Month: November 2020

Adding a certain compound to certain chemical reactions, such as: 6136-68-1, name is 3-Acetylbenzonitrile, 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 6136-68-1, 6136-68-1

6M Sodium hydroxide (25 mL) was added to 3-acetylbenzonitrile (850 mg, 5.82 mmol) in methanol (25 mL) and then heated at [90C] overnight. After concentrating the reaction mixture, the aqueous layer was washed with dichloromethane (2x), then acidified [PH-3] with 12M HC1. The precipitate was extracted with ethyl acetate then washed with water and saturated brine, dried over anhydrous sodium sulfate filtered and concentrated to afford 3-ethylbenzoic acid as a colorless oil; 0.800g (92%). 1H NMR [(CDC13)] 8 [(PPM)] : 8.70 (s, 2H), 8.33 (d, 2H), 8. 24 (d, 2H), 7.64 (t, 1H), 2.70 (s, 3H).

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-Acetylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRA ZENECA AB; NPS PHARMACEUTICALS, INC.; WO2004/14881; (2004); A2;,
Nitrile – Wikipedia,
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2973-50-4, 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 2973-50-4 as follows.

General procedure: N,N’-di(2-fluorophenyl)-4-methoxyl-isophthalamide(1a): Equipped a stirrer in a three-necked flask (100 ml), to a mixture of 2-fluoroaniline (1.11 g, 10.0 mmol),anhydrous tetrahydrofuran (15 ml) and dry pyridine (1 ml), dropwise added 4-methoxyl-isophthaloyl dichloride (1.17 g, 5.0 mmol) which had been dissolved in dry tetrahydrofuran (10 ml). After the mixture reaction at room temperature for 8 h under continuous stirring, the excess tetrahydrofuran was distilled off in vacuum. The residue was recrystallized by acetone. Its melting point is 204-206 C, and yield is 67%. The other compounds 1b-1j, 2a-2k, 3a-3l and 4a-4h were prepared in the same manner.

According to the analysis of related databases, 2-(2-Aminophenyl)acetonitrile, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Xiu Jie; Shi, Xin Xin; Zhong, Yong Liang; Liu, Ning; Liu, Kai; Bioorganic and medicinal chemistry letters; vol. 22; 21; (2012); p. 6591 – 6595,5;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, 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 6011-14-9, 6011-14-9

A solution of 4-(2-((6-carboxy-2-(3,4-dichloro-5-methyl-1H-pyrrole-2-carboxamido)benzo[d]thiazol-4- yl)oxy)ethyl)morpholin-4-ium chloride (Example 10) (19 mg, 0.035 mmol) in N,N-dimethylformamide (4 mL) was cooled to 0 C and then EDC (8 mg, 0.042 mmol), HOBt (6 mg, 0.046 mmol) and N- methylmorpholine (12 muL, 0.106 mmol) were added and the reaction mixture stirred for 20 min at 0 C. Then aminoacetonitrile hydrochloride (5 mg, 0.053 mmol) was added and reaction mixture stirred overnight at room temperature. The solvent was evaporated in vacuo, to the residue ethyl acetate (10 mL) and 1M HCl (10 mL) were added after which the precipitate formed. The solid was filtered off and dried. Yield: 14 mg (68.0%); beige solid. (0686) 1H NMR (400 MHz, DMSO-d6) d 2.29 (s, 3H), 3.25-3.34 (m, 2H), 3.62-3.73 (m, 4H), 3.76-3.88 (m, 2H), 4.01-4.10 (m, 2H), 4.36 (d, J = 5.4 Hz, 2H), 4.71 (t, 2H), 7.62 (d, J = 1.5 Hz, 1H), 8.21 (d, J = 0.5 Hz, 1H), 9.40 (t, J = 5.5 Hz, 1H), 10.93 (s, 1H), 12.20 (s, 1H), 12.78 (s, 1H). (0687) HRMS (ESI+) m/z for C22H23Cl2N6O4S ([M+H]+): calculated 537.0873, found 537.0861.HPLC: tr 4.313 min (96.9 % at 254 nm, 97.7 % at 280 nm), method A

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-Aminoacetonitrile hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERZA V LJUBLJANI; MTA SZEGEDI BIOLOGIAI KUTATOKOeZPONT; HELSINGIN YLIOPISTO; TOMA?IC, Tihomir; ZIDAR, Nace; DURCIK, Martina; ILA?, Janez; ZEGA, Anamarija; DURANTE CRUZ, Cristina; TAMMELA, Paeivi; PAL, Csaba; NYERGES, Akos Jozsef; KIKELJ, Danijel; MA?IC, Lucija Peterlin; (116 pag.)WO2020/48949; (2020); A1;,
Nitrile – Wikipedia,
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4640-67-9, Name is 3-(4-Fluorophenyl)-3-oxopropanenitrile, 4640-67-9, 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.

According to the method described in Embodiment 1,Add 1f (0.5 mmol, 82 mg), 2a (1.25 mmol, 173 mg) to a 15 mL pressure tube. Dichloro(pentamethylcyclopentadienyl)rhodium(III)dimer (0.025 mmol, 15 mg), copper acetate monohydrate (1 mmol, 200 mg), cesium acetate (0.25 mmol, 48 mg) and 1,2-Dichloroethane (2 mL) was sealed under an air atmosphere, and then placed in an oil bath at 80 C for 14 h. The reaction was quenched with 10mL of water was added, extracted with ethyl acetate (10mL ¡Á 3),The organic phase was washed successively with water and saturated brine and dried over anhydrous sodium sulfate. Filtration, rotary evaporation, over silica gel (petroleum ether/ethyl acetate = 5/1) to give a yellow solid column 3fa (141mg, 81%).

Statistics shows that 3-(4-Fluorophenyl)-3-oxopropanenitrile is playing an increasingly important role. we look forward to future research findings about 4640-67-9.

Reference:
Patent; Henan Normal University; Fan Xuesen; Guo Chenhao; Zhang Beibei; Zhang Xinying; Li Bin; (17 pag.)CN108997298; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

1953-99-7, A common compound: 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, 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.

In a 100 ml flask, 3,4,5,6-tetrachlorophthalonitrile (5 g), 2-phenylphenol (3.201 g), K2CO3 (3.898 g)And acetonitrile (50 ml), and reflux while heating. After completion of the reaction, the mixture was filtered, washed with tetrahydrofuran (THF)The resulting solid was dissolved in a small amount of dichloromethane and then hexane was added thereto to obtain a solid (4- (biphenyl-2-ylamino) -3,5,6-trichlorophthalonitrile). At this time, the obtained solid was washed several times, filtered and vacuum dried.

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, 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Cheil Industries Co., Ltd.; Choe, Say Young; Kwon, JaeYoung; Park, Uhn B; Lee, Jong Son; Lee, Chang Ryul; Jong, Ju Ho; Choe, Mi Jin; Choe, Sung Gip; Hyung, Gyung Hee; (28 pag.)KR2015/130131; (2015); A;,
Nitrile – Wikipedia,
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622-75-3, A common compound: 622-75-3, name is 2,2′-(1,4-Phenylene)diacetonitrile, 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.

Weigh 1,4-benzenediacetonitrile 0.807 g (5.17 mmoL) was dissolved in 20 mL of ethanol,Add NaOH for 0.5h, weighed the first step of the synthesis of the product 3g (10.3mmoL) added to the flask for 3h,The reaction solution was washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure,To give 2.75 g of a pale yellow solid;

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, 2,2′-(1,4-Phenylene)diacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hefei University of Technology; LU, HONG BO; ZHANG, SHAN NA; YANG, JIA XIANG; LU, GUO QIANG; QIU, LONG ZHEN; ZHANG, GUI YU; XU, WEI; (11 pag.)CN103641742; (2016); B;,
Nitrile – Wikipedia,
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3939-09-1, 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. 3939-09-1, name is 2,4-Difluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

1-(2-Cyano-5-fluoro-phenyl)-1H-1,2,4-triazole-3-carboxylic acid methyl ester. To a solution of methyl 1H-1,2,4-triazole-3-carboxylate (27 g, 215 mmol) in dimethylformamide (170 mL) was added sodium hydride (5.53 g, 95%, 217 mmol) and the mixture was stirred for 30 min. Added to this was 2,4-difluorobenzylnitrile (30 g, 217 mmol) and the resulting mixture stirred at room temp for 60 h. The mixture was diluted with water and filtered to remove solids. The solution was extracted with ethyl acetate and the organic phase was washed with water (3¡Á’s) and brine, then dried (Na2SO4) and concentrated. The resulting residue was purified by flash chromatography (SiO2) eluting with 30% tetrahydrofuran/20% CH2Cl2/50% hexane to give the title compound as white needles (5.34 g, 10% yield). 1H-NMR (300 MHz, CDCl3) delta ppm: 8.92 (1H, s), 7.85 (1H, dd, J=8.8, 5.5 Hz), 7.67 (1H, dd, J=8.8, 2.6 Hz), 7.34-7.27 (1H, m), 40.3 (3H, s). LCMS [M+H]+ calcd for C11H8N4FO2: 247.06. found: 247.11.

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; Bristol-Myers Squibb Company; US2007/129379; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

17216-62-5, 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. 17216-62-5, name is Diethyl 2-(2-cyanoethyl)malonate, A new synthetic method of this compound is introduced below.

241 kg of the above intermediate, 1200 kg of isopropyl alcohol and 28 kg of catalyst Raney Co were placed in a 2-liter stainless steel autoclave. After replacing the air in the kettle with hydrogen,Press the hydrogen pressure to 25kg/cm2, turn on the stirring, and slowly raise the temperature to 70 C with jacketed steam.Above, the oxygen inhalation reaction begins to exotherm. At this point, turn on the cooling water to cool.The reaction temperature was controlled to rise smoothly to 90-100 C, and the introduction of hydrogen gas was controlled to stabilize the pressure at 35-40 kg/cm 2 .After 4.5 hours, the hydrogen absorption was stopped and the reaction was continued at 100 C, 35 kg / cm 2 for 1 hour.The material in the autoclave was cooled to 44 C with cooling water, and after the residual hydrogen pressure was vented,Press the material to the filter with N2 gas.The Raney Co catalyst was recovered by filtration under N2 gas protection.The filtrate was introduced into a 2000 liter glass-line distillation crystallization kettle, and heated under stirring.The solvent isopropanol was distilled off. Then add 660 kg of petroleum ether while stirring for 0.5 hour.The crystals are gradually cooled, and the stirring is intermittently started to prevent the product from being easily discharged from the bottom of the kettle after agglomeration. After the completion of the crystallization, the mixture was centrifuged and dried to give 184 kg of a white solid. The content of HPLC detection was 99.6%, and the hydrogenation reaction yield was 96.4%.The total yield of the two-step reaction was 79.2%.

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 Jingwei Chemical Technology Co., Ltd.; Yao Husheng; Zhao Zhulin; Zhang Ming; Chen Bo; (6 pag.)CN108484484; (2018); A;,
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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. 79463-77-7, name is Diphenyl N-cyanocarbonimidate, A new synthetic method of this compound is introduced below., 79463-77-7

6.1 To a solution of 4-(2-keto-1-benzimidazolinyl)piperidine (1.3 g; 5.98 mmol) in acetonitrile was added diphenyl N-cyanocarbonimidate (1.56 g; 6.55 mmol; 1.1 equiv). The reaction mixture was stirred at 60 C. for 48 h under nitrogen atmosphere and then concentrated under reduced pressure. The crude product was suspended in ethyl acetate (50 mL) and a saturated aqueous solution of sodium bicarbonate (50 mL) and stirred overnight at room temperature. The solid was collected by filtration and dried to give N-cyano-4-(2-oxo-2,3-dihydro-benzoimidazol-1-yl)-piperidine-1-carboximidic acid phenyl ester (1.85 g; 85%) as a white solid.

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; Icagen, Inc.; US2003/171360; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

185147-08-4, The chemical industry reduces the impact on the environment during synthesis 185147-08-4, name is 4-Fluoro-3-methylbenzonitrile, I believe this compound will play a more active role in future production and life.

7.00 g (51.8 mmol) 4-fluoro-3-methyl-benzonitrile are heated to 110¡ã C. together with 1-N-methyl-[1,4]diazepan for 1 week with stirring. After evaporation i. vac. the residue is separated on aluminium oxide (eluant: dichloromethane) and the corresponding fractions are again purified on silica gel (eluting gradient: dichloromethane/methanol 100:1->9:1). Yield: 1.70 g (14percent) C14H19N3 (229.33) Mass spectrum: (M+H)+=230 Rf value: 0.25 (silica gel; dichloromethane/methanol=9:1)

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

Reference:
Patent; Boehringer Ingelheim International GmbH; US2005/203078; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts