Month: August 2021

Related Products of 120315-65-3, A common heterocyclic compound, 120315-65-3, name is 4-Bromo-3-methoxybenzonitrile, molecular formula is C8H6BrNO, 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.

A mixture of 4-bromo-3-methoxy~benzonitrile (400mg, 1.88mmol), 5-(4,4,5,5-tetramethyl- p ,3.2Jdioxaborotan-2-yl)«py?dine-3-carbaldehyde (440 mg, 1.88 mmol), PdCl2(PPh3)Z (108mg, 0.15mmol) and Na2CO3 (2M in water, 1.88mL, 3.77mmol) in 1,4-dioxanbeta (8 mL) was heated at 100C for 1.5h. After concentration in vacuo, the resulting residue was purified by flash column to give the title compound (449 mg, 100%) as white solid; ESI- MS mlr. 239 IM+1)*.

The synthetic route of 120315-65-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; CHAMOIN, Sylvie; HU, Qi-Ying; PAPILLON, Julien; WO2010/130796; (2010); A1;,
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Reference of 134997-74-3, 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. 134997-74-3, name is 3-Oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step B. To an ice cooled solution of the title compound from Step A above (5.6 g), di-tert-butyl dicarbonate (14.06 g) and NiCl2-OH2O (1.53 g) in MeOH, NaBH4 (8.51 g) was added in portions. The mixture was vigorously stirred for Ih at 0C and Ih at room temperature. After the addition of diethylenetriamine (3.5 mL) the mixture was concentrated, diluted with EtOAc, washed subsequently with IN HCl, saturated aqueous NaHCO3 and saturated aqueous NaCl, dried (MgSO4), concentrated to afford the title compound as an off white solid (7.91 g, 88%). [M+Na]+ = 397.

The synthetic route of 3-Oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carbonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALANTOS PHARMACEUTICALS HOLDING, INC.; WO2008/63671; (2008); A2;,
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Adding a certain compound to certain chemical reactions, such as: 22364-68-7, name is 2-(o-Tolyl)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 22364-68-7, Quality Control of 2-(o-Tolyl)acetonitrile

General procedure: sodiumazide (1.5 mmol) was added to a magnetically stirred solution of nitrile 1a(1 mmol) in anhydrous DMF and the CAN (10 mmol %) was added. The reactionmixture was constantly stirred for another 6 h at 110 C under nitrogenatmosphere. After the completion of reaction as seen by TLC, the reactionmixture was brought to room temperature and the solvent was evaporatedunder vacuum. The crude thus obtained, was dissolved in ethyl acetate (20 mL)and solution was washed with acidified water (4 M HCl, 15 mL) twice.Separated organic layer was washed with brine solution dried overanhydrous Na2SO4, and solvent was removed under high vacuum to obtaintetrazole 1b as a white crystalline solid in 97% yield.

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-(o-Tolyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kumar, Satyanand; Dubey, Shristy; Saxena, Nisha; Awasthi, Satish Kumar; Tetrahedron Letters; vol. 55; 44; (2014); p. 6034 – 6038;,
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Synthetic Route of 34136-57-7, A common heterocyclic compound, 34136-57-7, name is 3-Ethylbenzonitrile, molecular formula is C9H9N, 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.

The title compound from Step A above (470 mg), di-tert-butyl dicarbonate (1.56 g) and nickel(II) chloride hexahydrate (85 mg) were dissolved in dry methanol (30 mL) and cooled to 0° C. Then sodium borohydride (948 mg) was added in small portions. The ice bath was removed and the mixture was vigorously stirred for 4 h. Then diethylenetriamine (385 muL) was added and the mixture was concentrated to dryness. The residue was dissolved in ethyl acetate, washed with 10percent citric acid, saturated sodium hydrogen carbonate and brine. The organic phase was separated, dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography (silica, cyclohexane/EtOAc, 95:5 to 9:1) to afford the intermediate as a colourless oil. (341 mg, 40percent). [MH]+=236.

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; Alantos Pharmaceuticals, Inc.,; US2006/173183; (2006); A1;,
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Application of 127510-96-7, These common heterocyclic compound, 127510-96-7, name is Methyl 2-cyano-4-fluorobenzoate, 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.

Into a 100-mL round-bottom flask, was placed methyl 2-cyano-4-fluorobenzoate (3.58 g, 19.983 mmol, 1 equiv), (piperidin-4-yl)methanol (3.45 g, 29.954 mmol, 1.50 equiv), DIEA (9.9 mL, 56.837 mmol, 2.84 equiv), DMSO (40 mL). The resulting mixture was stirred for 2h at 110 in an oil bath. The reaction mixture was cooled to room temperature and diluted with water (200 mL). The resulting mixture was extracted with ethyl acetate (200 mL x 2) and the organic layers combined. The combined organic layers were washed with brine (200 mL x 2), dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1/1). This resulted in 5.21 g (95%) of methyl 2-cyano-4-[4-(hydroxymethyl)piperidin-1-yl]benzoate as a yellow green semi-solid. LC/MS (ESI) m/z: 274.95 [M+1] +.

Statistics shows that Methyl 2-cyano-4-fluorobenzoate is playing an increasingly important role. we look forward to future research findings about 127510-96-7.

Reference:
Patent; ARVINAS OPERATIONS, INC.; YALE UNIVERSITY; CREW, Andrew P.; HORNBERGER, Keith R.; WANG, Jing; CREWS, Craig M.; JAIME-FIGUEROA, Saul; DONG, Hanqing; QIAN, Yimin; ZIMMERMAN, Kurt; (1451 pag.)WO2020/51564; (2020); 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. 38487-86-4, name is 2-Amino-4-chlorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-Amino-4-chlorobenzonitrile

General procedure: 2-Aminobezonitrile derivatives (1 mmol),substituted carbonyl compounds (1.5 mmol) and [Nbmd][OH] (1 mL) werestirred at room temperature. The progress of the reaction was monitored byTLC under UV light. After completion of the reaction the mixture was extractedwith ethyl acetate (3 x 10 mL) and washed with water (3 x 10 mL). Thecombined extract was dried over anhydrous Na2SO4. The filtrate wasconcentrated under reduced pressure. The product was purified by columnchromatography over silica gel using n-hexane/ethyl acetate (3:1 v/v) aseluent to get the purified product. The products were then characterized byESI-MS, 1H NMR, 13C NMR and 1F NMR spectra.

The synthetic route of 38487-86-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dutta, Apurba; Damarla, Krishnaiah; Kumar, Arvind; Saikia, Prakash J.; Sarma, Diganta; Tetrahedron Letters; vol. 61; 10; (2020);,
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Related Products of 236750-65-5, These common heterocyclic compound, 236750-65-5, name is 4,5-Bis(2-methoxyethoxy)-2-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.

A 4 ml 5-neck flask was charged with 2.96 g (10 mmol) of 4,5-bis(2-methoxyethoxy)-2-nitrobenzonitrile, 38.4 mg (0.3 mmol) of molybdenum dioxide, and 0.12 g of activated carbon. 30 ml of absolute ethanol was added dropwise to a solution of hydrazine hydrate (80%) at a temperature of 1.88 g (30 mmol). After the reaction was completed at room temperature for 7 h, TLC monitoring showed that the reaction was completed, filtered, and the filtrate was concentrated, then ethyl acetate (20 mL) and water (10 ml) were added and extracted. The organic phase was washed with water and concentrated to near dryness, slurried with petroleum ether to give 2.4g desired product as a pale yellow solid, yield 90.2%, HPLC purity 99%.

The synthetic route of 236750-65-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Puji Bio-technology (Taizhou) Co., Ltd.; Jia Qiang; Ma Chi; Ma Tianhua; Yang Zhengwei; (11 pag.)CN109574853; (2019); A;,
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Related Products of 654-01-3, 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. 654-01-3, name is 2-(2,6-Difluorophenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

1-(2,6-Difluorophenyl)-cyclopropylnitrile STR25 4.0 g of tetrabutylamonium chloride were added to a mixture of 30.6 g (0.20 mol) of 2,6-difluorobenzyl cyanide and 150.0 g (0.80 mol) of 1,2-dibromoethane, and 150 ml of 50% strength sodium hydroxide solution were then added dropwise. Stirring was carried out for 5 hours at 60 C., after which hydrolysis was effected with ice water. The product was extracted with diethyl ether from the resulting mixture and was isolated in a conventional manner. Purification was carried out by chromatography using silica gel as the adsorbent and cyclohexane as the mobile phase. Yield: 52%; mp.: 56-58 C.; colorless crystals.

The chemical industry reduces the impact on the environment during synthesis 2-(2,6-Difluorophenyl)acetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BASF Aktiengesellschaft; US5371268; (1994); A;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 17417-09-3, name is 2-Fluoro-5-nitrobenzonitrile, 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 17417-09-3, SDS of cas: 17417-09-3

To a solution of 3-cyano-4-fluoronitrobenzene (0.530 g, 3.19 mmol) and N- (2-fluoro-5-hydroxyphenyl) -2- [3- (trifluoromethyl) phenyl] acetamide (1.00 g, 3.19 mmol) in N, N- dimethylformamide (5 mL) was added potassium carbonate (0.530 g, 3.83 mmol), and the mixture was stirred at room temperature for 4 hr. The reaction mixture was diluted with ethyl acetate (100 mL) , washed successively with water (100 mL) and saturated brine (100 mL) , and dried over anhydrous magnesium sulfate. Insoluble material was filtered off. The obtained organic layer was purified by basic silica gel column chromatography (eluate: 50% ethyl acetate/n-hexane) , and the obtained solution was concentrated under reduced pressure to give the title compound (1.38 g, 94%) as a yellow oil. 1H-NMR (DMSO-d6, 300 MHz) delta 3.91 (2H, s) , 7.01 (IH, d, J = 9.3 Hz), 7.08 – 7.16 (IH, m) , 7.48 (IH, dd, J = 10.7, 9.0 Hz), 7.52 – 7.66 (3H, m) , 7.70 (IH, s) , 7.98 (IH, dd, J = 6.6, 3.0 Hz), 8.39 – 8.44 (IH, m) , 8.84 (IH, d, J = 2.7 Hz), 10.31 (IH, s) .

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; OKANIWA, Masanori; TAKAGI, Terufumi; WO2010/64722; (2010); 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. 90401-84-6, name is 6-Cyano-1-tetralone belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 6-Cyano-1-tetralone

To a suspension of 5-oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (0.68 g, 4.0 mmol) in absolute ethanol (10 ml) were added methoxylamine hydrochloride (0.50 g, 5.9 mmol) and sodium acetate (0.49 g, 5.9 mmol). The suspension was refluxed for 3 h. The mixture was then concentrated under reduced pressure and the residue was dissolved in ethyl acetate (40 ml) and water (20 ml). The layers were separated and the organic layer was washed with brine (20 ml, dried over magnesium sulfate and concentrated over reduced pressure to afford 5-(methoxyimino)-5,6,7,8-tetrahydronaphthalene-2- carbonitrile (0.75 g, 92% yield, mixture 87: 13 of 2 stereoisomers) as a yellow solid. This compound was used in the next step without further purification. MS (ESI): 201 ([M+H]+)

The synthetic route of 90401-84-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BRUNET, Stephane; DESBORDES, Philippe; DUCERF, Sophie; DUFOUR, Jeremy; GOeRTZ, Andreas; GOURGUES, Mathieu; HILT, Emmanuelle; NAUD, Sebastien; REBSTOCK, Anne-Sophie; THOMAS, Vincent; VERNAY, Aurelia; VILLALBA, Francois; (108 pag.)WO2019/155066; (2019); A1;,
Nitrile – Wikipedia,
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