Month: February 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. 120351-94-2, name is 3-(2-Aminoethoxy)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C9H10N2O

Step 4 Synthesis of N-[2-(3-cyanophenoxy)ethyl]-4-cyanobenzamide: 1.13 g (7.68 mmol) of 4-cyanobenzoic acid and 1.6 ml (14.1 mmol) of N-methylmorpholine were dissolved in 30 ml of dimethylformamide. 0.67 ml (7.05 mmol) of ethyl chloroformate was added to the solution under cooling with ice/water. After stirring for 5 minutes, 1.27 g (6.41 mmol) of 3-(2-aminoethoxy)benzonitrile was added to the reaction mixture, and the obtained mixture was stirred at room temperature for one hour. After the treatment with ethyl acetate as the extractant in an ordinary manner, the title compound was obtained. Yield: 1.29 g (4.43 mmol) (69 %). MS (FAB, m/z) 292 (MH+) H-NMR (CDCl3) delta 3.91 (2H, dt), 4.19 (2H, t), 6.78 (1H, br), 7.14 (1H, d), 7.17 (1H, s), 7.28 (1H, d), 7.39 (1H, t), 7.75 (2H, d), 7.90 (2H, d)

According to the analysis of related databases, 120351-94-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ajinomoto Co., Inc.; EP976722; (2000); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 64248-62-0, 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 64248-62-0 as follows.

Into the 500 ml reaction flask, place 40 g (R)-2-(4-hydroxyphenoxy)propionic acid and 0.5 g ammonium bromide, and add 100 ml dimethyl formamide DMF and 50 ml toluene as solvent to dissolve it. After slowly adding potassium carbonate 70.7 g. After waiting for the reaction flask to not generate gas, add 30.5 g bromobutane. After 85 C reaction 7 hours, add 31 g 3,4-difluorobenzonitrile react for 5 h, then filtered and the filtrate, and 50 ml toluene after washing with the filtrate after the merger of the desolvation, drying the obtained cyhalofop 75.2 g, total reaction yield is 95.7%, the appearance is a white solid.

According to the analysis of related databases, 64248-62-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu Yongkai Chemical Co., Ltd.; Jiang Yunxiang; Zhao Feisi; Dong Haitao; Chen Kuanxin; Wei Dongyu; (7 pag.)CN107253912; (2017); A;,
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. 69395-13-7, name is 4-(2-Hydroxyethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: nitriles-buliding-blocks

N1 4-(2-Benzyloxyethyl)benzonitrile This compound was prepared by alkylation of 4-(2-hydroxyethyl)benzonitrile with benzyl bromide in the presence of sodium hydride in THF initially at 0 C. and then at ambient temperature.

The synthetic route of 69395-13-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KNOLL Aktiengesellschaft; US5780642; (1998); A;,
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. 127666-99-3, name is 2-Chloro-4-methoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H6ClNO

A mixture of tris(dibenzylideneacetone)dipalladium (33 mg, 0.0357 mmol) and tricyclohexylphosphine (47 mg, 0167 mmol) in anhydrous dioxane (2.5 mL) was stirred for 30 min at room temperature under an atmosphere of argon. 4,4,4′,4′,5,5,5′,5′-Octamethyl- 2,2′-bi-l,3,2-dioxaborolane (333 mg, 1.31 mmol) potassium acetate (175 mg, 1.785 mmol) and a solution of 2-chloro-4-methoxybenzonitrile (200 mg, 1.19 mmol) in anhydrous dioxane (2.5 mL) were sequentially added and the resulting mixture was irradiated in a microwave at 120 0C for 15 h. Concentration of the reaction mixture and purification by column chromatography, using a gradient of 0-30 % ethyl acetate in heptane as the eluent, gave 238 mg (77% yield) of the title compound: 1H NMR (CDCl3) delta 7.63 (d, J= 8.6 Hz, 1 H)3 7.35 (d, J= 2.8 Hz3 1 H)3 7.01 (dd3 J= 8.63 2.8 Hz, 1 H)3 3.88 (s, 3 H)3 1.39 (s, 12 H); MS (EI) m/z

According to the analysis of related databases, 127666-99-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTEX THERAPEUTICS LTD; WO2008/76046; (2008); 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. 4714-62-9, name is 4-(Methylamino)benzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C8H8N2

A mixture of the compound (450 mg) obtained in Step 1, 90% sodium azide (664 mg), triethylammonium chloride (703 mg) and anhydrous 1-methyl-2-pirrolidone (12 mL) was stirred at 140 to 160C for ten hours under nitrogen atmosphere. The reaction mixture was poured into ice-water, and the residue was adjusted to pH 3 with diluted hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water and brine successively, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was crystallized from tert-butyl methyl ether, collected by filtration and dried to obtain the titled compound (471 mg) as crystals.

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; MOCHIDA PHARMACEUTICAL CO., LTD.; EP1391452; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 67832-11-5,Some common heterocyclic compound, 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, molecular formula is C8H6BrN, 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.

EXAMPLE 164A 4′-methoxy-3-methyl-1,1′-biphenyl-4-carbonitrile 4-Bromo-2-methylbenzonitrile (4.9 g, 25.0 mmol), Pd(PPh3)4 (578 mg) in benzene (50 mL) and 2.0 M aqueous solution of Na2CO3 (25 mL, 50.0 mmol) was treated with 4-methoxyphenylboronic acid (4.56 g, 30.0 mmol) in ethanol (20 mL) and heated at 75 C. for 17 hours. The mixture was allowed to cool to room temperature and the phases were separated. The aqueous phase was extracted with diethyl ether (3*40 mL). The original benzene layer and the diethyl ether extracts were combined, filtered over celite, dried over sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by chromatography over silica using a mixture of hexane/CH2Cl2 (3:1) to provide the title compound as a white powder (5.73 g, 85% yield). 1H-NMR (300 MHz, CDCl3) delta2.35 (3H), 3.70 (s, 3H), 6.80-7.50 (m, 7H); MS (DCI) m/z 224 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-methylbenzonitrile, its application will become more common.

Reference:
Patent; Abbott Laboratories; US6620839; (2003); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 658-99-1,Some common heterocyclic compound, 658-99-1, name is 2-(3,4-Difluorophenyl)acetonitrile, molecular formula is C8H5F2N, 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.

EXAMPLE 51 -(4-(5-(2-( 1 -(3 ,4-difluorophenyl)cyclohexyl)ethyl)- 1 ,2,4-oxadiazol-3 – yl)benzyl)azetidine-3-carboxylic acidPreparation 5 A: l-(3,4-difluorophenyl)cyclohexanecarbonitrile [0136] To a solution of 2-(3,4-difluorophenyl)acetonitrile (2 g, 13.06 mmol) in 20 mL of DMF at 0C was added 60% sodium hydride (1.149 g, 28.7 mmol), and the mixture was stirred at the same temperature for 5 mins. Then a solution of 1,5-dibromopentane (1.779 mL, 13.06 mmol) in 20 mL of DMF was added dropwise and the mixture was stirred at a temperature in the range 0C to room temperature for 5 hrs. The reaction was quenched with water, and extracted with EtOAc. The mixture was washed with water and brine. The combined aqueous layers were back extracted with EtOAc once and washed with brine. The combined extracts were dried over a2S04 and evaporated to give an oily residue. It was purified by Combiflash (120g silica gel) eluting with 1 :9 EtOAc-hexane to give l-(3,4-difluorophenyl) cyclohexanecarbonitrile (2.52 g, 1 1.39 mmol, 87 % yield). lH NMR (400 MHz, CC13D) delta ppm 7.12-7.35 (3 H, m), 2.14 (2 H, d, J= 11.86 Hz), 1.75-1.95 (6 H, m), 1.64-1.75 (2 H, m)

The synthetic route of 658-99-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DAS, Jagabandhu; KO, Soo Sung; SRIVASTAVA, Anurag; MOQUIN, Robert V.; WATTERSON, Scott H.; WO2012/12477; (2012); 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. 5922-60-1, name is 2-Amino-5-chlorobenzonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Amino-5-chlorobenzonitrile

Method B N-(4-Chloro-2-cyanophenyl)-2-(5-morpholin-4-ylbenzimidazol-2-yl)acetamide LiHMDS (2.5 eq) was added to ethyl 2-[5-(2-morpholin-4-ylethoxy)benzimidazol-2-yl]acetate (1.0 eq) in THF at -78¡ã C. After 1 hour, 2-amino-5-chlorobenzenecarbonitrile (0.82 eq) in THF was added. The reaction was allowed to warm to 23¡ã C. and stirred overnight. The resulting mixture was quenched with NH4Cl (aqueous saturated solution) and extracted with EtOAc. The combined organic layers were washed with H2O and brine, dried over Na2SO4, filtered and concentrated in vacuo to yield a brown solid. The crude material was purified by silica gel chromatography (5:1 EtOAc:hexane) to give the desired product. LC/MS m/z 396.1 (MH+), Rf 1.79 minutes.

The synthetic route of 5922-60-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chiron Coporation; US2003/28018; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 455-18-5, name is 4-(Trifluoromethyl)benzonitrile, molecular formula is C8H4F3N, 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. Recommanded Product: 455-18-5

A mixture of 4-trifluoromethylbenzonitrile 10 (0.350 g, 2.04 mmol), hydroxylamine hydrochloride (0.213 g, 3.07 mmol) and triethylamine (0.44 mL, 3.24 mmol) in ethanol (4 mL) was refluxed for 3 h. After the completion of the reaction, the solvent was evaporated the crude residue was dissolved in dichloromethane and washed with water and brine once. The organic layer was dried over magnesium sulfate, filtered and evaporated to give 11 as white solid (0.406 g, 99%); 1H NMR (300 MHz, Chloroform-d): delta 4.88 (br s, 2NH), 7.23 (s, 1H), 7.67 (d, J = 8.1 Hz, 2H), 7.76 (d, J = 8.1 Hz, 2H). The analytical data was consistent with literature data. 22

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 455-18-5, its application will become more common.

Reference:
Article; Teng, Yu-Han Gary; Berger, William T.; Nesbitt, Natasha M.; Kumar, Kunal; Balius, Trent E.; Rizzo, Robert C.; Tonge, Peter J.; Ojima, Iwao; Swaminathan, Subramanyam; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5489 – 5495;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

53312-81-5, name is 5-Amino-2-fluorobenzonitrile, 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 5-Amino-2-fluorobenzonitrile

To ethyl 3 -fluoro- 1 -methyl-4- [[( 1R)- 1 -methylpropyl] sulfamoyl]pyrrole-2-carboxylate(354 mg, 1.156 mmol) and 5-amino-2-fluoro-benzonitrile (201.7mg, 1.483 mmol) in dry THF(20 mL) at 0C, lithium bis(trimethylsilyl)amide in THF (4.62 mL, 4.62 mmol) was added. Themixture was stirred 1 hour at 0C. The reaction mixture was quenched with NH4C1 solution (30mL) and extracted with EtOAc (5OmL), diluted with brine (50 mL) and extracted again with EtOAc (50 mL). The combine organic layers were dried over sodium sulphate, filtered and concentrated. The residue (dissolved in 1 mL DMF) was purified by column chromatography on silica using a gradient from 10 till 100% EtOAc in heptane. The product fractions wereconcentrated and the solid residue was crystallized from 50 mL warm methanol upon addition of water. The white crystals were filtered off and dried in vacuo at 50C overnight, resulting in compound 186 (306 mg)MethodA: Rt: 1.83 minmlz: 395.1 (M-H) Exactmass: 396.11. ?H NMR (400 MHz, DMSO-d6) oe ppm 0.78 (t, J=7.4 Hz, 3 H), 1.01 (d, J=6.6 Hz, 3 H), 1.31 – 1.44 (m, 2 H), 3.06 – 3.20 (m, 1 H), 3.80 (s, 3 H), 7.47 (d, J=4.6 Hz, 1 H), 7.50 – 7.58 (m, 2 H), 7.96(ddd, J=9.2, 4.8, 2.9 Hz, 1 H), 8.17 (dd, J5.7, 2.6 Hz, 1 H), 10.31 (s, 1 H).

The synthetic route of 53312-81-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; HACHE, Geerwin, Yvonne, Paul; LAST, Stefaan, Julien; MC GOWAN, David, Craig; ROMBOUTS, Geert; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2014/184350; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts