Author: Jessica.F

Synthetic Route of 2947-60-6, 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. 2947-60-6 name is 3-Methylbenzyl cyanide, 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 1 Synthesis of 1-methoxy-2-(3-methylphenyl)ethanimine (Compound 1) Cold 4 M hydrogen chloride in dioxane (184 ml, 0.763 mol) is added to a stirred and cooled (0 C.) mixture of 3-methylbenzyl cyanide (25 g, 0.19 mol) in anhydrous methanol (23 ml, 0.57 mol) and anhydrous ether (100 ml). The resulting reaction mixture is stirred at 0 C. for an additional hour and then it is placed in a refrigerator (0-5 C.) for 48 hours (during this time a small amount of white crystalline material precipitated). The reaction mixture is removed from the refrigerator and warmed to approximately 40 C. using a warm water bath. Nitrogen gas is then bubbled through the warm reaction mixture to remove excess hydrogen chloride. The volume of the solvent is reduced in vacuo, and anhydrous ether is added to effect precipitation. The precipitate is collected by filtration, washed with ether and dried under vacuum to afford 31 g (82%) of the crystalline imidate hydrochloride salt (1) as a white solid. 1H NMR (CDCl3): delta 12.82 (br s, 1H), 11.85(br s, 1H), 7.0-7.25(m, 5H), 4.25 (s, 3H), 4.0(s, 2H), 2.31 (s, 3H). 13C NMR (CDCl3): delta 178.7, 139.3, 131.2, 130.5, 129.5, 129.3, 126.9, 61.3, 39.3, 21.6.

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

Reference:
Patent; Kolb, Hartmuth C.; Kanamarlapudi, Ramanaiah C.; Richardson, Paul F.; Khan, Gaznabi; US2003/153728; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 41429-22-5, name is 2-(2-(Difluoromethoxy)phenyl)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 41429-22-5, Formula: C9H7F2NO

Synthesis of ethyl (2-difluoromethoxyphenyl)acetate (2-Difluoromethoxyphenyl)acetonitrile (1.45 g) was added dropwise to a solution of chlorotrimethylsilane (2.23 mL) in ethanol (2.0 mL), and the reaction solution was stirred at 50C for five hours. The reaction solution was left to cool to room temperature. Then, potassium carbonate, water and ethyl acetate were added and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 620 mg of the title compound. The property values of the compound are as follows. 1H-NMR (CDCl3) delta (ppm): 1.26 (t, J=7.2Hz, 3H), 3.68 (s, 2H), 4.16 (q, 7.2Hz, 2H), 6.48 (t, J=74.4Hz, 1H), 7.13-7.32 (m, 4H).

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-(2-(Difluoromethoxy)phenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP2181992; (2010); 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. 1735-54-2, name is 4-Chloro-3-(trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., name: 4-Chloro-3-(trifluoromethyl)benzonitrile

a) 4-Chloro 3-trifluoromethyl-benzamidoxime The title compound was prepared from 4-chloro-3-trifluoromethyl-benzonitrile (617 mg, 3.00 mmol) and 0.576 M hydroxylamine hydrochloride in 95% ethanol (5.8 mL, 3.3 mmol) similar to Example 36c, and yielded 528 mg (74%) of white solid. 1H NMR (Acetone-d6): 9.29 (s, 1H), 8.15 (d, J=2.19 Hz, 1H), 8.00 (m, 1H), 7.69 (d, J=8.24 Hz, 1H), 5.73 (s, 2H).

The synthetic route of 1735-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cai, Sui Xiong; Zhang, Han-Zhong; Drewe, John A.; Reddy, P. Sanjeeva; Kasibhatla, Shailaja; Kuemmerle, Jared Daniel; Ollis, Kristin P.; US2003/45546; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 20925-24-0, 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. 20925-24-0, name is 2-(Dimethylamino)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred mixture of FeCl36H2O (270.3 mg, 1.0 mmol) and2.0 mL toluene was added aniline 1 (0.4 mmol) at room temperature.The reaction mixture was stirred at 85 C for 2 h in atmosphere.After it was cooled to room temperature, the reactionmixture was quenched by aqueous ammonia solution (mass fraction:25e28%, 10 mL) and extracted with dichloromethane (10 mLper time) until no product was observed in the extract, monitoredby TLC. The organic layer was dried over anhydrous MgSO4, filtered,and concentrated under reduced pressure to give crude product,which was chromatographed on silica gel column using 1:100 to1:70 (v/v) EtOAc/petroleum ether solutions as eluent to affordisolated product 2.

The synthetic route of 2-(Dimethylamino)benzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pan, Jing; Li, Jiaqiang; Huang, Ruofeng; Zhang, Xiaohui; Shen, Hang; Xiong, Yan; Zhu, Xiangming; Tetrahedron; vol. 71; 33; (2015); p. 5341 – 5346;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 886500-41-0,Some common heterocyclic compound, 886500-41-0, name is 4-Chloro-2,6-difluorobenzonitrile, molecular formula is C7H2ClF2N, 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-chloro-2,6-difluorobenzonitrile (1.66 g, 9.56 mmol), pyrrole (0.67 g, 10 mmol) and Cs2CO3 (3.7 g, 12 mmol) in DMF (20 ml) was stirred overnight. Then, the solid was filtered off and the solvent was removed by reduced pressure. The residue was purified by column chromatography over silica gel (eluent: EtOAc/petroleum ether 10/1). The desired fractions were collected and the solvent was evaporated. Yield: 1.1 g of intermediate 15 (15% yield; white solid).

The synthetic route of 886500-41-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Meerpoel, Lieven; Maes, Louis Jules Roger Marie; de Wit, Kelly; US2013/85136; (2013); 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 191014-55-8 as follows. Recommanded Product: 4-Fluoro-2-methoxybenzonitrile

To a solution of 0.7 g of 1-[4-methyl-2-(4-trifluoromethyl-cyclohexyl)-oxazol-5-yl]-propan-1-ol in 3 mL of dimethylformamide at 5 C. was added 113 mg of a 55% suspension of sodium hydride in mineral oil. The reaction mixture was stirred for 30 minutes at 5 C. The resulting mixture was slowly added to a solution of 429 mg of 4-fluoro-2-methoxy-benzonitrile in 1 mL of dimethylformamide at 5 C. The resulting mixture was stirred at 5 C. allowing the temperature to warm up to room temperature. It was then heated in a sealed tube to 60 C. under microwave irradiation for 15 minutes. After allowing it to cool down to room temperature, the mixture was poured into water and extracted with dichloromethane. The organic extracts were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel (gradient from heptane 100 to heptane 50/ethyl acetate 50) to give 1.05 g of 2-methoxy-4-{1-[4-methyl-2-(trans-1,4-trifluoromethyl-cyclohexyl)-oxazol-5-yl]-propoxy}-benzonitrile.C22H25F3N2O3 (422.45), MS (ESI): (M+H+) 423.4 (M+H+).

According to the analysis of related databases, 191014-55-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-AVENTIS; US2008/261979; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 143306-27-8, These common heterocyclic compound, 143306-27-8, name is 2-Fluoro-6-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.

Method AA Al 05 (500 mg), l-methyl-(4-methylamino)piperidine (440 muL) and Hnig base (600 muL) are suspended in 1.5 mL butanol and stirred for 1 h at 150 0C in a Biotage microwave. The reaction mixture is combined with water and DCM, the organic phase is separated off and dried.

The synthetic route of 143306-27-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2008/152014; (2008); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 10444-38-9,Some common heterocyclic compound, 10444-38-9, name is Ethyl 4-cyanobutanoate, molecular formula is C7H11NO2, 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: To a solution of the cyano ethyl esters (4.8mmol) in pyridine (26ml) were added water (13ml), acetic acid (13ml), sodium hyposphite (39.06mmol) and Raney nickel. The suspension was then stirred at 40C for 2hr. The catalyst was removed by filtration, and washed with ethanol (5ml). Water (300ml) and diethyl ether (80ml) were added to the filtrate, and the organic layer was separated. The aqueous phase was further extracted with diethyl ether (2x80ml), and the combined extracts were washed with water (300ml), and brine (100ml), and dried over Na2SO4 anhydrous, concentrated under vacuo, and the residue was purified by silica gel dry column vacuum chromatography ( DCVC) by stepwise gradient elution with dichloromethane/hexane (50:50 to 100:0).

The synthetic route of 10444-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNIVERSITY OF SYDNEY; UNIVERSITY OF TECHNOLOGY SYDNEY; VANDENBERG, Robert; RYAN, Renae Monique; RAWLING, Tristan; IMLACH, Wendy; CHRISTIE, Macdonald; CARLAND, Jane; MOSTYN, Shannon; (169 pag.)WO2018/132876; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 42186-06-1, name is 2-(4-Bromophenyl)propanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 2-(4-Bromophenyl)propanenitrile

[00820] Example 42. Preparation of N-((6-(3-t°r^butyl-5-(2,4-dioxo-3,4-dihydropyrimidin-l(2H)-yl)-2- methoxyphenyl)benzo[c/]isoxazol-3-yl)methyl)methanesulfonamide (compound IB-LO-2.45).; [00821] Part A. Preparation of N-((6-bromobenzo[(f]isoxazol-3-yl)methyl)-N-(4-methoxybenzyl)- methanesulfonamide.; [00822] To a refluxing solution of 6-bromo-3-methylbenzo[d]isoxazole (LOg, 4.72mmol) in CCl4 (25ml) was added l-bromopyrrolidine-2,5-dione (0.923g, 5.19mmol) and benzoic peroxyanhydride (0.114g, 0.472mmol). The mixture was refluxed for 6h, and then cooled to room temperature, filtered thru celite, and concentrated in vacuo. The crude product was purified by column chromatography on silica gel using CH2Cl2 as the eluent to give the dibromide as a solid (0.84g, 43%). To a solution of the dibromide (0.2Og, 0.687mmol) and N-(4-methoxybenzyl)methanesulfonamide (0.148g, 0.687mmol) in EtOH (3ml) was added IN aq. NaOH (0.722ml, 0.722mmol), and the resulting mixture was stirred at 8O0C for 90min. The mixture was partitioned between 0.1nu aq. HCL (1OmL) and EtOAc (2 x 1OmL), and the combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by column chromatography on silica gel using 2:3 EtOAc:hexanes as eluent to give the title compound as an oil (65mg, 22%).

The synthetic route of 42186-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; WO2009/39134; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 133541-45-4, 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. 133541-45-4 name is 4-Bromo-2,5-difluorobenzonitrile, 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.

(c) 4-Bromo-2-[[(1R)-3-chloro-1-phenylpropyl]oxy]-5-fluorobenzonitrile This was prepared by the method of Example 43(a) using 4-bromo-2,5-difluorobenzonitrile and (R)-alpha-(2-chloroethyl)benzenemethanol. 1H NMR 300 MHz (CDCl3) 8.02 (1H, s), 7.42-7.26 (5H, m), 7.06-7.03 (1H, m), 5.46-5.43 (1H, m), 3.82-3.62 (1H, m), 3.75-3.60 (1H, m), 2.75-2.5 (1H, m), 2.55-2.30 (1H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2,5-difluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Cheshire, David; Connolly, Stephen; Cox, David; Hamley, Peter; Mete, Antonio; Pimm, Austen; US2003/158185; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts