Month: February 2021

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. 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 103146-25-4

In a 200-ml four-necked flask equipped with a stirrer and a thermometer, 1.5 g [(4.] [38] m mol) of [()-4- [4-DIMETHYLAMINO-1- (4′-FLUOROPHENYL)-1-HYDROXYBUTYL]-3-] hydroxymethylbenzonitrile was dissolved in 30 ml of toluene, then 0.45 g of Novozym 435 (product [OF NOVOZYMES),] 0.347 g (4.38 m mol) of pyridine, 4.38 m mol of various kinds of acids and 1.00 g (8.76 m mol) of vinyl butyrate were added, and stirred at [40C] for between 16 and 21.5 hours. The result is shown in Table 4. Example 6 In a 200-ml four-necked flask equipped with a stirrer and a thermometer, 3.0 g [(8.] 76 m mol) of [( : L)-4- [4-DIMETLIYLAMINO-L- (41-FLUOROPHENYL)-L-HYDROXYBUTYL]-3-] hydroxymethylbenzonitrile was dissolved in 30 ml of toluene, then 0.9 g of Novozym [435] (product [OF NOVOZYMES),] 0.693 g (8.76 m mol) of pyridine, 8.76 m mol of various kinds of acids and 2.00 g (17.52 m mol) of vinyl butyrate were added, and stirred at [40C] for between 15.5 and 16.5 hours. The results are shown in Table 5.

The synthetic route of 103146-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; WO2004/14821; (2004); A1;,
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Synthetic Route of 77-57-6, 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. 77-57-6, name is 1-Phenylcyclopentanecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A 40 ml vial was charged with substrate (0.3 mmol, 1.0 equiv.), Mn(CF3-PDP) 1 (0.03 mmol, 10 mol%), ClCH2CO2H (425 mg, 4.5 mmol, 15.0 equiv.) and a stir bar. Acetonitrile (MeCN, 0.6 ml, 0.50 M) was added along the wall to ensure all compounds were washed beneath the solvent level and the vial was sealed with a screw cap fitted with a polytetrafluoroethylene (PTFE)/silicone septum. The vial was cooled to 0 C with an ice/water bath. A separate solution of H2O2 ((204 mg, 3.0 mmol, 10.0 equiv.), 50% (wt) in H2O, purchased from Sigma-Aldrich) in MeCN (3.75 ml) was loaded into a 10 ml syringe fitted with a 25 G needle and added dropwise to the stirring reaction over 3 h via a syringe pump (1.25 ml h-1 addition rate) while maintaining the reaction vial at 0 C. On completion, the reaction mixture was concentrated to a minimum amount of solvent. The residue was dissolved in ~20 ml dichloromethane (DCM) and washed with 9 ml sat. NaHCO3 solution (caution: CO2 released) to remove ClCH2CO2H. The aqueous layer was extracted with ~15 ml DCM twice and the combined organic layer was dried with Na2SO4. The filtrate was concentrated and purified by flash chromatography on silica gel.

The chemical industry reduces the impact on the environment during synthesis 1-Phenylcyclopentanecarbonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhao, Jinpeng; Nanjo, Takeshi; de Lucca, Emilio C.; White, M. Christina; Nature Chemistry; vol. 11; 3; (2019); p. 213 – 221;,
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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. 4110-35-4, name is 3,5-Dinitrobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 3,5-Dinitrobenzonitrile

Preparation 133 A suspension of 3,5-dinitrobenzonitrile (2.75g) in methanol (15ml) and tetrahydrofuran (15ml) was hydrogenated over 10 % palladium on carbon (50% wet) under hydrogen atmosphere for 6 hours. The catalyst was filtered off. The filtrate was concentrated, purified with silica gel column chromatography and eluted with dichloromethane in 0-1% methanol to give 3-cyano-5-nitroaniline (951mg). ESI-mass;m/z162.3(M-H+) 1H-NMR(DMSO-d6): delta;6.33(2H,s), 7.24(1H,s), 7.6-7.8(2H,m)

The synthetic route of 4110-35-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJISAWA PHARMACEUTICAL CO., LTD.; EP1264820; (2002); A1;,
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These common heterocyclic compound, 79630-23-2, name is 3-Bromo-4-fluorobenzonitrile, 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. Recommanded Product: 3-Bromo-4-fluorobenzonitrile

(Step 1) A suspension of 3-bromo-4-fluorobenzonitrile (0.851 g, 4.26 mmol), tetraethyltin (2.00 g, 8.51 mmol) and tetrakis(triphenylphosphine)palladium (98.4 mg, 0.0851 mmol) in HMPA (4 mL) was stirred at 60 C. for 15 hrs. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the concentrated residue was purified by silica gel column chromatography (20% ethyl acetate/hexane) to give 3-ethyl-4-fluorobenzonitrile as a pale-yellow oil (1.25 g, crude).

The synthetic route of 3-Bromo-4-fluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Terauchi, Jun; Nara, Hiroshi; Oki, Hideyuki; Sato, Kenjiro; (166 pag.)US2015/329556; (2015); 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. 935-44-4, name is 1-Phenyl-1-cyclopropanecarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C10H9N

INTERMEDIATE 45 4-(1-Cyanocyclopropyl)benzenesulfonyl chloride To a solution of 1-phenylcyclopropanecarbonitrile (0.5 g, 3.5 mmol) in 5 mL of chloroform was added 0.5 mL of ClSO3H at 0 C. After stirring at rt stirred overnight, the reaction mixture was poured into ice-water (50 mL) and the product was extracted with CHCl3 (75 mL). The extracts were washed with water (50 mL) and brine (50 mL), dried over anhydrous MgSO4, and concentrated to give the title compound. 1H NMR (500 MHz, CD3OD): delta 8.08 (2H, d), 7.77 (2H, d), 1.60 (2H, t), 1.21 (2H, t).

The synthetic route of 935-44-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Corp.; EP2102201; (2010); B1;,
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Related Products of 326-62-5, These common heterocyclic compound, 326-62-5, name is 2-(2-Fluorophenyl)acetonitrile, 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.

General Procedure for the Synthesis of Arylquinolines (1). To a solution of 2.38 mmol (1.3 equiv) of an appropriate phenylacetonitrile in 3 mL of anhydrous DMF at 0 C. was added 2.38 mmol (1.3 equiv) of potassium tert-butoxide. The mixture was stirred for 15 min, and 1.83 mmol of 2-aminoaldehyde 5 in 1 mL of anhydrous DMF was added dropwise at 0 C. The mixture was allowed to warm to the room temperature and stirred for 3 h at 90 C. After cooling, the mixture was quenched in water with vigorous stirring. The solution was adjusted to pH 7 only in the case of 2-amino-3-(2-fluorophenyl)quinoline-7-carboxylic acid. A precipitate was collected by filtration and purified by recrystallization and/or chromatography as noted for individual compounds described below.

Statistics shows that 2-(2-Fluorophenyl)acetonitrile is playing an increasingly important role. we look forward to future research findings about 326-62-5.

Reference:
Patent; UNIVERSITY OF KENTUCKY RESEARCH FOUNDATION; WATT, David S.; LIU, Chunming; RANGNEKAR, Vivek M.; SVIRIPA, Vitaliy M.; BURIKHANOV, Ravshan; ZHANG, Wen; (22 pag.)US2016/332971; (2016); A1;,
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Electric Literature of 133116-83-3, The chemical industry reduces the impact on the environment during synthesis 133116-83-3, name is 2-Fluoro-6-(trifluoromethyl)benzonitrile, I believe this compound will play a more active role in future production and life.

Intermediate 30: (2-(piperidin-l-yl)-6-(trifluoromethyl)phenyl)methanamine Step 1: To a solution of 2-fluoro-6-(trifluoromethyl)benzonitrile (CAS: 133116-83-3) (2 mmol) and piperidine (2.2 mmol) in 10 mL of DMF was added K2CO3 (12 mmol). The reaction was stirred at 70 C for 12 h, then cooled to RT. The reaction mixture was then extracted with water and EtOAc, washed with brine, dried over Na2S04, concentrated in vacuo, then purified by prep- TLC to provide 2-(piperidin-l-yl)-6-(trifluoromethyl)benzonitrile as a white 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-Fluoro-6-(trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KAROS PHARMACEUTICALS, INC.; DE LOMBAERT, Stephane; GOLDBERG, Daniel R.; BRAMELD, Kenneth Albert; SJOGREN, Eric Brian; WO2015/89137; (2015); 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 6609-57-0 as follows. Safety of 2-Ethoxybenzonitrile

2-Ethoxybenzonitrile was prepared from 2-ethoxybenzamide 5 according to the method reported by Nowakowski23 in 89% yield (lit.23 yield 92%); Rf (hexane/EtOAc 9:1) 0.45; nmax (crystal): 2231 cm 1 (C^N). 1H NMR (CDCl3, d ppm): 7.57e7.51 (m, 2H, 4-H and 5-H of C6H4), 7.01 (d, J 7.3 Hz, 1H, 6-H of C6H4), 6.97 (d, J 8.8 Hz, 1H, 3-H of C6H4), 4.17 (q, J 7 Hz, 2H, OCH2), 1.49 (t, J 7.1 Hz, 3H, CH3). Ethyl 2-ethoxybenzimidate hydrochloride was synthesized by passing dry HCl(gas) through the solution of 2- ethoxybenzonitrile in anhydrous ethyl alcohol. This compound was obtained as a white solid (46%); mp 49e54 C; Rf (hexane/ EtOAc 7:3) 0.36. 1H NMR (CDCl3, d ppm): 13.01 (br s, 1H, NH), 10.14 (br s, 1H, NH), 8.04 (dd, J 1.7 and 8 Hz, 1H, 6-H of C6H4), 7.74e7.70 (m, 1H, 4-H of C6H4), 7.18e7.14 (m, 2H, 3-H and 5-H of C6H4), 5.04 (q, J 7 Hz, 2H, NCOCH2), 4.39 (q, J 7 Hz, 2H, OCOCH2), 1.63 (t, J 7.1 Hz, 3H, NCOCH2CH3), 1.57 (t, J 6.8 Hz, 3H, OCOCH2CH3). 2- Ethoxybenzamidine hydrochloride 6 was prepared from ethyl 2- ethoxybenzimidate hydrochloride and NH3/methanol. Crude product was purified by crystallization (methanol/ethyl ether) to provide 6 as a white solid crystal (96%); mp 190e192 C; (lit.24 yield 91%, mp 195e196 C); Rf (n-butanol/acetic acid/water 4:4:1) 0.31; 1H NMR (CDCl3thDMSO-d6, d ppm): 9.76 (br s, 2H, NH), 8.41 (br s, 2H, NH), 7.80 (d, J 7.8 Hz, 1H, 6-H of C6H4), 7.55e7.51 (m, 1H, 4-H of C6H4), 7.06 (t, J 7.6 Hz, 1H, 5-H of C6H4), 7.0 (d, J 8.3 Hz, 1H, 3-H of C6H4), 6.69 (br s, 2H, NH2), 4.15 (q, J 7 Hz, 2H, OCH2), 1.43 (t, J 7.1 Hz, 3H, CH3). nmax (crystal): 1662 cm 1 (C]N). MS (ESI, matrix DHB): [MthH]th found: 165.1. C9H12N2O requires 165.095.

According to the analysis of related databases, 6609-57-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Olszewska, Teresa; Gajewska, Ewa P.; Milewska, Maria J.; Tetrahedron; vol. 69; 2; (2013); p. 474 – 480;,
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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 766-84-7 as follows. Recommanded Product: 766-84-7

Synthesis of Intermediate (1)(1)Molecular Weight: 137.6 Molecular Weig ht: 171.6[00269] In a 3-neck 2 L round-bottomed flask, equipped with anoverheadmechanicalstirrer, slurry of sodium hydrosulfide hydrate (90.9 g, 1.226 mmol) and magnesium chloride hexahydrate (125.86 g, 0.620 mmol) in 1 L of DMF was added 3-Chlorobenzonitrile (85 g, 0.620 mmol) in one portion, and the reaction mixture was stirred at room temperature for 2 h. The progress of reaction was followed by TLC analysis on silica gel using ethyl acetate: hexane (1 : 1) as mobile phase. The resulting green slurry was poured in 5000 mL water, and the resulting precipitates were collected by filtration. The crude product was re-suspended in 1 N HCl and stirred for 45 min, then filtered and washed with water to give intermediate- 1 (63 g, 75%).Mass/LCMS: 180.0;NMR confirmed.

According to the analysis of related databases, 766-84-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KARYOPHARM THERAPEUTICS, INC.; SHECHTER, Sharon; KAUFFMAN, Michael; SANDANYAKA, Vincent, P.; SHACHAM, Sharon; WO2011/109799; (2011); 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. 21524-39-0, name is 2,3-Difluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 21524-39-0

A mixture of 3 -methyl- lH-pyrazole-4-carbaldehyde (5 g, 45.41 mmol), potassium carbonate (9.41 g, 68.11 mmol), 2,3-difluorobenzonitrile (6.06 mL, 54.5 mmol) and dimethylformamide (50 mL) is stirred at 100C for 5 hr. and then at room temperature overnight. Water is added and a precipitated is formed. The precipitate is filtered. The aqueous solution filtered is extracted in ethyl acetate. Organic layer is washed with brine, dried over magnesium sulfate and solvent is evaporated. Both the solid precipitated and the solid recovered from organic layer after evaporation are combined and 10.4 g of the title compound is obtained and used with no further purification (the title compound is contaminated with the other pyrazole regioisomer in a ratio 90: 10). MS (m/z): 230 (M+l).

The synthetic route of 21524-39-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; BENITO COLLADO, Ana Belen; DIAZ BUEZO, Nuria; JIMENEZ-AGUADO, Alma Maria; LAFUENTE BLANCO, Celia; MARTINEZ-GRAU, Maria Angeles; PEDREGAL-TERCERO, Concepcion; TOLEDO ESCRIBANO, Miguel Angel; WO2011/60217; (2011); A1;,
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