Author: tianli

52688-08-1, 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. 52688-08-1, name is Octan-2-yl 2-cyanoacetate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 1.40 moles of butyl cyanoacetate and 2.1 moles of methylene diacetate, obtained through the preparative example 1, were added to a 1 L reactor. Subsequently, the mixture was heated to a temperature comprised between 120 and 130 C. Then 5 mol% of piperazine and 15 mol% of p-toluenesulfonic acid monohydrate were added. The reaction was monitored by gas chromatography or nuclear magnetic resonance every 30 min. After 1 hour, the reaction was terminated, and the n-butyl cyanoacrylate was obtained with a selectivity of 94%, where the selectivity is understood as the amount of monomer produced with respect to the cyanoacetate that has reacted. Subsequently, acetic acid was removed under vacuum and stabilizers were added to the residue for the distillation of the monomer.

The synthetic route of Octan-2-yl 2-cyanoacetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Afinitica Technologies, S. L.; Tchaplinski, Vladimir; Gherardi, Stefano; de la Fuente Molina, Veronica; EP2927209; (2015); A1;,
Nitrile – Wikipedia,
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56043-01-7, The chemical industry reduces the impact on the environment during synthesis 56043-01-7, name is 2-Amino-6-methylbenzonitrile, I believe this compound will play a more active role in future production and life.

A solution of 2-amino-6-methylbenzonitrile (1.32 g, 10 mmol) and sulfamide (4.81 g, 50 mmol) in dry 1,4-dioxane (50 mL) was refluxed under nitrogen for 3 days. After the reaction mixture was cooled down to room temperature, the precipitate was filtered and washed with dioxane. The filtrate was concentrated under reduced pressure, and the residue was purified by chromatography on silica gel eluding with EtOAc/hexanes (3:7) to give the title compound as a pale-white solid. 1H NMR (400 MHz, DMSO-d6) delta 2.44 (s, 3H), 7.19-7.21 (m, 3H), 7.39-7.41 (d, J=8.4 Hz, 1H), 7.53 (t, J=8.0 Hz, 1H), 9.41 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 2-Amino-6-methylbenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SENOMYX, INC.; US2008/306053; (2008); A1;,
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These common heterocyclic compound, 147754-12-9, name is 4-Fluoro-2-methylbenzonitrile, 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. 147754-12-9

1.35 g 2-methyl-4-fluorobenzonitrile (10mmol) was dissolved in 20 mL of carbon tetrachloride, and 0.25g of p-toluene sulfonic acid (0.015 mmol) and 2.15g N-bromo succinimide (NBS) (12mmol) was added. The reaction was completed after heating for 4 hours, and then cooled to room temperature, filtered, and 20 mL saturated ammonium chloride solution was added and layers were obtained. The organic layer was washed with water and saturated sodium chloride aqueous solution (20 mL * 3) successively to clarification, dried over anhydrous sodium sulfate, filtered, and the solvent was distilled off under reduced pressure, and the obtained crude product was purified by column chromatography (petroleum ether: ethyl acetate = 3: 1) to obtain 2-bromomethyl-4-fluoro-benzonitrile (86percent yield). The 2-bromomethyl-4-fluorobenzonitrile (1.0 mmol) and p-toluidine (1.2mmol) was dissolved in 50 mL of tetrahydrofuran, stirred and heated to 60 ¡ã C under reflux, and was added 0.2g sodium ethoxide (3.0mmol) portionwise, and refluxed further 8 hours. After the reaction was confirmed complete by TLC monitoring, the reaction was cooled to room temperature, concentrated, and added 20 mL ethyl acetate, washed with water and saturated sodium chloride solution (20 mL * 3) successively to clarification, dried over anhydrous sodium sulfate, filtered, and evaporated under reduced pressure to remove the solvent. The resulting crude product was purified by column chromatography (petroleum ether: ethyl acetate = 10: 1) to give the intermediate compound (1.1) 2-(p-methylphenylamino) methyl-4-fluoro-benzonitrile (95percent yield), mass spectrum (ESI +): m/z = 241.4 (M + H) +.

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 147754-12-9.

Reference:
Patent; Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences; LI, Yanping; LI, Zhuorong; PENG, Zonggen; LI, Jianrui; JIANG, Xinbei; CHEN, Jinhua; JIANG, Jiandong; (30 pag.)EP3339287; (2018); A1;,
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555-21-5, Name is 4-Nitrophenylacetonitrile, 555-21-5, 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.

General procedure: The catalytic reduction of nitro aromatics was conducted in a 25 mlTelfon-lined stainless steel autoclave with magnetic stirring. In a typicalprocess, 6 mmol nitroarene, and desired amounts of reducing agent andsolvents were introduced in the reactor. The autoclave was transferredinto a water bath at the set temperature with an accuracy of better than0.2 C for ?0.5 h. Then, 10 mg catalyst was added into the reactionmixture and started the reduction at a stirring rate of 450 rpm. After thereaction, the catalyst was rapidly separated by ltration. n-Decane(500 muL) as standard was added into the ltrate and was dried withanhydrous Na 2 SO 4 . The products were analyzed by gas chromato-graphy-mass spectrometry (GC-MS) (Shimadzu GCMS-QP2010 Plus)and GC (Varian CP-3800) with a capillary column (column VF-1 ms,15 m, 0.25 mm, 0.25 mum) and a ame ionization detector (FID).

Statistics shows that 4-Nitrophenylacetonitrile is playing an increasingly important role. we look forward to future research findings about 555-21-5.

Reference:
Article; Huang, Haigen; Liang, Xiangcheng; Wang, Xueguang; Sheng, Yao; Chen, Chenju; Zou, Xiujing; Lu, Xionggang; Applied Catalysis A: General; vol. 559; (2018); p. 127 – 137;,
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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. 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate, This compound has unique chemical properties. The synthetic route is as follows., 52133-67-2

To a microwave reaction tube was charged with 37 (1.1 g, 5.0 mmol), 2-cyano-4,4- diethoxy-butyric acid ethyl ester (1.7 g, 7.4 mmol) and NaOMe (25percent by wt in MeOH; 10 mL). The reaction tube was sealed and the solution irradiated with microwave at 150 0C for 30 min. After cooling to room temperature, the mixture was concentrated. The residue was taken up in water (10 mL) and the pH adjusted to 1 with 6M of HCl. The resulting solution was stirred at room temperature for 25 min and then the pH adjusted to 9 with concentrated NH4OH. The resulting solid was filtered, washed with water and dried under high vacuum to afford the title compound as a grey solid (1.5 g, 94percent). The material was used in the next step without purification.[0234] 1H NMR (500 MHz, DMSO-J6) delta 2.25 (s, 3H), 5.07 (s, 2H), 6.29 (dd, J = 3.0, 2.2 Hz, IH), 6.75 (t, J = 2.7 Hz, IH), 6.76 (d, J = 0.7 Hz, IH), 7.09-7.15 (m, 3H), 7.60 (d, J = 8.5 Hz, 2H), 8.71 (s, IH), 10.28 (br s, IH), 11.36 (s, IH) MS (ES+): m/z 321 (M+H)+

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; TARGEGEN INC.; WO2009/49028; (2009); A1;,
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A common compound: 4640-66-8, name is 4-Chlorophenacylcyanide, belongs to nitriles-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 4640-66-8

Synthesized from the crude title compound of PREPARATION 87 and chloroacetic anhydride following the method of PREPARATION 76. The title compound was first partially purified by normal-phase chromatography and then purified by reverse-phasechromatography using the Isolera Purification system. Yield: 50% over two steps. Purity 100%.1H NMR (400 MHz, Chloroform-d) ppm 7.24 – 7.18 (m, 2H), 6.88 – 6.76 (m, 2H),4.67 (s, 2H), 4.34 (t, J = 6.5 Hz, 2H), 3.24 (t, J = 6.5 Hz, 2H).UPLC/MS (3 mm) retention time 1 .82 mm.LRMS: m/z 273 (M+1, 2xCl).

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, 4640-66-8, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALMIRALL, S.A.; AIGUADE BOSCH, Jose; CONNOLLY, Stephen; EASTWOOD, Paul Robert; GOMEZ CASTILLO, Elena; MORENO MOLLO, Immaculada Montserrat; ROBERTS, Richard Spurring; SEVILLA GOMEZ, Sara; (216 pag.)WO2017/60488; (2017); A1;,
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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. 328-87-0, name is 2-Chloro-5-trifluoromethylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., 328-87-0

(a) Preparation of 3-(2-cyano-4-trifluoromethylphenoxy)benzoic acid 3-Hydroxybenzoic acid (27.6 g), 4-chloro-3-cyano-benzotrifluoride (41.1 g) and anhydrous potassium carbonate (55.2 g) were stirred together for 71/2 hours at 100 C. in dry dimethylformamide (500 ml) and then left at room temperature for 65 hours. The solvent was then removed under reduced pressure and the residue taken up in water and acidified with dilute hydrochloric acid. The solid which separated was washed with water, dissolved in ether and the solution dried and concentrated. The colourless solid which separated was recrystallized to give the benzoic acid derivative (24.0 g) with a melting point of 224-226 C.

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; Imperial Chemical Industries Limited; US4285723; (1981); A;,
Nitrile – Wikipedia,
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194853-86-6, A common compound: 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile, belongs to nitriles-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Reference Example 3 t-Butyl 4-(4-cyano-3-trifluoromethylphenyl)-3-methylpiperazine-1-carboxylate A 4.46 g portion of t-butyl 3-methylpiperazine-1-carboxylate synthesised in Reference Example 2, 6.74 g of 4-fluoro-2-trifluoromethylbenzonitrile and 7.76 ml of diisopropylethylamine were stirred in 50 ml of DMF at 100 C. for 2 days.. The reaction solution was diluted with water and extracted with ethyl acetate, the organic layer was washed and dried and then the solvent was evaporated under reduced pressure.. The residue was subjected to a silica gel column chromatography and eluted with hexane-ethyl acetate (3:1, v/v) to obtain 5.6 g of the title compound as white crystals.

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; Yamanouchi Pharmaceutical Co. Ltd.; US6673799; (2004); B1;,
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326-62-5, The chemical industry reduces the impact on the environment during synthesis 326-62-5, name is 2-(2-Fluorophenyl)acetonitrile, I believe this compound will play a more active role in future production and life.

General procedure: To a stirred solution of MeONa in MeOH (5%,1.5 mL) was added 3a (ca. 122 mg, 0.5 mmol, 1 eq), immediatelyfollowed by cyano derivative (1.1 eq) at room temperature. Thereaction mixture was heated under reflux for 1.5 h. After coolingfor 1 h in ice bath, the solid was filtered and washed with a minimumof cold MeOH. If not pure, crude product was purified by columnchromatography on silica gel with CH2Cl2/MeOH: 99:1?90:10 as eluent.

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:
Article; N’Guessan, Jean-Paul Deto Ursul; Delaye, Pierre-Olivier; Penichon, Melanie; Charvet, Claude L.; Neveu, Cedric; Ouattara, Mahama; Enguehard-Gueiffier, Cecile; Gueiffier, Alain; Allouchi, Hassan; Bioorganic and Medicinal Chemistry; vol. 25; 24; (2017); p. 6695 – 6706;,
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21667-62-9, Adding some certain compound to certain chemical reactions, such as: 21667-62-9, name is 3-(3-Chlorophenyl)-3-oxopropanenitrile, 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 21667-62-9.

General procedure: A mixture of 4,4-dimethylpentan-2-one (2.8mL, 20mmol) and the appropriate aroylacetonitrile (20mmol), acetic acid (2.6mL, 43.3mmol), beta-alanine (180mg, 2mmol) and benzene (70mL) was heated to reflux in a Dean-Stark system. After 10h, a second addition of acetic acid (2.6mL) and beta-alanine (180mg, 2mmol) was made. After 24h, the reaction mixture was cooled to room temperature, diluted with ethyl acetate (50mL), washed with water (30mL), brine (30mL), dried (Na2SO4), and finally concentrated in vacuo. The crude residue, constituting a mixture of E- and Z-isomers, was purified by column chromatography on silica gel to furnish the derivatives 4a-g.

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 21667-62-9.

Reference:
Article; Romagnoli, Romeo; Baraldi, Pier Giovanni; Carrion, Maria Dora; Cruz-Lopez, Olga; Cara, Carlota Lopez; Saponaro, Giulia; Preti, Delia; Tabrizi, Mojgan Aghazadeh; Baraldi, Stefania; Moorman, Allan R.; Vincenzi, Fabrizio; Borea, Pier Andrea; Varani, Katia; Bioorganic and Medicinal Chemistry; vol. 22; 1; (2014); p. 148 – 166;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts