Month: May 2021

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. 98730-77-9, name is 1-(Hydroxymethyl)cyclopropanecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 98730-77-9

Thionyl chloride (0.23 mL) was added to a solution of 4-bromo-2-methoxyphenol (209 mg) in toluene (2.0 mL) at room temperature, and the mixture was stirred at 80C for 2 hr. The reaction mixture was concentrated and diluted with DMF (2.0 mL). 4-Bromo-2-methoxyphenol (209 mg) and potassium carbonate (356 mg) were added, and the mixture was stirred at 80C overnight. To the resulting mixture was added brine, and the mixture was extracted with ethyl acetate, dried over magnesium sulfate and concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (165 mg) as a colorless oil. 1H NMR (400 MHz, CHLOROFORM-d) delta 1.06-1.13 (2H, m), 1.31-1.41 (2H, m), 3.85 (3H, s), 3.98 (2H, s), 6.76-6.89 (1H, m), 6.98-7.04 (2H, m).

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 98730-77-9.

Reference:
Patent; Takeda Pharmaceutical Company Limited; KASAI, Shizuo; IGAWA, Hideyuki; TAKAHASHI, Masashi; KINA, Asato; EP2848622; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 52516-37-7, name is 2-(3,5-Dichlorophenyl)acetonitrile, A new synthetic method of this compound is introduced below., Safety of 2-(3,5-Dichlorophenyl)acetonitrile

The nitrile was added to a mixture of 40 mL of concentrated sulfuric acid and 50 mL H2O and heated to reflux for 48 hours, cooled to room temperature and stirred for 48 hours. The reaction was diluted into 1 L of crushed ice, warmed to room temperature and extracted with 2*200 mL of dichloromethane and 2*200 mL of ethylacetate. Both sets of organics were combined and washed with saturated aqueous NaHCO3. The NaHCO3 fractions were combined and acidified to pH 1 with 3N HCl. The white solid was too fine to filter and was extracted out with 2*200 mL of dichloromethane. The combined organics were dried with Na2SO4 and the solvents removed at reduced pressure to yield crude 3,5-dichlorophenylacetic acid as a white solid. The solid was slurried with hexane and filtered to get 1.75 g of white solid.

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; Athena Neurosciences, Inc.; Eli Lilly Company; US6506782; (2003); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 60758-87-4, 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. 60758-87-4 name is 3,4-Diethoxybenzonitrile, 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.

Reference Example 1 In 120 ml of 10% hydrochloric acid-dimethylformamide were dissolved 29 g of 3,4-diethoxybenzonitrile and 23 g of thioacetamide. The solution was heated at 90 C. for 3 hours and further at 130 C. for 5 hours to conduct a reaction. The reaction mixture was subjected to distillation to remove the solvent. The residue was washed twice with 100 ml of diethyl ether, followed by washing with 100 ml of water. The resulting crystals were collected by filtration and dried to obtain 21.7 g of 3,4-diethoxybenzamide. NMR spectrum (DMSO-d6) delta ppm: 1.33(6H, t, J=7 Hz), 4.04(2H, q, J=7 Hz), 4.07(2H, q, J=7 Hz), 6.95(1H, d, J=9.1 Hz), 7.65-7.5(2H, m), 9.30(1H, brs), 9.62(1H, brs)

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

Reference:
Patent; Otsuka Pharmaceutical Co., Ltd.; US5639770; (1997); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 4421-09-4, A common heterocyclic compound, 4421-09-4, name is 3,4-(Methylenedioxy)benzonitrile, molecular formula is C8H5NO2, 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: A mixture of nitrile (1 mmol), sodium azide (1.5 mmol), catalyst (40 mol%) and DMF (3 mL) was taken in a round-bottomed flask and stirred at 120 C temperature for 12 h. 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 (30 mL) and 5 N HCl (20 mL). The resultant organic layer was separated and the aqueous layer was again extracted with ethyl acetate (20 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. refText

The synthetic route of 4421-09-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sreedhar; Kumar, A. Suresh; Yada, Divya; Tetrahedron Letters; vol. 52; 28; (2011); p. 3565 – 3569;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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

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,
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

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

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

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,
Nitriles – Chemistry LibreTexts