Category: nitriles-buliding-blocks

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. 99066-80-5, name is Methyl 3-cyano-5-nitrobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of Methyl 3-cyano-5-nitrobenzoate

10 Pd/C (0.293 g) was added to the solution of methyl-3-cyano-5-nitrobenoate (9.4 mmol) in MeOH (150 mL) and THF (50 mL). Then the solution was stirred at room temperature for 3 hours. After filtration, it was concentrated to give methyl-3-amine-5- cyanobenoate.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 99066-80-5.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; CAI, Yu; DUAN, Jifeng; WO2011/137587; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 222978-02-1, These common heterocyclic compound, 222978-02-1, name is 2-Fluoro-4-(hydroxymethyl)benzonitrile, 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.

To a solution of 2-fluoro-4-(hydroxymethyl)benzonitrile (400 mg, 2.65 mmol) and TEA (0.738 mL, 5.29 mmol) in DCM (10 mL) was added methanesulfonyl chloride ( 1.27 g, 11.1 mmol) at 0 C, and the reaction mixture was stirred for 16 h at 16 C. The reaction mixture was concentrated in vacuo to give 4-cyano-3-fluorobenzyl methanesulfonate as an oil. ESI-MS m/z [M + H]+: low ionization.

The synthetic route of 222978-02-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALJI, Abbas; BERGER, Richard; STUMP, Craig, A.; SCHLEGEL, Kelly Ann, S.; MULHEARN, James, J.; GRESHOCK, Thomas, J.; WANG, Deping; FRALEY, Mark, E.; JONES, Kristen, G.; (273 pag.)WO2017/222951; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 103146-25-4 as follows. Formula: C20H23FN2O2

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.

According to the analysis of related databases, 103146-25-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. LUNDBECK A/S; WO2004/14821; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 654-70-6, 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. 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, This compound has unique chemical properties. The synthetic route is as follows.

4-Amino-2-trifluoromethylbenzonitrile, (2.23 g, 12 mmol) was added portionwise over15 minutes into the well-stirred heterogeneous mixture of thiophosgene (1 ml, 13 mmol) in water (22 ml) at room temperature. Stirring was continued for an additional 1 h. The reaction medium was extracted with chloroform (3 x 15 ml). The combined organic phase was dried over MgSO4 and evaporated to dryness under reduced pressure to yield desired product, 4-isothiocyanato-2-trifluoromethylbenzonitrile, (Ia), as brownish solid and was used as such for the next step (2.72 g, 11.9 mmol, 99%).

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

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2006/124118; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 302912-31-8, 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. 302912-31-8, name is Ethyl 2-(4-cyanophenyl)-2-oxoacetate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Trimethylsilyl cyanide (99 muL, 0.75 mmol) was added to a solutionof ketones or aldehydes 1-6a (0.5 mmol) and the corresponding chitosan-based urea I-III (15 mg) in the proper solvent (0.5 mL) at thespecified temperature. The mixture was stirred for the time established(TLC monitoring). The catalyst was filtered and washed twice with thecorresponding solvent. To the crude reaction, 1.0 mL of a saturatedsolution of NH4Cl was added, and the mixture was extracted withEtOAc (2×5 mL). The organic phase was washed with 5.0 mL of asaturated solution of NaCl, dried with Na2SO4, and the solvents wereremoved under reduced pressure. The residue was purified by columnchromatography using 8:2 n-hexane/EtOAc for compounds 2-4b and9:1 n-hexane/EtOAc for products 5,6b, affording the corresponding Oprotectedcyanohydrins 2-4b and (R)-5,6b.300.1026; found: 300.1032.

The synthetic route of Ethyl 2-(4-cyanophenyl)-2-oxoacetate has been constantly updated, and we look forward to future research findings.

Reference:
Article; de Gonzalo, Gonzalo; Franconetti, Antonio; Fernandez, Rosario; Lassaletta, Jose M.; Cabrera-Escribano, Francisca; Carbohydrate Polymers; vol. 199; (2018); p. 365 – 374;,
Nitrile – Wikipedia,
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Application of 875664-25-8, 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 875664-25-8 as follows.

Dissolve intermediate M1 (63 g, 229 mmol) in EtOH (500 mL), NaOH (27g, 689mmol) was added, and the mixture was heated to 100 C under reflux for 5h under the protection of nitrogen. TLC monitored the reaction to completion. After cooling down, a solid was obtained by filtration and the pH was adjusted to 1 with hydrochloric acid (1N). The aqueous phase was extracted with DCM. DCM was dried over anhydrous sodium sulfate, and concentrated to give 60 g of a light yellow solid, sonicate with n-hexane (10 mL) for 5 minutes. Filtration gave 43 g of white solid product M2

According to the analysis of related databases, 875664-25-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gao Wenzheng; Du Qian; Zhang Chunyu; Ren Xueyan; (40 pag.)CN110407822; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 151-18-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 151-18-8 name is 3-Aminopropanenitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 2 N-(2-cyanoethyl)-3-[1-(2,4-dichlorophenyl)-2,3-dihydro-1H-indol-6-yl]benzamide To a solution of 3-[1-(2,4-dichlorophenyl)-2,3-dihydro-1H-indol-6-yl]benzoic acid (105 mg, 0.27 mmol) obtained in Reference Example 4 and DMTMM (94.3 mg, 0.32 mmol) in DMF (1.5 ml) was added 3-aminopropanenitrile (23.6 muL, 0.32 mmol), and the mixture was stirred at room temperature for 4 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-hexane to give the title compound (100 mg , yield 85%) as crystals. Melting point 148 – 154C. 1H-NMR (CDCl3) delta : 2.76 (2H, t, J = 6.3 Hz), 3.22 (2H, t, J = 8.3 Hz), 3.73 (2H, q, J = 6.2 Hz), 3.94 (2H, brs), 6.60 (2H, d, J = 1.5 Hz), 6.99 (1H, dd, J = 7.6, 1.6 Hz), 7.21 – 7.29 (2H, m), 7.39 (1H, d, J = 8.5 Hz), 7.45 (1H, t, J = 7.7 Hz), 7.51 (1H, d, J = 2.3 Hz), 7.62 – 7.69 (2H, m), 7.89 (1H, t, J = 1.7 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Aminopropanenitrile, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2298731; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 6393-40-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6393-40-4 name is 4-Amino-3-nitrobenzonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A 100-mL round-bottomed single-neck flask equipped with a condenser and a magnetic stir bar was charged with appropriated 4-substituted-2-nitroaniline (25.0mmol), 2,5-dimethoxytetrahydofurane (25.0mmol) and 40mL of glacial acetic acid. The flask was refluxed until disappearance of starting material (ca. 2 h). After the reaction mixture was cooled to rt, removal of the volatiles under reduced pressure gave the crude product which was purified by column-chromatography (Petroleum Ether/EtOAc=9:1 then 7:3) to give the desired 1-(4-substituted-2-nitrophenyl)-1H-pyrrole.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-3-nitrobenzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Primas, Nicolas; Suzanne, Peggy; Verhaeghe, Pierre; Hutter, Sebastien; Kieffer, Charline; Laget, Michele; Cohen, Anita; Broggi, Julie; Lancelot, Jean-Charles; Lesnard, Aurelien; Dallemagne, Patrick; Rathelot, Pascal; Rault, Sylvain; Vanelle, Patrice; Azas, Nadine; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 26 – 35;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 115279-57-7, The chemical industry reduces the impact on the environment during synthesis 115279-57-7, name is 2-(4-Aminophenyl)-2-methylpropanenitrile, I believe this compound will play a more active role in future production and life.

18 g (62.6 mmol) of 6-bromo-4-chloro-3-nitro-quinoline (Example lc) and 11 g(68.9 mmol) of (2-(4-amino-phenyl)-2-methyl-propionitrile (Example le) are dissolved in 350 ml of acetic acid and stirred for 2 h. After this time, water is added and the yellow precipitate is filtered off and washed with H2O. The solid is dissolved in EtOAc-THF (1 : 1), washed with sat. aqueous NaHC03and dried over MgS04. The organic phase is evaporated to dryness to give the title compound as a yellow solid. ES-MS: 411, 413 (M + H)+, Br pattern; analytical HPLC: tret= 3.69 min (Grad 1).

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-(4-Aminophenyl)-2-methylpropanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS PHARMA AG; INCYTE CORPORATION; VANNUCCHI, Alessandro M.; BOGANI, Costanza; BARTALUCCI, Niccolo; WO2013/23119; (2013); A1;,
Nitrile – Wikipedia,
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3215-64-3, name is 2-(2,6-Dichlorophenyl)acetonitrile, 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. Application In Synthesis of 2-(2,6-Dichlorophenyl)acetonitrile

To a solution of 2, 6-dichloro-phenyl-acetonitrile (15. 0g, 80.62 mmol) in the dichloromethane (50 mL) and H2S04 (40 mL) is added (slowly) a mixture of H2SO4 (14 mL) and HN03 (5.5 mL) at 0C. The reaction mixture is stirred at 0C for 20 minutes, warmed to room temperature for half hour, and then concentrated to remove organic solvent. The solution is poured into a beaker containing ice-water (400 mL) to give a crystalline precipitate, which is collected by vacuum filtration and washed with water to afford the product (20.44 g, 82.4%).

The synthetic route of 3215-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2005/34869; (2005); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts