Category: 19924-43-7

Adding a certain compound to certain chemical reactions, such as: 19924-43-7, name is 2-(3-Methoxyphenyl)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 19924-43-7, Quality Control of 2-(3-Methoxyphenyl)acetonitrile

To a solution of sodium hydride (1.79 g, 44.8 mmol) in dimethylsulfoxide (DMSO, 60 ml) is added a solution of (3-methoxyphenyl)acetonitrile (2.50 ml, 17.9 mmol) and 2-bromoethyl tert-butyldimethylsilyl ether (9.22 ml, 43.0 mmol) in ether (20 ml) at room temperature, and the mixture is stirred overnight. To the mixture is added water, and the mixture is extracted twice with ether. The organic layer is washed three times with water, dried over anhydrous magnesium sulfate, and the solvent is evaporated under reduced pressure. Then, the reaction mixture is dissolved in tetrahydrofuran (THF, 100 ml), and thereto is added tetrabutylammonium fluoride (TBAF, 12.2 g, 46.5 mmol), and the mixture is stirred at room temperature overnight. Water is added to the mixture, and the mixture is extracted twice with ethyl acetate. The organic layer is washed twice with water, dried over anhydrous magnesium sulfate, and the solvent is evaporated under reduced pressure. The residue is purified by silica gel chromatography to give the title compound (2.91 g) as colorless oil.1H-NMR delta (DMSO-d6): 1.97-2.02 (4H, m), 3.12-3.22 (2H, m), 3.32-3.45 (2H, m), 3.76 (3H, s), 4.59 (2H, t, J = 5.13), 6.87-7.03 (3H, m), 7.31-7.36 (1H, m).

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; Sumitomo Pharmaceuticals Company, Limited; EP1500648; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 19924-43-7, name is 2-(3-Methoxyphenyl)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 19924-43-7, HPLC of Formula: C9H9NO

Add to a 50mL single-mouth bottle with magnetic stirringCompound 22 (4 g, 27.2 mmol) and THF (40 mL)Stir and dissolve, cool to -10 C,LiHMDS (29.92 mL, 29.92 mmol, 1 M) was added dropwise and stirred for 10 minutes.Add methyl iodide(4.3g, 29.92mmol), dripping,The reaction was stirred at room temperature under a nitrogen atmosphere at 0 C overnight.The reaction was quenched by the addition of water (60 mL).Extracted with ethyl acetate (40 mL x 3), combined organic phases.Dry over anhydrous sodium sulfate, filter,concentrate,The residue was passed through a silica gel column to give a white solid3.2g,The yield was 73.5%.

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-(3-Methoxyphenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Li Huanyin; (59 pag.)CN109627263; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 19924-43-7,Some common heterocyclic compound, 19924-43-7, name is 2-(3-Methoxyphenyl)acetonitrile, molecular formula is C9H9NO, 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: Amidoxime Formation To a solution of nitrile (1 eq.) in EtOH (12 mL mmol-1) was added hydroxylamine (50% v/v in H20, 4 mL mmol-1) and the reaction mixture heated under reflux for 5 hours. After removal of all volatiles under reduced pressure the crude produce was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(3-Methoxyphenyl)acetonitrile, its application will become more common.

Reference:
Patent; IMPERIAL INNOVATIONS LIMITED; LEATHERBARROW, Robin; TATE, Edward; YU, Zhiyong; RACKHAM, Mark; WO2013/83991; (2013); 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. 19924-43-7, name is 2-(3-Methoxyphenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H9NO

Step 2: To 5 ml. of dry ethanol was added 0.73 g (31.84 mmol) of sodium metal (after removal of mineral oil with hexane) and the mixture was stirred at 45 C for 1 hour until the solution turned clear. A mixture of 3 g (20.38 mmol) of 3-(methoxyphenyl)acetonitrile and 3.9 g (28.66 mmol) of methyl isonicotinate in 26 ml. of dry ethanol was then added and the resulting brown solution was heated at reflux for 3 hours. After cooling, the residue was evaporated and purified by silica gel chromatography eluting with 9:1 to 4:1 methylene chloride/methanol to provide 1.75 g (34% yield) of 2-(3-methoxyphenyl)-3-oxo-3-pyridin-4-yl-propionitrile.

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 19924-43-7.

Reference:
Patent; WYETH; WO2009/108827; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 19924-43-7, name is 2-(3-Methoxyphenyl)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 19924-43-7, Recommanded Product: 19924-43-7

Step A: Preparation of 2-(3-methoxyphenyl)-2-methylpropanenitrile:; To a stirred solution of 2-(3-methoxyphenyl)acetonitrile (6.2g, 42.1mmol), 40% aq tetrabutylammonium hydroxide (5.1g, 7.8mmol) and 50% aq NaOH (3Og, 375mmol) in toluene (30ml) was added CH3I (8ml, 129mmol) at room temperature. The reaction mixture was stirred for 16 hours, CH3I (4ml) was further added and the reaction mixture was stirred for another 5 hours at room temperature. The reaction mixture was diluted with EtOAc and washed with water and brine. The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a short silica gel column (hex: methylene chloride, 2:1) to give the title compound.1H NMR (400 MHz, d-DMSO): 1.74 (s, 6H); 3.8 (s, 3H); 6.9-7.04 (m, 2H); 7.11 (t, IH); 7.29-7.31 (m, IH).

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-(3-Methoxyphenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WELLSTAT THERAPEUTICS CORPORATION; WO2009/151695; (2009); 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. 19924-43-7, name is 2-(3-Methoxyphenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H9NO

In a 10 mL single-neck round bottom flask under argon protection,A suspension of sodium dispersion in toluene (28.7% by weight, 5.00 mmol) was added followed by anhydrous tetrahydrofuran (1.0 mL),Dibenzo-18-crown-6 (5.00 mmol) was added at 0 C and stirred vigorously for 5 min. A solution of 1e (73.6 mg, 0.5 mmol) in anhydrous tetrahydrofuran (2.0 mL) was added, and the mixture was stirred vigorously at 0 C for 20 minutes. Then n-PrOH (5.00 mmol) was added. The reaction mixture was stirred vigorously at 0 C for 1 hour, and the reaction was quenched with a saturated aqueous sodium bicarbonate solution (2.0 mL). Anhydrous ether was added and the mixture was extracted with saturated sodium chloride solution. The organic phase was dried, concentrated, and separated by column chromatography to obtain 47.7 mg of the target compound 2e in a yield of 78%.

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 19924-43-7.

Reference:
Patent; China Agricultural University; An Jie; Luo Shihui; Ding Yuxuan; (13 pag.)CN110734414; (2020); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 19924-43-7, name is 2-(3-Methoxyphenyl)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 19924-43-7, Safety of 2-(3-Methoxyphenyl)acetonitrile

Example 1 Intermediate 1 3-(3,4-dimethylphenyl)-2-(3-methoxyphenyl)propanal To a solution of 3,4-dimethylbenzaldehyde (CAS 68844-97-3) (4.0 g, 29.6 mmol) and 3-methoxybenyl)acetonitrile (CAS 19924-43-7) (4.35 g, 29.6 mmol) in absolute EtOH, 30 mL, was added NaOMe (0.1 equiv), the mixture was stirred at room temperature for 2 h. Then, the reaction mixture was cooled to 0C and filtered. The precipitate was washed with cold EtOH and gave (2E)-3-(3,4-dimethylphenyl)-2-(3- methoxyphenyl)acrylonitrile as a white solid (6.20 g, 78%). NaBH4 (1 .8 g, 47 mmol) was added slowly to the solution of (2E)-3-(3,4- dimethylphenyl)-2-(3-methoxyphenyl)acrylonitrile (6.17 g, 23.5 mmol) in EtOH (100 mL) under argon. The mixture was stirred at 70C for 16 h. The solution was cooled to room temperature and quenched with water. The reaction mixture was diluted with 100 mL water and acidified with 6M HCI (aq.). After extraction with ether (3 x 100 mL), the combined organic layers were washed with water and brine, dried over MgSO4, filtered and concentrated to get 3-(3,4-dimethylphenyl)-2-(3- methoxyphenyl)propanenitrile as a white solid (6 g, 96 %). DIBAL-H (1 .0 M in toluene, 14 mL, 14 mmol) was added dropwise to the solution of 3-(3,4-dimethylphenyl)-2-(3-methoxyphenyl)propanenitrile (2.93 g, 1 1 .72 mmol) in Toluene (40 mL) at -78C under argon. The mixture was stirred at -78C to -20C for 3h and then quenched by slow addition of saturated NH4CI solution (2 mL) followed by Celite (2g) at -20C. The mixture was diluted with Et2O (50 mL), warmed slowly to room temperature, and stirred till all aluminum precipitated. The solid was filtered and washed with ether (3 x 50 mL), the combined organic layers wer dried over MgSO , filtered and concentrated and gave Intermediate 1 (2.34 g, 74 %).1 H NMR (CDCI3, 300 MHz) delta: 9.72 (d, J = 1 .8 Hz, 1 H), 7.21 – 7.34 (m, 1 H), 6.98 (d, J = 7.3 Hz, 1 H), 6.74 – 6.92 (m, 4H), 6.70 (s, 1 H), 3.69 – 3.89 (m, 4H), 3.40 (dd, J = 14.1 , 7.3 Hz, 1 H), 2.92 (dd, J = 14.1 , 7.3 Hz, 1 H), 2.20 (d, 6H).

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-(3-Methoxyphenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALLERGAN, INC.; SINHA, Santosh C.; BHAT, Smita S.; CORPUZ, Evelyn G.; CHOW, Ken; FANG, Wenkui K.; IM, Wha Bin; WO2012/74921; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

19924-43-7, name is 2-(3-Methoxyphenyl)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. Recommanded Product: 2-(3-Methoxyphenyl)acetonitrile

Example 1 Synthesis of Exemplified Compound 4 (A) Synthesis of Compound 4-a In a nitrogen atmosphere, 15.5 g of metallic sodium, 200 ml of 1-methyl-2-pyrrolidinone (NMP), and 66.8 g of diphenyldisulfide (PhSSPh) were placed into a flask, and the mixture was refluxed under heating at an outside temperature of 200 C. for 30 minutes. Thereto, added was a solution prepared by dissolving 75 g of (3-methoxyphenyl)acetonitrile in 200 ml of 1-methyl-2-pyrrolidinone, while being refluxed at the same temperature, followed by refluxing under heating at an outside temperature of 200 C. for additional 3 hours. After completion of the reaction,the reaction liquid was cooled to room temperature (r.t.), and 200 ml of hexane and 400 ml of a 0.5M aqueous sodium hydroxide solution were added thereto. The resultant mixture was stirred and transferred into a separatory funnel, and the resultant hexane layer was separated and removed. To the obtained aqueous layer, was added 3M hydrochloric acid to adjust the solution to be acidic, and was subjected to extraction by ethyl acetate. The solution was separated, and an ethyl acetate layer was obtained. The ethyl acetate layer was washed with 1M hydrochloric acid and then a saturated saline solution, dried over anhydrous magnesium sulfate, followed by distilling off the solvent, and being purified by silica gel column chromatography, to thereby obtain 70.4 g (100% yield) of Compound 4-a. 1H NMR (300 MHz, CDCl3) ? (ppm): 3.73 (2H, s), 6.16 (1H, s), 6.80 to 6.89 (3H, m), 7.20 to 7.30 (1H, m)

The synthetic route of 19924-43-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJI PHOTO FILM CO., LTD.; US2006/142553; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 19924-43-7, name is 2-(3-Methoxyphenyl)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 19924-43-7, Formula: C9H9NO

To a solution of sodium hydride (1.79 g, 44.8 mmol) in dimethylsulfoxide (DMSO, 60 ml) is added a solution of (3-methoxyphenyl)acetonitrile (2.50 ml, 17.9 mmol) and 2-bromoethyl tert-butyldimethylsilyl ether (9.22 ml, 43.0 mmol) in ether (20 ml) at room temperature, and the mixture is stirred overnight. To the mixture is added water, and the mixture is extracted twice with ether. The organic layer is washed three times with water, dried over anhydrous magnesium sulfate, and the solvent is evaporated under reduced pressure. Then, the reaction mixture is dissolved in tetrahydrofuran (THF, 100 ml), and thereto is added tetrabutylammonium fluoride (TBAF, 12.2 g, 46.5 mmol), and the mixture is stirred at room temperature overnight. Water is added to the mixture, and the mixture is extracted twice with ethyl acetate. The organic layer is washed twice with water, dried over anhydrous magnesium sulfate, and the solvent is evaporated under reduced pressure. The residue is purified by silica gel chromatography to give the title compound (2.91 g) as colorless oil.1H-NMR delta (DMSO-d6): 1.97-2.02 (4H, m), 3.12-3.22 (2H, m), 3.32-3.45 (2H, m), 3.76 (3H, s), 4.59 (2H, t, J = 5.13), 6.87-7.03 (3H, m), 7.31-7.36 (1H, m).

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; Sumitomo Pharmaceuticals Company, Limited; EP1500648; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 19924-43-7,Some common heterocyclic compound, 19924-43-7, name is 2-(3-Methoxyphenyl)acetonitrile, molecular formula is C9H9NO, 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.

Step A To a solution of 2-(3-methoxyphenyl)acetonitrile (2 g; 13.59 mmol) in 13 mL of dry DCM) cooled at 0 C. under nitrogen atmosphere, a 1M solution of BBr3 in DCM (28.54 mmol; 28.54 mL) is slowly added dropwise. The mixture is stirred at room temperature for 20 hours. The reaction mixture is then poured into ice, water is added and the organic phase is extracted three times with DCM, washed with brine and dried over anhydrous Na2SO4. After evaporation, the crude mixture is chromatographed on silica gel using PE/EtAc (80/20) as an eluant, yielding 1.28 g (71%) of 2-(3-hydroxyphenyl)acetonitrile.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(3-Methoxyphenyl)acetonitrile, its application will become more common.

Reference:
Patent; NEWRON PHARMACEUTICALS S.P.A.; Pevarello, Paolo; US2014/88074; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts