September 23, 2021 News Discovery of 10406-25-4

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Aminomethyl)benzonitrile, and friends who are interested can also refer to it.

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. 10406-25-4 name is 4-(Aminomethyl)benzonitrile, 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. 10406-25-4

General procedure: Under nitrogen atmosphere, a Schlenk tube was sequentially charged with cyclicdiaryliodonium salt (1.0 equiv), copper catalyst A1 or A2 (5.0 mol%), Na2CO3 (3.0 equiv) anddichloromethane (0.05 M). After the mixture was chilled to proper temperature, the appropriateamine (1.2 equiv) was added and stirred for the time indicated in the experimental procedures.The reaction mixture was filtered through a plug of celite with ethyl acetate. The filtrate wasconcentrated under reduced pressure, and the residue was purified by column chromatographyon silica gel to deliver the corresponding product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Aminomethyl)benzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Zhao, Kun; Duan, Longhui; Xu, Shibo; Jiang, Julong; Fu, Yao; Gu, Zhenhua; Chem; vol. 4; 3; (2018); p. 599 – 612;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

9/14/2021 News Extracurricular laboratory: Synthetic route of 10406-25-4

The synthetic route of 10406-25-4 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 10406-25-4, A common heterocyclic compound, 10406-25-4, name is 4-(Aminomethyl)benzonitrile, molecular formula is C8H8N2, 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.

To a round-bottom flask equipped with a stir bar was added 17a-b (1.0 eq), Boc2O (1.1 eq), CH2Cl2 (10mL/mmol), and triethylamine (1.5 eq). The reaction mixture was stirred at room temperature overnight. The reaction was concentrated in vacuo and partitioned between ethyl ether and 1M HCl. The organic layer were separated, washed with saturated NaHCO3 and brine, dried over MgSO4, and concentrated in vacuo to give a white crystalline solid. 4.2.4.2 128 tert-Butyl (4-cyanobenzyl)carbamate (18a) Yield: 93%. MP: 114-116C. 1H NMR (400MHz, CDCl3) delta 7.62 (d, J=7.9Hz, 2H, -ArH), 7.39 (d, J=8.5Hz, 2H, -ArH), 4.96 (s, 1H, -NH-), 4.37 (d, J=5.9Hz, 2H, -CH2-), 1.46 (s, 9H, -CH3)

The synthetic route of 10406-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Luo, Zonghua; Rosenberg, Adam J.; Liu, Hui; Han, Junbin; Tu, Zhude; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 796 – 808;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Extracurricular laboratory: Synthetic route of C8H8N2

The synthetic route of 4-(Aminomethyl)benzonitrile has been constantly updated, and we look forward to future research findings.

Related Products of 10406-25-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 10406-25-4, name is 4-(Aminomethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: CDI (112 mg, 0.69 mmol) was added under nitrogen to a solution of 6 (200 mg, 0.62 mmol) in dry methylene chloride (15 mL). The solution was stirred at room temperature for 1 h, then (4-fluorophenyl)methanamine (116 mg, 0.93 mmol) was added, and stirred at room temperature under nitrogen or 24 h. After the complete conversion of the starting material, the reaction was quenched with 1 M HCl. The aqueous phase was extracted with methylene chloride (3 * 50 mL). The combined organic phases were washed with brine until neutral pH, dried on Na2SO4, filtered, and the solvent was eliminated under reduced pressure to give 7a (240 mg, 90%).

The synthetic route of 4-(Aminomethyl)benzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tian, Yuanxin; Zhang, Tingting; Long, Lifan; Li, Zhonghuang; Wan, Shanhe; Wang, Guangfa; Yu, Yonghuan; Hou, Ju; Wu, Xiaoyun; Zhang, Jiajie; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 182 – 199;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Discovery of 10406-25-4

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, 4-(Aminomethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference of 10406-25-4, The chemical industry reduces the impact on the environment during synthesis 10406-25-4, name is 4-(Aminomethyl)benzonitrile, I believe this compound will play a more active role in future production and life.

Precipitated crystals were collected through filtration, washed with water, and dried, to thereby obtain 11.9 g of p-cyanobenzoic acid (yield 90%, based on p-cyanobenzylamine). The p-cyanobenzoic acid obtained had a purity of 96%.

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, 4-(Aminomethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Showa Denko Kabushiki Kaisha; US6433211; (2002); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Analyzing the synthesis route of 10406-25-4

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

Synthetic Route of 10406-25-4,Some common heterocyclic compound, 10406-25-4, name is 4-(Aminomethyl)benzonitrile, molecular formula is C8H8N2, 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.

a) Preparation of N-benzenesulfonyl-D-leucyl-L-proline- [(4-cyanophenyl)methyl] amide[0170] N- benzenesulfonyl- D- leucyl- L- proline (737mg) , p- aminomethyl cyanophenyl hydrochloride (337mg) andDIEA (569mg) were dissolved in DMF (20ml) , cooled down to 0C under the protection of nitrogen, HOBt (270mg) andEDCI (460mg) were added. The resulting mixture was stirred at 0C for 20min and allowed to warm up naturally to roomtemperature and react for 5 hours. The organic layer was washed in turn with 5% potassium hydrosulphate solution,saturated sodium hydrogencarbonate solution and saturated saline solution, dried over anhydrous sodium sulfate, filteredand concentrated under reduced pressue to give 1.1g crude product, which was purified with column chromatographyto give a colourless oil (650mg, yield: 67.3%) .Rf = 0.65Developer: petroleum ether: ethyl acetate = 1: 1Color development: ultraviolet and iodineMS: 505 (M+Na+)

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

Reference:
Patent; Shanghai Institute of Pharmaceutical Industry; Li, Min; LI, Min; SHAN, Hanbin; HUANG, Yu; YUAN, Zhedong; YU, Xiong; EP2639230; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Analyzing the synthesis route of C8H8N2

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.

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. 10406-25-4, name is 4-(Aminomethyl)benzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 10406-25-4

Example 7 p-Cyanobenzylamine (13.2 g), water (18 g), and methylene chloride (18 g) were mixed, and the mixture was stirred with cooling with ice. Acetic acid (18 g) was added to the mixture. Subsequently, a 20 wt % aqueous solution (51.8 g) of sodium nitrite was added dropwise to the mixture over a one hour period. The mixture was stirred at the same temperature for four hours. The reaction mixture was subjected to extraction with methylene chloride, and the organic solvent was concentrated. Water was added to the concentrated solution, and the residual organic solvent was removed through distillation, to thereby obtain 14.7 g of p-cyanobenzyl acetate (yield 84%). The purity of the product was 98%.

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; Showa Denko K.K.; US6187945; (2001); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Share a compound : C8H8N2

The synthetic route of 10406-25-4 has been constantly updated, and we look forward to future research findings.

10406-25-4, name is 4-(Aminomethyl)benzonitrile, 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. Application In Synthesis of 4-(Aminomethyl)benzonitrile

In a 200 ml four-neck flask equipped with an agitator, a thermometer, a gas conduit, and a reflux condenser, p-cyanobenzylamine (10.0 g) obtained in Preparation Example 3 was dissolved in ethyl acetate (90.0 g). While the reactor was cooled in a water bath, hydrogen chloride gas was fed into the vapor phase of the reactor while stirring. Immediately after the introduction of hydrogen chloride, heat generation was confirmed, and a white solid was precipitated. After the reaction mixture was cooled to room temperature, the white solid was separated through filtration and dried in a desiccator under vacuum, thereby yielding 12.6 g of p-cyanobenzylamine hydrochloride (yield based on p-cyanobenzylamine: 99%). Through high-performance liquid chromatographic analysis of the thus-obtained p-cyanobenzylamine hydrochloride, the p-cyanobenzylamine content in the hydrochloride was found to be 77 mass %. In addition, the hydrogen chloride content in p-cyanobenzylamine hydrochloride was found to be 23 mass % through anion chromatographic analysis. The thus-obtained p-cyanobenzylamine hydrochloride has a bulk density of 0.3 g/ml.

The synthetic route of 10406-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Showa Denko K.K.; US6392083; (2002); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Extended knowledge of 10406-25-4

According to the analysis of related databases, 10406-25-4, the application of this compound in the production field has become more and more popular.

Electric Literature of 10406-25-4, 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 10406-25-4 as follows.

(S) -l- (2-bromopyridin-4-yl) piperidine-3-carboxylic acid (4a) (290 mg, 1.02 mmol)Was dissolved in 8 mL of anhydrous DMF,Was added to CDI (198 mg, 1.23 mmol) under nitrogen,Heated to 50 C for 21 h,Cooled to room temperature, 4-cyanobenzylamine (202 mg, 1.53 mmol) was added,Continue to nitrogen protection, heating to 50 reaction 24h,After cooling to room temperature, quenched with 1M HClThe reaction was carried out by adding 50 mL of water and extracting three times with dichloromethane. The combined organic phases were dried over anhydrous sodium sulfate and subjected to gradient gradient chromatographyThe column (ethyl acetate / petroleum ether = 5% to 100%) gave 289 mg of a white solid in 71% yield.

According to the analysis of related databases, 10406-25-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Southern Medical University; Li Zhonghuang; Wang Guangfa; Wu Xiaoyun; Tian Yuanxin; Wan Shanhe; Zhang Tingting; Hu Xiang; Hou Ju; Long Lifan; Liu Siming; Zhu Zhengguang; Zhang Jiajie; (22 pag.)CN107089968; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Share a compound : 4-(Aminomethyl)benzonitrile

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 10406-25-4.

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. 10406-25-4, name is 4-(Aminomethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H8N2

Synthesis of intermediate 13: 4~(4-Cyano- benzylcarbamoyl) -piperidine-1-carboxylic acid tert- butyl esterA solution of HOBt (1.54 g; 10 mmol) and TBTU (3.22 g; 10 mmol) in DMF (10ml) was added to a solution of N- Boc-piperidine-1-carboxylic acid (2 g; 8.72 mmol) and 4-cyanobenzylamine (8.72 mmol) in DMF (10 ml) followed by TEA (4.85 ml; 35 mmol). After 16h, water was added to the reaction mixture and the mixture was extracted with DCM (3 times) . The combined organics were washed with an aqueous solution of NaHCO3 and water and dried (MgSO4) . The residue was purified by silica gel chromatography (eluent:DCM and MeOH/DCM: 5/95) to afford after dry evaporation the title intermediate as an oil (2.4g; Y:80%) .MS: (M+H)+ = 344.

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 10406-25-4.

Reference:
Patent; EUROSCREEN S.A.; WO2009/10480; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Extracurricular laboratory: Synthetic route of C8H8N2

The synthetic route of 10406-25-4 has been constantly updated, and we look forward to future research findings.

Electric Literature of 10406-25-4, A common heterocyclic compound, 10406-25-4, name is 4-(Aminomethyl)benzonitrile, molecular formula is C8H8N2, 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.

To a round-bottom flask equipped with a stir bar was added 17a-b (1.0 eq), Boc2O (1.1 eq), CH2Cl2 (10mL/mmol), and triethylamine (1.5 eq). The reaction mixture was stirred at room temperature overnight. The reaction was concentrated in vacuo and partitioned between ethyl ether and 1M HCl. The organic layer were separated, washed with saturated NaHCO3 and brine, dried over MgSO4, and concentrated in vacuo to give a white crystalline solid. 4.2.4.2 128 tert-Butyl (4-cyanobenzyl)carbamate (18a) Yield: 93%. MP: 114-116C. 1H NMR (400MHz, CDCl3) delta 7.62 (d, J=7.9Hz, 2H, -ArH), 7.39 (d, J=8.5Hz, 2H, -ArH), 4.96 (s, 1H, -NH-), 4.37 (d, J=5.9Hz, 2H, -CH2-), 1.46 (s, 9H, -CH3)

The synthetic route of 10406-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Luo, Zonghua; Rosenberg, Adam J.; Liu, Hui; Han, Junbin; Tu, Zhude; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 796 – 808;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts