Category: 22364-68-7

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. 22364-68-7, name is 2-(o-Tolyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H9N

General procedure: To a stirred solution of compound 4a (700 mg, 5.18 mmol) in THF (10 mL) was added LiHMDS (6.2 ml, 1 M sol. in THF, 6.2 mmol) at 0 C and the reaction mixture was stirred at this temperature for 30 min. Ethyl-1-imidazole carboxylate 2 (870 mg, 6.22 mmol) in dry THF (3 ml) was added drop wise to the reaction mixture at 0 C and stirred at rt for 4 h. The reaction mixture was quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The combined organic layer was washed with water, saturated brine solution and dried over Na2SO4. The solvent was evaporated under reduced pressure and the crude product was chromatographed on a silica gel column. Elution with 10% ethyl acetate/pet ether gave the pure compound 5a (720 mg, 68% yield) as a colorless liquid.

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 22364-68-7.

Reference:
Article; Behera, Manoranjan; Venkat Ragavan; Sambaiah; Erugu, Balaiah; Rama Krishna Reddy; Mukkanti; Yennam, Satyanarayana; Tetrahedron Letters; vol. 53; 9; (2012); p. 1060 – 1062;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 22364-68-7,Some common heterocyclic compound, 22364-68-7, name is 2-(o-Tolyl)acetonitrile, molecular formula is C9H9N, 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.

1-(2-Methylphenyl)acetonitrile (610 mg) was dissolved in dimethyl sulfoxide (6.1 ml), added with sodium hydride (60%, in oil, 409 mg) and stirred at room temperature for 30 minutes. This reaction mixture was added with the solution of bis(2-chloroethyl)benzylamine (1.090 g) dissolved in dimethyl sulfoxide (6.1 ml) obtained above and further stirred at 75 C. for 2.5 hours. The reaction mixture was added with water (50 ml) and extracted twice with ether (50 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: hexane:ethyl acetate=6:1) to obtain 1.077 g of the title compound. Yield: 80%. 1H-NMR (CDCl3) delta (ppm); 2.07 (2H, td, J=12 Hz, 3 Hz), 2.32 (2H, dd, J=12 Hz, 3 Hz), 2.59 (2H, t, J=12 Hz), 2.64 (3H, s), 3.01 (2H, d, J=12 Hz), 3.61 (2H, s), 7.20-7.40 (9H, m) MS (TSP); m/z 291 (MH+)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(o-Tolyl)acetonitrile, its application will become more common.

Reference:
Patent; Tsushima, Masaki; Tadauchi, Kaori; Asai, Kenji; Miike, Naoko; Imai, Masako; Kudo, Toshiaki; US2003/171370; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 22364-68-7, 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. 22364-68-7 name is 2-(o-Tolyl)acetonitrile, 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 5; Preparation of(Z)-2-(2-Methyl-phenyl)-3-(1H-pyrrol-2-yl)acryIonitrile Under High PressureA thick walled tube was charged with 1 H-pyrrole-2-carbaldehyde (2.0 g, 21.0 mmol), 2-methylphenyIacetonitrile (2.5 g, 18.9 mmol, 0.9 equivalents), ethanol (75 ml), and 40% aqueous Triton B (4.0 ml, 3.3 mmol). The tube was EPO sealed and heated to 90 0C for 4 days. Removal of the solvent, followed by chromatography on silica gel using dichloromethane/petroleum spirits (20:80) as eluant afforded a yellow solid (1.2 g). This is Compound 16 in Table 8.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(o-Tolyl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING-PLOUGH LTD.; WO2006/55565; (2006); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 22364-68-7, 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. 22364-68-7 name is 2-(o-Tolyl)acetonitrile, 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 6: (E/Z)-2-(2-methylcvclohexylidene)-2-o-tolylacetonitrile To the stirred mixture of 2-methylcyclohexanone (12.3 g, 0.11 mol) and o-methyl benzyl cyanide (13.1 g, 0.10 mol) is added sodium methoxide (30% in MeOH, 18.5 ml, 0.10 mol) during 15 min and the resulting brown mixture is heated under stirring to 600C (oilbath) for 3 h and 8O0C for further 10 h. The mixture is diluted with toluene, the organic layer washed with brine/H2O 1 :1 and dried over MgSO4. The solvent is removed under reduced pressure and the residue distilled over a short-path apparatus at 0.05 mbar. The fraction distilling at 96-1240C is collected (5.4 g) and further purified by EPO flash chromatography on SiO2, eluting with cyclohexane/methyl-t-butyl ether 9:1. After removal of the solvent, the residue is bulb-to-bulb distilled at 175C (0.05 mbar) to yield 2.19 g (9%) of colourless oil, which consists of E/Z-isomers (not attributed) in a 54:46 ratio (GC). The NMR-spectra indicates also the presence of distinguishable rotamers (atropisomers) at room temperature.Odour description: balsamic, sweet, cinnamic, plum.13C-NMR (100 MHz, CDCI3) (E/Z-mixture and atropisomers at room temperature): 166.6, 166.4, 166.3 (s), 136.7, 136.6 (s), 133.1 , 133.0 (s), 130.4, 130.3, 130.3 (d), 130.0, 129.8, 129.6, 129.3 (d), 128.6, 128.5 (d), 126.1 , 126.0 (d), 117.7, 117.7, 117.6, 117.5 (s), 106.2, 106.1 , 105.9 (s), 36.2, 36.1 (d), 33.2, 33.1 (t), 32.7, 32.3 (d), 29.8, 29.8 (t), 28.3, 28.2 (t), 27.4 (t), 26.8, 26.2 (t), 20.0, 20.0, 19.9, 19.9 (t), 19.5, 19.5 (q), 19.2 (q), 18.6, 18.5 (q), 18.1, 17.4 (q).MS (main isomer): 25 (100, [M+]), 210 (86), 196 (26), 182 (40), 168 (57), 154 (70).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(o-Tolyl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Patent; GIVAUDAN SA; WO2006/133592; (2006); 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 22364-68-7 as follows. HPLC of Formula: C9H9N

1-(2-Methylphenyl)acetonitrile (610 mg) was dissolved in dimethyl sulfoxide (6.1 ml), added with sodium hydride (60% in oil, 409 mg) and stirred at room temperature for 30 minutes. This reaction mixture was added with a solution of bis(2-chloroethyl)benzylamine (1.090 g) obtained above dissolved in dimethyl sulfoxide (6.1 ml) and further stirred at 75 C. for 2.5 hours. The reaction mixture was added with water (50 ml) and extracted twice with ether (50 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: hexane:ethyl acetate=6:1) to obtain 1.077 g of the title compound. Yield: 80%. 1H-NMR (CDCl3); delta (ppm) 2.07 (2H, td, J=12Hz, 3Hz), 2.32 (2H, dd, J=12Hz, 3Hz), 2.59 (2H, t, J=12Hz), 2.64 (3H, s), 3.01 (2H, d, J=12Hz), 3.61 (2H, s), 7.20-7.40 (9H, m) MS (TSP); m/z 291 (MH+)

According to the analysis of related databases, 22364-68-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tsushima, Masaki; Tadauchi, Kaori; Asai, Kenji; Miike, Naoko; Kudo, Toshiaki; US2003/176693; (2003); 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. 22364-68-7, name is 2-(o-Tolyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 22364-68-7

General procedure: Nitriles (1 mmol) were added to a solution of NaN3 (3 mmol), PhMe (50 mL), and Et3N.HCl (3 mmol) in around-bottomed flask. The reaction mixture was stirred at 110 C. After completion of the reaction (as indicated byTLC), the product was cooled and extracted with water. Next, 36% HCl was added dropwise to the aqueous layer to precipitate the tetrazoles. After filtration, the solid wasdried under reduced pressure and recrystallized fromEtOAc/Et2O to yield the 5-substituted-1-H-tetrazoles.

The synthetic route of 22364-68-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liao, Ai-Mei; Wang, Tiantian; Cai, Bangrong; Jin, Yi; Cheon, Seunghoon; Chun, Chang Ju; Wang, Zengtao; Archives of Pharmacal Research; vol. 40; 4; (2017); p. 435 – 443;,
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. 22364-68-7, name is 2-(o-Tolyl)acetonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 2-(o-Tolyl)acetonitrile

General procedure: General: To a solution of phenylacetonitrile 1 (1.0 eq) in methyl formate (10 eq), THF was added. In anhydrous condition, solution of NaH (1.25 eq) in THF was added dropwise to the reaction mixture at 0 C and the resulting mixture was stirred at room temperature overnight. After the reaction, the mixture was quenched with H2O, and several drops of 1 N HCl were added until the pH of the solution is lowered to 4 to 5. Then the mixture was extracted with methylene chloride and dried with MgSO4. After filtration and evaporation, the resulting solution was concentrated under vacuum to give the product 2 as yellowish oil in 72%-100% yields.

The synthetic route of 22364-68-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kim, Youngjae; Kim, Jeeyeon; Kim, Sora; Ki, Yooran; Seo, Seon Hee; Tae, Jinsung; Ko, Min Kyung; Jang, Hyun-Seo; Lim, Eun Jeong; Song, Chiman; Cho, Yoonjeong; Koh, Hae-Young; Chong, Youhoon; Choo, Il Han; Keum, Gyochang; Min, Sun-Joon; Choo, Hyunah; European Journal of Medicinal Chemistry; vol. 85; (2014); p. 629 – 637;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 22364-68-7, name is 2-(o-Tolyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 22364-68-7

General procedure: To a stirred solution of compound 4a (700 mg, 5.18 mmol) in THF (10 mL) was added LiHMDS (6.2 ml, 1 M sol. in THF, 6.2 mmol) at 0 C and the reaction mixture was stirred at this temperature for 30 min. Ethyl-1-imidazole carboxylate 2 (870 mg, 6.22 mmol) in dry THF (3 ml) was added drop wise to the reaction mixture at 0 C and stirred at rt for 4 h. The reaction mixture was quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The combined organic layer was washed with water, saturated brine solution and dried over Na2SO4. The solvent was evaporated under reduced pressure and the crude product was chromatographed on a silica gel column. Elution with 10% ethyl acetate/pet ether gave the pure compound 5a (720 mg, 68% yield) as a colorless liquid.

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 22364-68-7.

Reference:
Article; Behera, Manoranjan; Venkat Ragavan; Sambaiah; Erugu, Balaiah; Rama Krishna Reddy; Mukkanti; Yennam, Satyanarayana; Tetrahedron Letters; vol. 53; 9; (2012); p. 1060 – 1062;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 22364-68-7,Some common heterocyclic compound, 22364-68-7, name is 2-(o-Tolyl)acetonitrile, molecular formula is C9H9N, 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.

1-(2-Methylphenyl)acetonitrile (610 mg) was dissolved in dimethyl sulfoxide (6.1 ml), added with sodium hydride (60%, in oil, 409 mg) and stirred at room temperature for 30 minutes. This reaction mixture was added with the solution of bis(2-chloroethyl)benzylamine (1.090 g) dissolved in dimethyl sulfoxide (6.1 ml) obtained above and further stirred at 75 C. for 2.5 hours. The reaction mixture was added with water (50 ml) and extracted twice with ether (50 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: hexane:ethyl acetate=6:1) to obtain 1.077 g of the title compound. Yield: 80%. 1H-NMR (CDCl3) delta (ppm); 2.07 (2H, td, J=12 Hz, 3 Hz), 2.32 (2H, dd, J=12 Hz, 3 Hz), 2.59 (2H, t, J=12 Hz), 2.64 (3H, s), 3.01 (2H, d, J=12 Hz), 3.61 (2H, s), 7.20-7.40 (9H, m) MS (TSP); m/z 291 (MH+)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(o-Tolyl)acetonitrile, its application will become more common.

Reference:
Patent; Tsushima, Masaki; Tadauchi, Kaori; Asai, Kenji; Miike, Naoko; Imai, Masako; Kudo, Toshiaki; US2003/171370; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts