Month: August 2021

Electric Literature of 151-18-8,Some common heterocyclic compound, 151-18-8, name is 3-Aminopropanenitrile, molecular formula is C3H6N2, 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.

To a solution of 1-bromo-3-iodobenzene (4.0 g, 14.1 mmol) in DMSO (40 mL) were added 3-aminopropanenitrile (1.5 mL, 20 mmol) , cuprous iodide (2.8 g, 15 mmol) , cesium carbonate (7.0 g, 21.5 mmol) and N, N-dimethylglycine (1.5 g, 14 mmol) in turn. The mixture was stirred at 70 for 5 h and quenched with water (40 mL) . The resulting mixture was extracted with DCM (40 mL × 3) . The combined organic layers were dried over anhydrous Na2SO4and concentrated in vacuo. The residue was purified by silica gel column chromatography eluted withPE/EtOAc (v/v) 2/1 to give a light yellow oily product (3.0 g, 94) .[0990]MS (ESI, pos. ion) m/z: 225.0, 227.0 [M+1]+

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

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; ZHANG, Yingjun; CHENG, Changchung; HUANG, Jiuzhong; BAI, Shun; REN, Xingye; LI, Zhi; ZHOU, Youbai; (368 pag.)WO2016/615; (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. 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, A new synthetic method of this compound is introduced below., name: 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile

To a 100 mL flask2,4-Bis (alpha,alpha -dimethylbenzyl) -2-yloxy) -3,5,6-trichloro-phthalonitrile (1 g), 3,4,5,6-Tetrachlorophthalonitrile 1,8-Diazabicycloundec-7-ene (0.8 g), 1-pentanol (7 g) and zinc acetate (0.2 g) were added and stirred while heating to 140 ° C. After completion of the reaction, the mixture is concentrated and purified by column chromatography.The liquid obtained after purification is concentrated to obtain a solid. The crystallized solid is vacuum-dried to obtain a compound represented by the following formula (6).

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; Samsung SDI Co., Ltd; Jeong Ui-su; Seo Hye-won; Shin Myeong-yeop; Han Gyu-seok; (40 pag.)KR2019/13136; (2019); A;,
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Related Products of 1885-38-7,Some common heterocyclic compound, 1885-38-7, name is (E)-Cinnamonitrile, molecular formula is C9H7N, 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: Under a nitrogen atmosphere, a mixture of [RhCl(C2H4)2]2 (1.8 mg,0.0045 mmol) and ligand L1f (3.7 mg, 0.0099 mmol) in toluene(1 mL) was stirred at r.t. for 15 min, at which time arylboronic acid(0.60 mmol) was added, followed by cyanoalkenes (0.30 mmol),aqueous KOH (0.75 M in H2O, 0.20 mL, 0.15 mmol) and toluene(1 mL). The reaction was stirred at 80 C for 12 h, after which thereaction mixture was concentrated in vacuo and purified by silica gelflash column chromatography (petroleum ether/ethyl acetate as eluent)to give the product

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

Reference:
Article; Xue, Feng; Zhu, Yong; Qi, Xiaolei; Journal of Chemical Research; vol. 42; 6; (2018); p. 300 – 304;,
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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. 19179-31-8, name is 3,5-Dimethoxybenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 19179-31-8

General procedure: A mixture of nitrile (1 mmol), sodium azide (1.5 mmol), Cu complex catalyst (0.4 mol%) and DMF (3 mL) was taken in a round-bottomed flask and stirred at 110 C temperature. After completion of the reaction the catalyst was separated from the reaction mixture with an external magnet and reaction mixture was treated with ethyl acetate (2 × 20 mL) and 1 N HCl (20 mL). The resultant organic layer was separated and the aqueous layer was again extracted with ethyl acetate (2 × 15 mL). The combined organic layers were washed with water, concentrated, and the crude material was chromatographed on silica gel (Hexane-EtoAc, 1:1) to afford the pure product.

The synthetic route of 19179-31-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Esmaeilpour, Mohsen; Javidi, Jaber; Nowroozi Dodeji, Fatemeh; Mokhtari Abarghoui, Mehdi; Journal of Molecular Catalysis A: Chemical; vol. 393; (2014); p. 18 – 29;,
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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. 60710-80-7, name is 3-Amino-4-methylbenzonitrile, A new synthetic method of this compound is introduced below., Quality Control of 3-Amino-4-methylbenzonitrile

General procedure: NaNO2 aqueous solution (13.80g, 0.2mol, 32.20mL) was added dropwise to a mixture of 3a (21.40g, 0.2mol), H2O (190mL), and 12N HCl aqueous solution (50mL, 0.6mol) at 0C. The mixture was stirred at 0C for 30min and then was filtered. The precooled NaBF4 (24.20g, 0.22mol) dissolved in H2O (90mL) was added to the filtrate and kept stirring at 0C for an additional 40min. The precipitate was collected by filtration, washed with cold ethanol (50mL×3), cold ethylether (50mL×3), and concentrated in vacuo to deliver diazonium salt (19.19g) as a yellow solid. To a solution of diazonium salt (19.19g, 0.093mol) in CHCl3 (231mL), KOAc (15.15g, 0.155mol) was added. The mixture was stirred at room temperature for 4h. Afterwards, the reaction was quenched with water (200mL) and extracted with CH2Cl2 (70mL×3). The organic phase was washed with brine (50mL×3), dried over anhydrous Na2SO4, and concentrated under reduced pressure. The obtained crude residue was purified by recrystallization to give the title compound 7.51g.

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:
Article; Song, Pinrao; Chen, Ming; Ma, Xiaodong; Xu, Lei; Liu, Tao; Zhou, Yubo; Hu, Yongzhou; Bioorganic and Medicinal Chemistry; vol. 23; 8; (2015); p. 1858 – 1868;,
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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. 36282-26-5, name is 2-Bromo-4-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Product Details of 36282-26-5

10235] Thetitle compound of Example 1 (9.8g, 55.3 mmol) and 2-bromo-4-fluorobenzonitrile (13.27 g, 66.4 mmol) are dissolved in anhydrous dimethylformamide (DMF, 300 mL). To this is added sodium hydride (95%, 2.79 g, 111 mmol) and the reaction is stirred at 550 C. for 1 hour. The reaction mixture is cooled to room temperature and water is added. A tan solid precipitated which is filtered, washed with water and ether and then dried in vacuo.

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; Hall, Steven E.; (44 pag.)US2015/329493; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, 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 501-00-8, Formula: C8H6FN

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.

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; 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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Some common heterocyclic compound, 49674-15-9, name is 3-Bromo-5-nitrobenzonitrile, molecular formula is C7H3BrN2O2, 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. SDS of cas: 49674-15-9

Example 96 -(2,4-dimethoxypyrimidin-5-yl)-4-((3-((4-fluorophenyl)amino)-5-(2H-tetrazol-5- yl)phenyl)amino)quinoline-3-sulfonamide 3-((4-fluorophenyl)amino)-5-nitrobenzonitrile. To a suspension of 3-bromo-5- nitrobenzonitrile (500 mg, 2.202 mmol), 4-fluoroaniline (245 mg, 2.202 mmol), dicyclohexyl(2′,4′,6′-triisopropyl-[1 ,1 ‘-biphenyl]-2-yl)phosphine (105 mg, 0.220 mmol) and cesium carbonate (1076 mg, 3.30 mmol) in ferf-butanol (2 ml.) and toluene (10 ml.) was added palladium(ll) acetate (9.89 mg, 0.044 mmol). The mixture was heated in a microwave synthesiser at 120 C for one hour. After cooling, the reaction was filtered and organic solvent was removed under reduced pressure. The resulting brown oil was purified by flash chromatography (silica gel, 0-100% ethyl acetate in hexanes) to afford 3-((4-fluorophenyl)amino)-5- nitrobenzonitrile (355 mg, 1.380 mmol, 62.7 % yield) as a yellow solid. 1H NMR (400 MHz, DMSO-d6) ppm 7.19 – 7.30 (m, 4 H) 7.60 (dd, J=2.27, 1.26 Hz, 1 H) 7.89 (t, J=2.15 Hz, 1 H) 7.94 – 7.99 (m, 1 H) 9.06 (s, 1 H). LCMS (ES+) m/e 258 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 49674-15-9, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROWN, Kristin, K.; CHAI, Deping; DODSON, Christopher, S.; DUFFY, Kevin, J.; SHAW, Antony, Nicholas; WO2013/96151; (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. 55877-79-7, name is 5-Chloro-2-methoxybenzonitrile, A new synthetic method of this compound is introduced below., name: 5-Chloro-2-methoxybenzonitrile

Exam le 10Molecular Weight: 167.6 Molecular Weight: 201 .7[00304] In a 3 -neck 100 mL round-bottomed flask, on magnetic stirrer, slurry of sodium hydrosulfide hydrate (4.33 g, 2.0 eq) and magnesium chloride hexahydrate(1.52 g, 1.0 eq.) in DMF(15mL) was added. 3-Chloro-5-methoxybenzonitrile (1.25 g, 1.0 eq) was added in one portion and the reaction mixture was stirred at room temperature for 1- 2 h. The progress of reaction was followed by TLC using ethyl acetate: hexane (1 : 1) as mobile phase. The resulting green slurry was poured in 150 mL water and the resulting precipitates were collected by filtration. The crude product was re-suspended in 1 N HC1 and stirred for 45 min., then filtered and washed with water to give intermediate- 1 (1.2 g, 80%). Mass/LCMS: 202.0.

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; KARYOPHARM THERAPEUTICS, INC.; SHECHTER, Sharon; KAUFFMAN, Michael; SANDANYAKA, Vincent, P.; SHACHAM, Sharon; WO2011/109799; (2011); 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 1141894-75-8 as follows. Application In Synthesis of 4-(Aminomethyl)-3-(trifluoromethyl)benzonitrile

General procedure: Biotransformations were performed in vitro using CoA ligases (phi, PhCL, CBL and ipfF) in combination with N-acyltransferases (CASHT and HolE) as purified proteins. The enzyme activity was evaluated towards a small panel of acids and amines (figure 2 & 6). Reactions were prepared in 1.5 ml Eppendorf tubes according to table 9 and incubated overnight at 21 C with shaking 700 rpm in an Eppendorf thermomixer. Reactions containing no N-acyltransferase served as a negative control. A summary of the reactions evaluated is presented in table 10, the associated LC-MS traces for successful reactions which yielded amide product are shown in figure 9. There was a background chemical reaction between the CoA ester corresponding to acid 7 with amines 23, 30 and 32, which was observed in the negative control. There was no detectable increase over the background in the corresponding N-acyltransferase (HolE) reactions; therefore amines 23, 30 and 32 are not substrates for HolE. Nonetheless, sixteen of the reactions screened were successful and yielded structurally diverse amide products in good yields.

According to the analysis of related databases, 1141894-75-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; LOVELOCK, Sarah, Louise; (66 pag.)WO2018/29097; (2018); A1;,
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