- (2-fluorophenyl) acetonitrile (5.4 g, 40 mmol) in anhydrous THF (50 mL) was added dropwise of LDA (26 mL, 52 mmol, 1.3 eq) at -78. After addition, the mixture was stirred at -78 for 0.5 h. Then methyl benzoate (6.0 g, 44 mmol, 1.1 eq) in THF (10 mL) was added slowly and stirred at RT overnight. The suspension was quenched with NH4Cl solution (30 mL) and extracted with EA. The organic phase was washed with water and brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure to give 2- (2-fluorophenyl) -3-oxo-3-phenylpropanenitrile (12 g, crude) which was used directly to the next step without further purification. LC-MS: m/z 240.1 (M+H) +.

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

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; TRAVINS, Jeremy, M.; KONTEATIS, Zenon, D.; SUI, Zhihua; YE, Zhixiong; (199 pag.)WO2018/39972; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

326-62-5, name is 2-(2-Fluorophenyl)acetonitrile, 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. Product Details of 326-62-5

General procedure: To a stirring solution of substituted benzonitrile/phenylacetonitrile (1mmol) in anhydrous methanol (20mL) under N2 atmosphere was added hydroxylamine hydrochloride (1.2mmol). Triethylamine (2.5mmol) was added under continuous stirring condition and the mixture was then heated under reflux condition for overnight at 60C and continued until complete consumption of the starting material (monitored by TLC) [22,23]. The excess solvent was then removed under reduced pressure and the obtained residue was washed successively with water and brine, and extracted with ethylacetate (3×10mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. This reaction mixture was purified using silica gel column chromatography with a gradient solvent system of 10-20% ethylacetate to hexane to obtain the desired product with an average yield of 70-80%.

The synthetic route of 326-62-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Paul, Saurav; Roy, Ashalata; Deka, Suman Jyoti; Panda, Subhankar; Trivedi, Vishal; Manna, Debasis; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 364 – 375;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 326-62-5, These common heterocyclic compound, 326-62-5, name is 2-(2-Fluorophenyl)acetonitrile, 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.

General procedure: A mixture of nitrile (5 mmol), tert-butyl benzoate (5.5 mmol) and Zn(ClO4)2·6H2O (2 mol%) was placed in around bottom flask. Then, the reaction mixture was heated at 50 C for the given time. After completion of the reaction monitored by thin layer chromatography (TLC), the reaction mixture was quenched with 5-ml water. Then the reaction system was added 10 ml aqueous NaOH solution (1 mol/L) and continued to be stirred 5 min and extracted with ethyl acetate (3 × 10 ml). The organic layers were collected, combined, washed with water (3 × 10 ml), driedover anhydrous Na2SO4, and concentrated under vacuum.

The synthetic route of 326-62-5 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 326-62-5, name is 2-(2-Fluorophenyl)acetonitrile, 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 326-62-5, Computed Properties of C8H6FN

General procedure: To a solution of 9 (20 mmol) in anhydrous DMF (100 mL) was added appropriate aryl acetonitriles (22 mmol) at room temperature. After the mixture was stirred for 0.5 h, 60% NaH (1.0 g, 24 mmol) was added portion wise at -10C under a nitrogen atmosphere. The whole mixture was stirred at the same temperature for 1 h, warmed to room temperature and then reacted for 48-72 h. The resulting mixture was acidified with acetic acid under ice cooling and concentrated under reduced pressure to afford the crude intermediate 10. Then, without further purification, EtOH (300 mL) was added at room temperature. After stirred for 0.5 h, 10% NaOH (100 mL) was added dropwise under ice cooling. The reaction mixture was then stirred at room temperature for 24-48 h and then acidified to pH 5-6 with acetic acid. After most of the solvent was removed under reduced pressure, the resulting residue was poured into water and extracted with CH2Cl2. The organic layer was dried over Na2SO4 and concentrated in vacuo to give the crude product, which was first purified by flash chromatography (eluent: CH2Cl2) and followed by recrystallization from MeOH or AcOEt, to afford target compounds 3a-h.

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-(2-Fluorophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen, Guo-Shen; Du, Fen; Zhao, Tian-Sheng; Xiong, Yuan-Zhen; Indian Journal of Heterocyclic Chemistry; vol. 28; 2; (2018); p. 255 – 260;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 326-62-5, name is 2-(2-Fluorophenyl)acetonitrile, 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 326-62-5, category: nitriles-buliding-blocks

Step 1: 4- (2 -Fluorophenyl) tetrahydropyran-4-carbonitrile To a solution of 2-(2-fluorophenyl)acetonitrile (10.0 g,74.07 rnmol) in DMSO (300 mL) was added sodium hydride (6.8 g,170.37 mmol) at 0C portion wise. After 30 minutes, 1-chloro- 2-(2-chloroethoxy)ethane (6.2 mL, 62.9 rnmol) was added theretoin dropwise manner, and the reaction mixture was heated at 75C under nitrogen for 3 hours. The product formation was confirmed by TLC, then the reaction mixture was poured into ice cold water (3000 mL) and extracted with ethyl acetate (3x 100 mL) . The combined organic layers were washed with brine,dried over sodium sulfate and concentrated under vacuo. The residue thus obtained was purified by column chromatography using 5-8% ethyl acetate in hexane as a mobile phase to give the title compound (8.5 g, 56%)MS(EI)m/z: 206.1 (M + 1); ?H NMR (400 MHz, CDC13): 2.16-2.19(m, 2H), 2.23-2.30 (m, 2H), 3.91-3.97 (m, 2H), 4.08 (dd, J =3.6 & 11.6 Hz, 2H), 7.11-7.17 (m, 1H), 7.16-7.22 (m, 1H),7.34-7.37 (m, 1H), 7.42-7.47 (m, 1H)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; DESHPANDE, Anil M.; BARAWKAR, Dinesh; PATIL, Santosh; BANKAR, Digambar; (178 pag.)WO2016/88903; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 326-62-5,Some common heterocyclic compound, 326-62-5, name is 2-(2-Fluorophenyl)acetonitrile, molecular formula is C8H6FN, 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.

Method B To the 2-fluorophenylacetonitrile (0.80 g, 5.92 mmol), benzyltriethyl-ammonium chloride (0.03 g, 0.12 mmol), and 1-bromo-2-chloroethane (1.70 g, 11.9 mmol) was added 50% aqueous NaOH (3.5 ml).. The reaction was stirred at 45 C. for 21 h and ethylene glycol was added (3 ml).. The reaction was then warmed to 100 C. and stirred for 7 h.. Upon cooling to RT, the reaction was diluted with water and washed with EtOAc. The aqueous layer was acidified to PH 2-3 with aqueous 6N HCl. The acidified solution was extracted with Et2O. The combined Et2O extracts were washed with water and brine and dried (MgSO4).. Filtration and evaporation of the solvent in vacuo afforded a pale yellow solid (1.06 g, 99%).. The arylcyclopropyl acid was coupled to the product of example 8, step 3, using the procedure of Example 8, step 4 to obtain 24B as the HCl salt. HRMS (M+H): found 532.2949.

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

Reference:
Patent; Schering Corporation; US6391865; (2002); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 326-62-5, These common heterocyclic compound, 326-62-5, name is 2-(2-Fluorophenyl)acetonitrile, 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.

General Procedure for the Synthesis of Arylquinolines (1). To a solution of 2.38 mmol (1.3 equiv) of an appropriate phenylacetonitrile in 3 mL of anhydrous DMF at 0 C. was added 2.38 mmol (1.3 equiv) of potassium tert-butoxide. The mixture was stirred for 15 min, and 1.83 mmol of 2-aminoaldehyde 5 in 1 mL of anhydrous DMF was added dropwise at 0 C. The mixture was allowed to warm to the room temperature and stirred for 3 h at 90 C. After cooling, the mixture was quenched in water with vigorous stirring. The solution was adjusted to pH 7 only in the case of 2-amino-3-(2-fluorophenyl)quinoline-7-carboxylic acid. A precipitate was collected by filtration and purified by recrystallization and/or chromatography as noted for individual compounds described below.

Statistics shows that 2-(2-Fluorophenyl)acetonitrile is playing an increasingly important role. we look forward to future research findings about 326-62-5.

Reference:
Patent; UNIVERSITY OF KENTUCKY RESEARCH FOUNDATION; WATT, David S.; LIU, Chunming; RANGNEKAR, Vivek M.; SVIRIPA, Vitaliy M.; BURIKHANOV, Ravshan; ZHANG, Wen; (22 pag.)US2016/332971; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts