Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 69395-13-7, name is 4-(2-Hydroxyethyl)benzonitrile, 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 69395-13-7, Recommanded Product: 4-(2-Hydroxyethyl)benzonitrile

Compound 22:Ferrocene (11.0 mg, 0.050 mmol) was added sequentially to a 25 mL two-necked flask,4-cyanobenzene ethanol (43.2 mg, 0.25 mmol),Phenyl silane (109 [mu] L, 0.75 mmol)Tert-butyl hydroperoxide (88 [mu] L, 0.75 mmol)The gas was replaced with dry N2 for 3 times,Finally, dry tetrahydropyran (2.0 mL) was added under N2.The mixture was stirred at room temperature and heated to 80 C to carry out the reaction,Until the thin layer chromatography monitoring of raw materials is completed.At the end of the reaction, 15.0 mL of NaCl solution was added at room temperature,Extracted with ether 15.0mL three times, combined with organic phase decompression steaming,The product was purified by column chromatography in 65% yield.

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; Nanjing Normal University; Han Wei; Zhao Hongyuan; (19 pag.)CN107056732; (2017); 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. 5332-06-9, name is 4-Bromobutanenitrile, A new synthetic method of this compound is introduced below., SDS of cas: 5332-06-9

After 4-bromobutanenitrile (1.48 g, 10 mmol) was dissolved in acetonitrile (30 mL), sodium iodide (6 g, 40 mmol) was added thereto, and the mixture was stirred for 70 minutes at 60C. After the temperature was lowered to room temperature, water (30 mL) was added to the reaction material, and the result was extracted with ethyl acetate (30 mLx2). Excess iodine was removed by washing the organic layer with a 1% aqueous sodium thiosulfate solution, and the organic layer was washed with salted water, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure to give a target compound (1.86 g, 95%). 1H-NMR (300 MHz, CDCl3) delta 2.13 (m, 2H), 2.53 (t, J=13.8Hz, 2H), 3.30 (t, J=13Hz, 2H)

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; Korea Research Institute of Chemical Technology; SON, Jong Chan; KIM, Bong Jin; KIM, Jae Hak; LEE, Ill Young; YUN, Chang Soo; LEE, Sang Ho; LEE, Chong Kgo; (98 pag.)EP2781519; (2014); A1;,
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Some common heterocyclic compound, 621-03-4, name is 2-Cyano-N-phenylacetamide, molecular formula is C9H8N2O, 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. name: 2-Cyano-N-phenylacetamide

General procedure: 10 mmol of 2-cyano-N-phenylacetamides (4, 5), 10 mmol of aromatic aldehyde (6a-h) and malononitrile (7) were dissolved in 20 ml of methanol. The reaction mixture was heated on water bath for 8-16 h using piperidine as catalyst 24 (under TLC analysis). After completion of the reaction, the reaction mixture was cooled to room temperature; separated product was filtered, washed with methanol and crystallized from DMF to afford the desired products 8, 9. The compound 9d is reported in literature.25

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 621-03-4, its application will become more common.

Reference:
Article; Khatri, Taslimahemad T.; Shah, Viresh H.; Journal of the Korean Chemical Society; vol. 58; 4; (2014); p. 366 – 376;,
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17626-40-3, name is 3,4-Diaminobenzonitrile, 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. Recommanded Product: 17626-40-3

General procedure: Hydroximoyl chloride 10 (0.16g, 1mmol) was added slowly by small portions to a solution of the appropriate 1,2-diaminobenzene 3 (0.3g, 1.5mmol) in ethanol (5-10mL) at room temperature. The mixture was stirred at reflux for 0.5h followed by an additional hour at room temperature, diluted with water (10mL) and 0.1M aq HCl (5mL). The heterogeneous mixture was stirred for 1h. The precipitate was filtered, washed with water, and recrystallized from iPrOH/H2O.

The synthetic route of 17626-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Stepanov, Andrei I.; Astrat’ev, Alexander A.; Sheremetev, Aleksei B.; Lagutina, Nataliya K.; Palysaeva, Nadezhda V.; Tyurin, Aleksei Yu.; Aleksandrova, Nataliya S.; Sadchikova, Nataliya P.; Suponitsky, Kyrill Yu.; Atamanenko, Olga P.; Konyushkin, Leonid D.; Semenov, Roman V.; Firgang, Sergei I.; Kiselyov, Alex S.; Semenova, Marina N.; Semenov, Victor V.; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 237 – 251;,
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Electric Literature of 2941-29-9, A common heterocyclic compound, 2941-29-9, name is Cyclopentanone-2-carbonitrile, molecular formula is C6H7NO, 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.

100554] Step A: Preparation of 2-(2-(pyridin-2-yl)hydrazono)cyclopentane-carbonitrile:A solution of 2-hydrazinylpyridine (0.200 g, 1.83 mmol) and 2-oxocyclopentanecarbonitrile (0.200 g, 1.83 mmol) in MeOH (9.16 mL) was treated with concentrated HC1 (0.764 mL, 9.16 mmol) and refluxed for 16 hours. The reaction mixture was concentrated in vacuo, and then partitioned in water and DCM. After phase-separation, the aqueous layer was washed with DCM, basified (saturated NaHCO3, pH 10), and extracted with DCM. The combined organic layers were dried with MgSO4, filtered and concentrated. The crude material was purified by silica column chromatography, eluting with 100percent EtOAc to afford the product (0.289 g, 78.6percent yield). MS (apci) mlz 201.2 (M+H).

The synthetic route of 2941-29-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; ANDREWS, Steven Wade; BLAKE, James F.; BRANDHUBER, Barbara J.; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78325; (2014); A1;,
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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. 872091-83-3, name is Methyl 4-chloro-3-(cyanomethyl)benzoate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 872091-83-3

Step 3: Intermediate 3 [00778j To a solution of Intermediate 2 (920 mg, 4.41 mmol) in MeOH (10 mL) was added H2S04 (4 mL) at 25 C. The mixture was allowed to stir at 60 C for 16 h. The mixture was basified with saturated aqueous Na2CO3 to pH 8 and extracted with DCM. The combined organic layers were dried over anhydrous Na2SO4 and concentrated to afford the title compound as off- white solid (910 mg, 86%). ?H NMR (400 MHz, CDC13): oe 7.97 (d, 1H), 7.46 (d, 1H), 7.90 (dd, 1H), 3.91 (s, 3H), 3.83 (s, 2H), 3.72 (s, 3H).

The synthetic route of 872091-83-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELGENE AVILOMICS RESEARCH, INC.; SANOFI; D’AGOSTINO, Laura Akullian; SJIN, Robert Tjin Tham; NIU, Deqiang; MCDONALD, Joseph John; ZHU, Zhendong; LIU, Haibo; MAZDIYASNI, Hormoz; PETTER, Russell C.; SINGH, Juswinder; BARRAGUE, Matthieu; GROSS, Alexandre; MUNSON, Mark; HARVEY, Darren; SCHOLTE, Andrew; MANIAR, Sachin; WO2014/144737; (2014); A1;,
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Application of 13726-21-1, 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. 13726-21-1, name is 2-(4-Chloro-3-methoxyphenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

KOtBu (370 g, 3.3 mol) was dissolved in THF (1.7 L) and stirred at -20 C. After 30 min, to the reaction mixture was added 2-(4-chloro-3-methoxyphenyl)acetonitrile (13) (240 g, 1.32 mol) in THF (0.5 L) and then the resulting mixture was stirred for additional 30 min at the same temperature. CH3I (563 g, 3.96 mol) was added and the mixture was slowly warm to room temperature over 2 h with mechanical stirring. The reaction mixture was quenched with water in ice-bath and extracted with EtOAc (1.5 L x 2). The combined organic layers were washed with brine (3 L), dried over anhydrous MgS04, filtered and concentrated under reduced pressure to give 2-(4-chloro-3-methoxyphenyl)-2-methylpropanenitrile (14) as a amber liquid (269 g, 97%). 1H NMR (400MHz, CDC13): delta 7.35-7.37 (d, 1H), 7.05 (s, 1H), 6.95-6.97 (d, 1H), 3.94 (s, 3H), 1.72 (s, 6H).

The chemical industry reduces the impact on the environment during synthesis 2-(4-Chloro-3-methoxyphenyl)acetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; EXELIXIS, INC.; BOLLU, Venkataiah; BOREN, Brant, Clayton; DALGARD, Jackline; FLATT, Brenton, T.; HAQ, Nadia; HUDSON, Sarah; MOHAN, Raju; MORRISSEY, Michael; PRATT, Benjamin; WO2011/71565; (2011); A1;,
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Application of 1246213-27-3, 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. 1246213-27-3, name is 2-(2-(Benzyloxy)-5-(tert-butyl)phenyl)-2-methylpropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Pd (OH)2/C (2.0 g) and compound 7 (20.0 g, 0.104 mol) were stirred in MeOH (150 mL) at room temperature under hydrogen at 10 psi pressure for 16-18 hours. The mixture was then filtered through a pad of Celite, and the filtrate was concentrated to give compound 15, which was used in the next reaction without further purification. 1H NMR (DMSO-d6; 400 MHz) delta 9.83 (s), delta 7.24 (s), delta 7.18 (m), delta 6.80 (m), delta 1.71 (s), delta 1.24 (s).

The synthetic route of 2-(2-(Benzyloxy)-5-(tert-butyl)phenyl)-2-methylpropanenitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DEMATTEI, John; LOOKER, Adam, R.; NEUBERT-LANGILLE, Bobbianna; TRUDEAU, Martin; ROEPER, Stefanie; RYAN, Michael, P.; YAP, Dahrika, Milfred Lao; KRUEGER, Brian, R.; GROOTENHUIS, Peter, D.J.; VAN GOOR, Frederick, F.; BOTFIELD, Martyn, C.; ZLOKARNIK, Gregor; WO2010/108162; (2010); 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. 180976-09-4, name is tert-Butyl (cyanomethyl)(methyl)carbamate, A new synthetic method of this compound is introduced below., SDS of cas: 180976-09-4

Preparation of tert-butyl (1-cyano-2-(4-fluorophenyl)ethyl)(methyl)carbamate 1-9 [0119] A mixture of tert-butyl (cyanomethyl)(methyl)carbamate (500 mg, 2.94 mmol) in THF (3 mL) was stirred at -78 oC under N2. LDA (2.203 ml, 4.41 mmol) and DMPU (1.417 ml, 11.75 mmol) were added dropwise at -78 oC. The reaction mixture was stirred at this temperature for 1 h. 1-8 (833 mg, 4.41 mmol) was added dropwise at -78 oC. The mixture was stirred at -78 oC for 1 h. The mixture was diluted with EtOAc (100 mL), washed with aq. NH4Cl (100 mL), dried over Na2SO4, filtered and the solvent was evaporated under reduced pressure. The residue was purified by prep-TLC (PE: EA = 10:1) to give 1-9. [0120] 1H NMR (CDCl3, 400 MHz) delta 7.177.02 (m, 2H), 7.006.98 (m, 2H), 5.355.02 (m, 1H), 3.112.90 (m, 5H), 1.561.42 (m, 9H).

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; MERCK SHARP & DOHME CORP.; ROECKER, Anthony, J.; LAYTON, Mark, E.; GRESHOCK, Thomas, J.; PERO, Joseph, E.; KELLY, Michael, J., III; ZHANG, Ting; (75 pag.)WO2017/165204; (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. 50743-32-3, name is 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 50743-32-3

REFERENCE EXAMPLE b 1 In carbon tetrachloride (300 ml) was suspended 6-isopropyl-4-oxo-4H-1-benzopyran-3-carbonitrile (10.65 g). To the suspension was added N-bromosuccinimide (8.90 g). The mixture was subjected to reflux for two hours under irradiation of infrared ray lamp (Toshiba, 100 V, 375 WR). The resultant was then cooled to room temperature, followed by removal of insolubles by filtration. The filtrate was concentrated under reduced pressure. The concentrate was dissolved in ethyl acetate (150 ml), which was washed with water three times, dried and concentrated. The precipitating crystals were collected by filtration to give 6-(1-bromo-1-methylethyl)-4-oxo-4H-1-benzopyran-3-carbonitrile as colorless prisms (7.0 g). Melting point: 115-117 C.

According to the analysis of related databases, 50743-32-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4716167; (1987); A;,
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