Month: July 2021

Electric Literature of 17417-09-3, The chemical industry reduces the impact on the environment during synthesis 17417-09-3, name is 2-Fluoro-5-nitrobenzonitrile, I believe this compound will play a more active role in future production and life.

Intermediate 82A: 2-(3-Ethyl-2-oxo-pyrrolidin-1-yl)-5-nitro-benzonitrile To a solution of 3-ethylpyrrolidin-2-one (0.89 g, 7.865 mmol) in DMF (25 mL) was added sodium hydride (60%, 346 mg, 8.651 mmol) at 0 C. (ice-bath). The mixture was stirred for 30 minutes at 0 C., then the ice-bath was removed and the mixture stirred for another 30 minutes at RT. A solution of 2-fluoro-5-nitrobenzonitrile (1.306 g, 7.865 mmol) in DMF (5 mL) was added dropwise via syringe and the resulting dark red solution was stirred for 1 hour at RT. The reaction mixture was poured into a mixture of 2M HCl (50 mL) and crushed ice (?50 g) and the organics were extracted with EtOAc (3*50 mL). The combined organic extracts were washed with water (80 mL) and brine (50 mL), dried (Na2SO4) and concentrated at reduced pressure. Purification by Biotage Isolera chromatography (silica gel, eluting with heptanes-EtOAc, 1:0 to 1:1) afforded the title compound (racemic mixture; 1.18 g, 57% yield) as pale yellow solid. 1H NMR (500 MHz, DMSO-d6) delta [ppm] 8.74 (d, J=2.7 Hz, 1H), 8.54 (dd, J=9.0, 2.7 Hz, 1H), 7.79 (d, J=9.0 Hz, 1H), 4.05-3.97 (m, 1H), 3.87-3.80 (m, 1H), 2.66-2.57 (m, 1H), 2.37-2.28 (m, 1H), 1.91-1.73 (m, 2H), 1.58-1.46 (m, 1H), 0.97 (t, J=7.5 Hz, 3H); LCMS (Analytical Method A): Rt=1.06 mins, MS (ESIpos): m/z=259.95 (M+H)+.

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-Fluoro-5-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; Baeurle, Stefan; Nagel, Jens; Rotgeri, Andrea; Davenport, Adam James; Stimson, Christopher Charles; (86 pag.)US2019/194148; (2019); A1;,
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Synthetic Route of 868-54-2,Some common heterocyclic compound, 868-54-2, name is 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, molecular formula is C6H4N4, 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 mixture of 0.085 g (1 mmol) of piperidine, 0.182 g (1 mmol) of enaminoketone 2, 0.132 g (1 mmol) of 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and 0.106 g (1 mmol) of benzaldehyde in 5 mL of ethanol was stirred at 30-40 for 30 min. On the completion of the reaction (TLC monitoring) the mixture was cooled, the separated precipitate was filtered off, washed with a little 2-propanol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, its application will become more common.

Reference:
Article; Alekseeva, A. Yu.; Bardasov; Mikhailov; Ershov; Russian Journal of Organic Chemistry; vol. 53; 8; (2017); p. 1243 – 1248; Zh. Org. Khim.; vol. 53; 8; (2017); p. 1227 – 1232,6;,
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Synthetic Route of 36282-26-5, The chemical industry reduces the impact on the environment during synthesis 36282-26-5, name is 2-Bromo-4-fluorobenzonitrile, I believe this compound will play a more active role in future production and life.

Step 1 4-Fluoro-2-(6-methyl-pyridin-2-ylamino)-benzonitrile 2-Bromo-4-fluoro-benzonitrile (1.0 g, 5.0 mmol), 6-methyl-pyridin-2-ylamine (540 mg, 5.0 mmol) and Cs2C03 (4.88 g, 15.0 mmol) were dissolved in dioxane (30 mL), then the reaction mixture was de-gassed with nitrogen (purged through the solution for 5 min). Pd2dba3 (229 mg, 0.25 mmol) and Xantphos (289 mg, 0.5 mmol) were added under nitrogen and the mixture heated to 90 C for 4 h. The reaction mixture was cooled, filtered and the filter cake washed with EtOAc (20 mL). The combined filtrates were concentrated under reduced pressure to give a crude residue that was purified by chromatography (silica, 10% to hexane to 15 % EtOAc in hexanes) to give 4-fuoro-2-(6-methyl-pyridin-2-ylamino)-benzonitrile (470 mg, 41 %) as white solid. MS (EI/CI) m/z: 228.2 [M + H].

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-Bromo-4-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BHAGIRATH, Niala; KENNEDY-SMITH, Joshua; LE, Nam, T.; LUCAS, Matthew, C.; PADILLA, Fernando; SOTH, Michael; WO2014/60371; (2014); A1;,
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Application of 64248-62-0, The chemical industry reduces the impact on the environment during synthesis 64248-62-0, name is 3,4-Difluorobenzonitrile, I believe this compound will play a more active role in future production and life.

3-Fluoro-4-(4-formyl-phenoxy)-benzonitrile Stir a mixture of 4-hydroxy-benzaldehyde (50 g, 1.00 equiv, 409.4 mmol) and 3,4-difluoro-benzonitrile (56.96 g, 1.00 equiv) in DMA (750 mL) at 23 C. until completely dissolved. Add potassium carbonate (1.5 equiv, 84.88 g) and heat the mixture at 100 C. for 3 h. Cool to room temperature. Pour the reaction mixture over H2O-ice (1.5 L). Filter the solid over filter paper, wash the solid with water twice, and dry under reduced pressure to obtain Intermediate 1. (82.40 g, 83% yield). MS (APCI): (M+-1) 240.0

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, 3,4-Difluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Buezo, Nuria Diaz; Pedregal-Tercero, Concepcion; McKinzie, David Lee; Mitch, Charles Howard; US2009/186873; (2009); A1;,
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Related Products of 49674-16-0, 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. 49674-16-0, name is 5-Amino-3-bromobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3-amino-5-bromo-benzonitrile (1.4 g, 7.1 mmol) in dioxane (8 mL)/ water (2mL) was added I -methyl-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl) pyrazole (1.8 g, 8.5mmol), [1,1 ?-bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex withdichloromethane (0.5 g, 0.7 mmol) and Na2CO3 (1.5 g, 14.2 mmol). The reaction was heatedto 120 C for 16 h under nitrogen atmosphere. After cooling to room temperature, the reactionmixture was filtered and concentrated in vacuo. The residue was purified by silica gel 92%) as a brown solid. LCMS MZ (M+H) 199.

The synthetic route of 5-Amino-3-bromobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (2016); A1;,
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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. 5922-60-1, name is 2-Amino-5-chlorobenzonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Amino-5-chlorobenzonitrile

Add 2-amino-5-chlorobenzonitrile (152 mg, 1 mmol), benzyl alcohol (108 mg, 1 mmol),Fe (NO3) 3 · 9H2O (40.4 mg, 0.10 mmol), TEMPO (15.6 mg, 0.10 mmol),t-BuOK (224mg, 2equiv) and 2mL of toluene were sequentially added to a 25mL reaction tube, and the reaction mixture was reacted under reflux for 12h and cooled to room temperature;Ethyl acetate was added to dilute the reaction solution, and then washed three times with water, and then the organic phase was separated.After drying over anhydrous magnesium sulfate, the solvent was removed by rotary evaporation under reduced pressure to obtain a crude product;The crude product was purified by column chromatography with petroleum ether / ethyl acetate to obtain a pure product with a yield of 74%.

The synthetic route of 5922-60-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing University of Science and Technology; Li Bindong; Hu Yongke; (12 pag.)CN110357823; (2019); A;,
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Synthetic Route of 13338-63-1, 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. 13338-63-1, name is 3,4,5-Trimethoxyphenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Using the method of synthesizing an intermediate similar to that of Example 1,Take 3,4,5-trimethoxyphenylacetonitrile (5) 0.01 mol, 0.01 mol of 3-fluorobenzaldehyde and 20 mL of methanol into a 50 mL three-necked flask.Stirring to 60 C, adding 0.005 mol of sodium methoxide, constant temperature reaction 4-6 h,TLC scanning and detection, after the reaction is completed, it is cooled to room temperature, filtered, washed with water, dried, and recrystallized from methanol to obtain a pale yellow solid.Yield: 40.4%,

The chemical industry reduces the impact on the environment during synthesis 3,4,5-Trimethoxyphenylacetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yanbian University; Bu Gonggaofamingren; (14 pag.)CN108503561; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 3672-47-7, name is 3-(4-Methoxyphenyl)-3-oxopropanenitrile, 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 3672-47-7, HPLC of Formula: C10H9NO2

General procedure: Under argon atmosphere, the corresponding beta-ketonitrile 2(1 mmol), water (3 mL), the ruthenium(II) complex 1 (0.028 g,0.05 mmol; 5 mol%) and NaO2CH (1.360 g, 20 mmol) were introducedinto a Teflon-capped sealed tube, and the reaction mixturestirred at 100 C for 24e48 h. The solvent was then removed undervacuum and the resulting solid residue purified by flash columnchromatography over silica gel using, unless otherwise stated, amixture of MeOH/EtOAc (1:10) as eluent. Characterization data forthe isolated beta-hydroxyamides are as follows:

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:
Article; Gonzalez-Fernandez, Rebeca; Crochet, Pascale; Cadierno, Victorio; Journal of Organometallic Chemistry; vol. 896; (2019); p. 90 – 101;,
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Reference of 403-54-3, 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. 403-54-3 name is 3-Fluorobenzonitrile, 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.

A solution of 3-fluorobenzonitrile (1 g, 8.26 mmol) in ethanol (12 mL) was cooled to 0-5 C. HCl (gas) was bubbled through the mixture until saturation and the mixture was stirred at RT for 16 h. All volatiles were removed and to the residue was added diethyl ether (20 mL). The obtained suspension was filtered, washed with diethyl ether and dried in vacuo to give the product as colorless solid (1.57 g, 7.71 mmol, 93.4% yield). MS: M=168.2 (M-HCl+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Fluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Bachmann, Stephan; Flohr, Alexander; Zbinden, Katrin Groebke; Koerner, Matthias; Kuhn, Bernd; Peters, Jens-Uwe; Rudolph, Markus; US2013/59833; (2013); A1;,
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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. 2032-34-0, name is 3,3-Diethoxypropanenitrile, A new synthetic method of this compound is introduced below., SDS of cas: 2032-34-0

To a solvent mixture of CF3COOH (1 mL), CHCl3 (0.3 mL) and H2O (0.3 mL), 2-cyanoacetaldehyde diethylacetal (126 muL, 0.842 mmol, 2 eq.) was added, and stirred over night at room temperature.

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; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; Topharman Shangai Co., Ltd.; US2011/263860; (2011); A1;,
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