Sep-21 News Application of 6136-68-1

The synthetic route of 6136-68-1 has been constantly updated, and we look forward to future research findings.

Application of 6136-68-1, These common heterocyclic compound, 6136-68-1, name is 3-Acetylbenzonitrile, 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.

Part A. Preparation of ethyl 3-(3-cyanophenyl)-3-oxopropionate. To a suspension of sodium hydride (1.2 g of 60% suspension in mineral oil, hexane-washed, 30.3 mmol) in 40 mL of tetrahydrofuran was added diethyl carbonate (3.7 mL, 30.3 mmol) and 3-acetyl benzonitrile (2.2 g, 15.2 mmol). The resulting suspension was stirred at 65 C for 1 h and then was cooled to room temperature. There was added 40 mL of 10% aqueous HCl and the reaction mixture was diluted with ethyl acetate and the layers were separated. The organic layer was washed with brine, dried (MgSO4) and concentrated in vacuo to afford 3.2 g (96%) of the title compound, which was sufficiently pure to be used without purification. MS (NH3-CI) 218.3 (M+H)+.

The synthetic route of 6136-68-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Pharma Company; EP946528; (2003); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

9/26/2021 News The important role of 6136-68-1

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

Synthetic Route of 6136-68-1,Some common heterocyclic compound, 6136-68-1, name is 3-Acetylbenzonitrile, molecular formula is C9H7NO, 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.

Br2 (1 mmol) was dropwise added to a solution of 3-acetylbenzonitrile (1 mmol) in Et2O (15 ml) at 0 C., and then the mixture was stirred at r.t. for 4 h. Water was added, and the mixture was extracted with EtOAc. The organic layer was dried over Na2SO4, and was concentrated to give an oil, i.e., 3-(2-bromoacetyl)benzonitrile, which was directly used for the next step without purification.

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

Reference:
Patent; Hutchison Medipharma Enterprises Limited; US2009/118292; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Discovery of 6136-68-1

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.

Adding a certain compound to certain chemical reactions, such as: 6136-68-1, name is 3-Acetylbenzonitrile, 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 6136-68-1, COA of Formula: C9H7NO

Example C7: Methyl 3- 3-cyanop eny -3-oxopropanoate: [0151] Into a three-necked flask equipped with an argon inlet and a condenser were placed sodium hydride (60%>, 689.5 mg, 17.23 mmol), dimethyl carbonate (1.55 g, 17.23 mmol) and 15 mL of toluene. The mixture was stirred under reflux and a solution of 3- acetylbenzonitrile (1.0 g, 6.19 mmol) in toluene (15 mL) was added drop wise. The reaction mixture was stirred at 100C for 2h. The reaction mixture was monitored by LCMS and purified by column chromatography on silica gel eluted with 0-10% of ethyl acetate in petroleum ether to give the product (1.2 g, 86%>).

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; BRAINCELLS, INC.; HUTCHINSON, John Howard; BLEICHER, Leo; COSFORD, Nick; ARDECKY, Robert John; ZOU, Jiwen; WO2013/33246; (2013); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Extended knowledge of 6136-68-1

According to the analysis of related databases, 6136-68-1, the application of this compound in the production field has become more and more popular.

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. 6136-68-1, name is 3-Acetylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-Acetylbenzonitrile

i) Production of 3-(bromoacetyl)benzonitrile 3-Acetylbenzonitrile (5.33 g) and copper(II) bromide (16.40 g) were suspended in ethyl acetate (100 ml) and the mixture was heated under reflux for 2 hrs. After cooling the reaction mixture, the insoluble material was filtered off and the filtrate was washed with aqueous sodium hydrogen carbonate and saturated brine. The organic layer was dried and concentrated and the residue was recrystallized from ethyl acetate-diisopropyl ether to give the title compound (4.29 g) as colorless powder crystals. 1H-NMR (CDCl3)delta: 2.82 (2H, s), 6.06 (1H, t, J=7.8 Hz), 6.29 (1H, d, J=7.8 Hz), 6.57 – 6.72 (2H, m). IR (KBr): 3104, 2942, 2230, 1709, 1599 cm-1.

According to the analysis of related databases, 6136-68-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Chemical Industries, Ltd.; Kusaka, Masami; EP1348706; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Analyzing the synthesis route of C9H7NO

According to the analysis of related databases, 6136-68-1, the application of this compound in the production field has become more and more popular.

Synthetic Route of 6136-68-1, 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 6136-68-1 as follows.

Part A. Sodium methoxide (25% in MeOH, 1.5 mL, 6.8 mmol) was added dropwise to a solution of 3-acetylbenzonitrile (0.987 gm, 6.8 mmol) and 4-cyanobenzaldehyde (0.891 gm, 6.8 mmol) in dry methanol. Within 5 minutes, a precipitate began to form. The mixture was stirred at room temperature for 4 hrs and diluted with methanol. The solids were filtered off, washed with cold methanol and dried to give 3-[3-(4-cyanophenyl)-1-oxo-2-propenyl]benzonitrile as a white solid 1.7 gm (97%). MS:(M+H)+ 259; 1H NMR (CDCl3): 7.55 (d, 1H), 7.65 (t, 1H), 7.75 (s, 4H), 7.85 (m, 2H), 8.25 (d, 1H), 8.30 (s, 1H).

According to the analysis of related databases, 6136-68-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Pharma Company; EP892780; (2002); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The important role of C9H7NO

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.

Electric Literature of 6136-68-1, A common heterocyclic compound, 6136-68-1, name is 3-Acetylbenzonitrile, molecular formula is C9H7NO, 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: To a 1:1 chloroform and methanol solution (16ml) of aldehyde 1 (10.2 mg, 18.5 mumol) and p-nitroacetophenone (0.98 g, 5.9 mmol), was added 28% sodium methoxide in methanol (1 ml, 5 mmol). After being stirred in an ice bath for 30 min, the reaction mixture was washed with an aqueous 2% hydrochloric acid solution, an aqueous saturated sodium hydrogen carbonate solution and distilled water, and dried over sodium sulfate. The solvents were evaporated and the residue was purified with FCC (5-6% Et2O-CH2Cl2) and recrystallization (CH2Cl2-hexane) to give 2i (4.3 mg, 6.2 mumol, 33% isolated yield).

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; Ohashi, Kota; Kinoshita, Yusuke; Tamiaki, Hitoshi; Tetrahedron; vol. 74; 22; (2018); p. 2703 – 2715;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

New downstream synthetic route of 6136-68-1

According to the analysis of related databases, 6136-68-1, the application of this compound in the production field has become more and more popular.

Related Products of 6136-68-1, 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 6136-68-1 as follows.

3-Acetylbenzonitrile (5g, 34.4 mmol) is added to a flask containing (R)-(+)-2-Methyl-2- propanesulfmamide (3.48g, 28.7 mmol) and Titinium (IV) ethoxide (13.1 g, 57.4 mmol) in THF (70 mL) and the reaction mixture heated at 75C overnight. The reaction mixture is cooled (-48C) and L-Selectride (1M solution in THF, 57.4 mL) added dropwise over lhour. The reaction stirred for 2hrs and allowed to warm to room temperature. The reaction is then cooled to 0C and methanol (3 mL) added. Brine (150 mL) is added with stirring and the suspension filtered through celite. The crude material is extracted with ethyl acetate, dried (MgS04), filtered and evaporated under vacuum. The cruse is purified by column chromatography eluting with heptane-ethyl acetate to give N- |Y 1 S)- 1 -(3 -cyanophenyDethyl] – 2 -methyl- |”S(R)]- 2-propanesulfmamide (78 %)MS: 251 (M+H)lB NMR (300 MHz, CDC13): delta = 1.22 (s, 9H), 1.54 (d, 3H), 3.36 (bs, 1H), 4.55-4.7 (m, 1H), 7.43 (d, 1H), 7.46 (d, 1H), 7.56-7.6 (m, 2H), 7.64 (s, 1H).

According to the analysis of related databases, 6136-68-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-AVENTIS; VANDEUSEN, Christopher L.; WEIBERTH, Franz J.; GILL, Harpal S.; LEE, George; HILLEGASS, Andrea; WO2011/44307; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of C9H7NO

The synthetic route of 6136-68-1 has been constantly updated, and we look forward to future research findings.

Application of 6136-68-1, These common heterocyclic compound, 6136-68-1, name is 3-Acetylbenzonitrile, 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.

Part A. Preparation of ethyl 3-(3-cyanophenyl)-3-oxopropionate. To a suspension of sodium hydride (1.2 g of 60% suspension in mineral oil, hexane-washed, 30.3 mmol) in 40 mL of tetrahydrofuran was added diethyl carbonate (3.7 mL, 30.3 mmol) and 3-acetyl benzonitrile (2.2 g, 15.2 mmol). The resulting suspension was stirred at 65 C for 1 h and then was cooled to room temperature. There was added 40 mL of 10% aqueous HCl and the reaction mixture was diluted with ethyl acetate and the layers were separated. The organic layer was washed with brine, dried (MgSO4) and concentrated in vacuo to afford 3.2 g (96%) of the title compound, which was sufficiently pure to be used without purification. MS (NH3-CI) 218.3 (M+H)+.

The synthetic route of 6136-68-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Pharma Company; EP946528; (2003); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The important role of 6136-68-1

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

Application of 6136-68-1,Some common heterocyclic compound, 6136-68-1, name is 3-Acetylbenzonitrile, molecular formula is C9H7NO, 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.

Br2 (1 mmol) was dropwise added to a solution of 3-acetylbenzonitrile (1 mmol) in Et2O (15 ml) at 0 C., and then the mixture was stirred at r.t. for 4 h. Water was added, and the mixture was extracted with EtOAc. The organic layer was dried over Na2SO4, and was concentrated to give an oil, i.e., 3-(2-bromoacetyl)benzonitrile, which was directly used for the next step without purification.

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

Reference:
Patent; Hutchison Medipharma Enterprises Limited; US2009/118292; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

New downstream synthetic route of 3-Acetylbenzonitrile

According to the analysis of related databases, 6136-68-1, the application of this compound in the production field has become more and more popular.

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 6136-68-1 as follows. Quality Control of 3-Acetylbenzonitrile

Example 10 Synthesis of alpha-Bromo-3-cyanoacetophenone (Compound 10) A solution of bromine (0.92 mL, 17.9 mmol) in 8 mL dichloromethane was added to 3-cyanoacetophenone (2.60 g, 17.9 mmol) in 11 mL dichloromethane over 10 min at 5-10 C. The mixture was warmed to room temperature and stirred for 1 hour. Water (25 mL) was added to the mixture. The organic layer was separated, dried over Na2 SO4, and concentrated to a yellow solid (3-50 g). The yellow solid was recrystallized from 95% EtOH to afford compound 10 as white crystals. Yield: 2.22 g (55%). The properties of alpha-bromo-3-cyanoacetophenone are listed below: 1 H NMR (CDCl3, 300 MHz) delta 8.08 (m,2H), 7.81 (m, 2H), 4.43 (s, 2H). 13 C NMR (CDCl3, 75 MHz, APT) delta 189.58 (C), 136.77 (CH), 134.71 (C), 132.66 (CH), 130.02 (CH), 117.69 (C), 113.53 (C), 30.07 (CH2).

According to the analysis of related databases, 6136-68-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Scriptgen Pharmaceuticals, Inc.; US5668165; (1997); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts