Month: July 2021

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. 64248-62-0, name is 3,4-Difluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3,4-Difluorobenzonitrile

Example 27 20.0 g (144 mmol) of 3,4-difluoro-benzonitrile, 34.0 g (288 mmol) of benzimidazole and 49.7 g (360 mmol) of potassium carbonate in 340 ml of N-methylpyrrolidone(NMP) are stirred for 24 h at 120 C. The reaction mixture is cooled at room temperature and added water, then the precipitate is filterted off and dried. Yield 43 g (89 %).

According to the analysis of related databases, 64248-62-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SAITO, Masatoshi; NAGASHIMA, Hideaki; (118 pag.)WO2017/178864; (2017); A1;,
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Related Products of 4475-95-0, 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. 4475-95-0 name is 2-Amino-2-methylbutanenitrile, 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.

General procedure: To a mixture of carboxylic acid (1 mmol), EDC·HCl (1.2 mmol) and HOBt (1.2 mmol) in dry dichloromethane (10 mL) was added a mixture of amine (1 mmol) and triethyl amine (1.5 mmol) in dichloromethane (5 mL) at 0 C. The mixture was stirred at room temperature till the completion of reaction (judged by TLC). The reaction mixture was diluted with additional DCM (20 mL). The organic layer was washed with water, brine and dried (Na2SO4). Concentration and purification over silica gel (100-200 mesh) afforded the desired compound.

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

Reference:
Article; Sasmal, Pradip K.; Talwar, Rashmi; Swetha; Balasubrahmanyam; Venkatesham; Rawoof, Khaji Abdul; Neelima Devi; Jadhav, Vikram P.; Khan, Sanjoy K.; Mohan, Priya; Srinivasa Reddy; Nyavanandi, Vijay Kumar; Nanduri, Srinivas; Shiva Kumar; Kannan; Srinivas; Nadipalli, Prabhakar; Chaudhury, Hira; Sebastian; Bioorganic and Medicinal Chemistry Letters; vol. 21; 16; (2011); p. 4913 – 4918;,
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Some common heterocyclic compound, 16588-02-6, name is 2-Chloro-5-nitrobenzonitrile, molecular formula is C7H3ClN2O2, 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. Recommanded Product: 16588-02-6

General procedure: To solution of 1.97 mmol (1.2 eq.) of phenol 2-8, 12-13 in 3 ml dry DMSO was added 79 mg(1.2 eq.) powdered NaOH. The mixture was heated at 50C for 20 min and to the formed clearsolution 0.300 g (1.64 mmol, 1.0 eq.) of 1 was added. The reaction mixture was heated at 80C for 8h. After cooling 40 ml water was added and extracted with DCM. The organic phase was washedwith aq. NaHCO3 and water, dried over Na2SO4, filtered and evaporated in vacuo. The crudeproducts 14-20, 24-25 were purified by column chromatography (50 g silica-gel). After column theformed solid products were powdered, washed with 3 ml hot hexane and dried in vacuo.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 16588-02-6, its application will become more common.

Reference:
Article; Dobrikov, Georgi M.; Slavchev, Ivaylo; Nikolova, Ivanka; Stoyanova, Adelina; Nikolova, Nadya; Mukova, Lucia; Nikolova, Rosica; Shivachev, Boris; Galabov, Angel S.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 19; (2017); p. 4540 – 4543;,
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Some common heterocyclic compound, 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, molecular formula is C7H3ClFN, 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. COA of Formula: C7H3ClFN

General procedure: A solution of 2 M Na2CO3 (10 mL) was added under nitrogen to a 2-bromoaniline (10 mmol) in 60 mL dioxane. After 5 min stirring at 75 C, Pd[P(C6H5)3]4 was added followed by (10 mmol) of a 2-cyanophenylboronic acid pinacol ester. The reaction was stirred 8 h at 100 C. After cooling to rt the mixture was vacuum concentrated to half of its initial volume and extracted with CH2Cl2 (30 mL) and water (30 mL). The aqueous phase was extracted with CH2Cl2 (3×20 mL). The combined organic layers were washed with brine, dried over Na2SO4 and evaporated. The solid crystallized upon concentration.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 60702-69-4, its application will become more common.

Reference:
Article; Nguyen, Phuhai; Oumata, Nassima; Soubigou, Flavie; Evrard, Justine; Desban, Nathalie; Lemoine, Pascale; Bouaziz, Serge; Blondel, Marc; Voisset, Cecile; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 363 – 371;,
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1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, 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. name: 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile

As it is shown in Scheme 3 above, 3,4,5,6-tetra-chloride in a nitrogen gas rope phthaloyl nitrile (tetrachlorophthalonitrile) (5.0mmol), 2,5- di (di) – [tert (tert) – butyl (butyl ) -4-methoxyphenol (methoxyphenol) (1.5 eq.), potassium carbonate (K 2 CO 3) (10 equivalents) of anhydrous (anhydrous) dissolved in 30ml DMF after 12 hours at 80 dongan reflux (reflux) thereby.After completion of reaction, the reaction solution into ice water slowly degrades (ice water) (dropwise). Then, methylene chloride: then extracted three times, magnesium sulfate (MgSO with (methylene chloride MC) 4 is removed by passing the water in) and evaporated (evaporation).Then, the obtained phthalonitrile (phthalonitrile) precursor to the dried crude product (crude product) was purified by column chromatography (column chromatography).

The synthetic route of 1953-99-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG Display Co., Ltd; Seoul National University Industry-Academic Cooperation Foundation; Kim, Young Hun; Ahn, Byung Gun; Han, Sang Hun; Kim, Jae Pil; Choe, Jun; Namgung, Jinung; (13 pag.)KR2016/5258; (2016); A;,
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Synthetic Route of 194853-86-6, The chemical industry reduces the impact on the environment during synthesis 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile, I believe this compound will play a more active role in future production and life.

To a solution of 4-fluoro-2-(trifluoromethyl)benzonitrile (5 g, 26 mmol,) in DMSO (50 ml) was added /er/-butyl 4-aminopiperidine-l-carboxylate (5.3 g, 26.5 mmol, 1 eq.) and potassium carbonate (7.3 g, 52.8 mmol, 2 eq.). The resulting solution was stirred with heating overnight at 100 C (oil bath). The resulting solution was diluted with of ethyl acetate (300 ml) and washed with sodium chloride (sat., 300 ml). The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum to give a residue, which was applied onto a silica gel column and eluted with ethyl acetate to afford /er/-butyl 4-[[4-cyano-3-(trifluoromethyl)phenyl]amino]piperidine- 1-carboxylate as a white powder (5 g, 51 %). (ES, m/z): [M+R]+ 370.1.

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-Fluoro-2-(trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERIAL INC.; LONG, Alan; WILKINSON, Douglas, Edward; (224 pag.)WO2016/118638; (2016); A1;,
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Related Products of 13388-75-5,Some common heterocyclic compound, 13388-75-5, name is 2-(3,5-Dimethoxyphenyl)acetonitrile, molecular formula is C10H11NO2, 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 50 mL round-bottomed flask was charged with 3 (0.177 g, 1 mmol), aromatic aldehyde or substituted aromatic aldehyde (1 mmol) and 10 mL methanol with stirring, and the mixture was heated to 60 C. After 30 min, sodium methoxide (0.027 g, 0.5 mmol) was added to the mixture and keep the temperature for 4-6 h. After completion of the reaction as indicated by TLC, the reaction mixture was cooled to RT, and the precipitate was separated by filter and recrystallized from methanol to give 4a-4z and 5a-5d.

The synthetic route of 13388-75-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ma, Jun; Li, Jiajun; Tian, Yu-Shun; Bioorganic and Medicinal Chemistry Letters; vol. 27; 1; (2017); p. 81 – 85;,
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Adding a certain compound to certain chemical reactions, such as: 4426-11-3, name is Cyclobutanecarbonitrile, 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 4426-11-3, COA of Formula: C5H7N

Intermediate 371-(4-Bromo-2-iodobenzyl)cyclobutanecarbonitrile; Lithium diisopropylamide (3.34 mL, 6.68 mmol), was added dropwise to a solution of cyclobutanecarbonitrile (0.417 g, 5.14 mmol) in THF (20 mL) at -78 C. under an argon atmosphere. The reaction mixture was stirred at -78 C. for 30 min, then was a solution of 4-bromo-1-(bromomethyl)-2-iodobenzene (see Caruso, A.; Tovar, J., D. J. Org. Chem. 2011, 76, 2227-2239., 2.51 g, 6.68 mmol) in THF (8 mL) slowly added dropwise and the reaction was allowed to reach r.t. The mixture was stirred for another 3 h and then quenched with water. The reaction mixture was partitioned between water and EtOAc, the organic layer was dried over MgSO4 and concentrated to give a crude product which was purified by flash chromatography (eluent: heptane/ethylacetae 12:1) to afford the title compound (1.71 g, 89% yield): 1H NMR (500 MHz, CDCl3) delta ppm 2.08-2.34 (m, 4H), 2.47-2.58 (m, 2H), 3.18-3.23 (m, 2H), 7.29 (s, 1H), 7.49 (dd, 1H), 8.03 (d, 1H); GC MS (EI) m/z 375 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; ASTRAZENECA AB; US2012/165347; (2012); A1;,
Nitrile – Wikipedia,
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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. 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., name: 4-Fluoro-2-(trifluoromethyl)benzonitrile

4-[4-Hydroxy-4-(2-hydroxy-ethyl)-piperidin-1-yl]-2-trifluoromethyl-benzonitrile (27a): To a solution of compound 26 (517 mg, 3.25 mmol) in anhydrous dimethylformamide (15 mL) under argon were added triethylamine (1.32 g, 13.0 mmol) and 4-fluoro-2-trifluoromethylbenzonitrile (1.80 g, 9.52 mmol). The solution was stirred at 80 C. for 4 hrs. The solution was cooled at room temperature and poured in water (100 mL), extracted with diethyl ether (3×25 mL), washed with brine and finally dried over magnesium sulphate. Purification of the resulting crude product by flash chromatography using ethyl acetate/hexane (7:3) as an eluant gave the desired compound 27a (687 mg, 68%). 1H NMR (400 MHz, Acetone-d6) delta: 1.74 (m, 6H), 3.45 (m, 2H), 3.85 (m, 4H), 7.24 (dd, 1H, J1=6.4 Hz, J2 =2.5 Hz), 7.32 (d, 1H, J=2.4 Hz), 7.72 (d, 1H, J=8.8 Hz).

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; Labrie, Fernand; Breton, Rock; Singh, Shankar Mohan; Maltais, Rene; US2006/287327; (2006); A1;,
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Reference of 1897-52-5, 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 1897-52-5 as follows.

To the suspension of 2,6-difluorobenzonitrile (20.0 g, 144 mmol), K2CO3 (40.00 g, 289 mmol) in dimethyl sulfoxide (80 mL), morpholine (13.20 g, 152 mmol) was added slowly. The mixture was heated at 90C for 3 hours. After completion of the reaction as indicated by TLC, the reaction mixture was carefully poured into stirring water (500 mL), then filtered. The filter cake was washed with water and dried to afford 18.00 g of 2-fluoro-6-morpholinobenzonitrile: Yield 90.0%; m.p. 69-70 C; IR (numax,cm-1) KBr: 3096 (Ar), 2869 (CH2), 2226 (CN), 1605 (Ar), 1567 (Ar), 1082 (O); 1H NMR (600 MHz, CDCl3) delta 7.42-7.50 (m, 1H), 6.73-6.80 (m, 2H), 3.87 (m, 4H), 3.24 (m, 4H); MS(ESI) m/z: 207.3 [M + H]+; Anal. calcd for C11H11FN2O: C, 64.07; H,5.38; N, 13.58; found: C, 63.99; H, 5.42; N, 13.63%.

According to the analysis of related databases, 1897-52-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lu, Jiu-fu; Zhou, Xing-long; Xu, Yu-hang; Yue, Si-yu; Ji, Xiao-hui; Zheng, Nan; Jin, Ling-xia; Journal of Chemical Research; vol. 41; 9; (2017); p. 526 – 528;,
Nitrile – Wikipedia,
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