Tag: M.W=100-200

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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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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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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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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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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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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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 455-18-5 as follows. Safety of 4-(Trifluoromethyl)benzonitrile

General procedure: Benzonitrile 1a (1 mmol), Na2S*9H2O (1.2 mmol) and DMF (1 mL) were added into a 10 mL bottle. The reactor was placed in a heating magnetic stirrer at 130 C. After 2.5 h, by adding about 3 mL H2O after the reaction to disperse the solid product, the reaction mixture was extracted with EtOAc (3 x 3 mL), and the mixture was purified by column chromatography.

According to the analysis of related databases, 455-18-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cao, Xian Ting; Yang, Huiyong; Zheng, Hui; Zhang, Pengfei; Heterocycles; vol. 96; 3; (2018); p. 509 – 517;,
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These common heterocyclic compound, 34667-88-4, name is 2-Fluoro-4-nitrobenzonitrile, 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. Product Details of 34667-88-4

To 2-fluoro-4-nitrobenzonitrile (8.5 g, 51.2 mmol) was added 10% palladium on carbon (0.5 g) and EtOAc (42.5 mL) and EtOH (170 mL) and the reaction was hydrogenated at 50 psi for 1 h. The reaction was filtered through Celite and the reaction mixture was concentrated to afford 6.7 g (96% yield) as a light brown solid. LCMS m/z 135.1[M + H]+.

The synthetic route of 2-Fluoro-4-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/157162; (2008); A1;,
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Electric Literature of 159847-81-1, 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. 159847-81-1 name is Methyl 2-amino-5-cyanobenzoate, 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.

Methyl [2-AMINO-5-CYANOBENZOATE] (5.0 g, 28.41 mmol) was dissolved in MeOH (105 mL). Then 6M [NAOH] (14 mL) was added. The resulting mixture was stirred at RT O/N. The reaction mixture was diluted with H20 (143 mL), washed with DCM to remove any unreacted S. M. The product was precipitated from aqueous layer by addition of conc. [HC1] to pH 1 and extracted with EtOAc (3 x 100 mL). The combined organic layers were dried over MgS04 Solid was removed by filtration, and filtrate was concentrated to dryness under reduced pressure. The light yellow product was obtained in the yield of 94%. [‘H NMR] (300 MHz, DMSO-d6) 8 8.08 (d, 1H), 7.56 (dd, [1H),] 7.50 (br), 6.85 (d, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-amino-5-cyanobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18428; (2004); A1;,
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Electric Literature of 1080-74-6, These common heterocyclic compound, 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, 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.

2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile (2 g, 10.30 mmol, M = 194.19 g/mol) andfurfural (0.99 g, 0.85 mL, 10.30 mmol, M = 96.08 g/mol, d = 1.16) were dissolved in ethanol (50 mL)and the solution was heated at 80 C for 5 min. An orange precipitate formed. After cooling, it wasfiltered off, washed several times with ethanol, then pentane and dried under vacuum (2.33 g, 83%yield, orange solid).

The synthetic route of 1080-74-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bonardi, Aude-Heloise; Dumur, Frederic; Duval, Sylvain; Gigmes, Didier; Lalevee, Jacques; Noirbent, Guillaume; Xu, Yangyang; Molecules; vol. 25; 10; (2020);,
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