Month: June 2021

Application of 5414-21-1, The chemical industry reduces the impact on the environment during synthesis 5414-21-1, name is 5-Bromovaleronitrile, I believe this compound will play a more active role in future production and life.

General procedure: To synthesize compound 1, 2-(1H-indol-3-yl)acetic acid (3.5 g, 20 mmol) was added to a stirred suspension of NaH (4 g, 100 mmol, mixture of 60% NaH in mineral oil) in THF (80 mL) at 0C. The resulting mixture was stirred for 30 min followed by dropwise addition of ethyl iodide (5 mL, 60 mmol) in THF (30 mL), allowed to warm to room temperature (RT), and stirred overnight. The reaction mixture was then cooled to 0 C and quenched by addition of 10 mL MeOH and 20 mL H2O followed by extraction with Et2O (2 × 100 mL). The aqueous layer was acidified by addition of 6N hydrochloric acid (30 mL) and extracted with ethyl acetate (EtOAc, 2 × 100 mL). The combined organic extracts were washed with H2O (2 × 100 mL) and brine (2 × 100 mL), dried over anhydrous Na2SO4, filtered and concentrated under vacuum. The residue was purified by flash chromatography (1:3 EtOAc petroleum ether, v/v) to yield 2-(1-ethyl-1H-indol-3-yl)acetic acid (1) as a colorless solid (3.87 g, 95% 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, 5-Bromovaleronitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Xia; Ma, Hongguang; Li, Lin; Chen, Yifan; Sun, Xiao; Dong, Zizheng; Liu, Jing-Yuan; Zhu, Weiming; Zhang, Jian-Ting; Oncogene; vol. 37; 18; (2018); p. 2469 – 2480;,
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. 2973-50-4, name is 2-(2-Aminophenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 2973-50-4

Example 32A Under inert atmosphere a solution of 500 mg (3.78 mmol) of 2-Aminophenylacetonitrile and 1 mL (7.57 mmol) of 2,5-Dimethoxytetrahydrofuran in 5 mL of Acetic acid was heated to 60 C. for 2 hours. After cooling the reaction mixture was concentrated under reduced pressure. The residue was purified by flash chromatography on SiO2 using cyclohexane/ethyl acetate mixture of increasing polarity (from 100% cyclohexane to 100% ethyl acetate) as eluant. 470 mg of the title compound (68%) were obtained.GC-MS (Method 3A.1): Rt: 9.75 minMS: 182 [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 2973-50-4.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/115863; (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. 5332-06-9, name is 4-Bromobutanenitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 5332-06-9

Preparation of 4-iodobutanenitrile After 4-bromobutanenitrile (1.48 g, 10 mmol) was dissolved in acetonitrile (30 mL), sodium iodide (6 g, 40 mmol) was added thereto, and the mixture was stirred for 70 minutes at 60 C. After the temperature was lowered to room temperature, water (30 mL) was added to the reaction material, and the result was extracted with ethyl acetate (30 mL*2). Excess iodine was removed by washing the organic layer with a 1% aqueous sodium thiosulfate solution, and the organic layer was washed with salted water, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure to give a target compound (1.86 g, 95%). 1H-NMR (300 MHz, CDCl3) delta 2.13 (m, 2H), 2.53 (t, J=13.8 Hz, 2H), 3.30 (t, J=13 Hz, 2H)

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; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; SON, Jong Chan; KIM, Bong Jin; KIM, Jae Hak; LEE, Ill Young; YUN, Chang Soo; LEE, Sang Ho; LEE, Chong Kgo; US2014/249162; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 3544-25-0, The chemical industry reduces the impact on the environment during synthesis 3544-25-0, name is 2-(4-Aminophenyl)acetonitrile, I believe this compound will play a more active role in future production and life.

Example 52; 5-Cyano- 1 H-imidazole-2-carboxylic acid [2-(4 j4-dimethyl-cyclohex- 1 -enyl)-4-( 1 H-tetrazol-5 – ylmethyl)-phenyl] -amide; a) (4-Amino-3-bromo-phenyl)-acetonitrile; A solution of 4-aminophenylacetonitrile (1.45 g, 10.9 mmol) in acetonitrile (10 mL) at 00C was treated with NBS (1.95 g, 10.9 mmol) in acetonitrile (10 mL) dropwise via an addition funnel. The reaction was allowed to warm to room temperature and then concentrated in vacuo. The crude product was dissolved in EtOAc (50 mL), washed with saturated aqueous NaHCO3 (2 x 50 mL) and dried (Na2SO4). Removal of the solvent in vacuo afforded the title compound (2.12 g, 92%) as a reddish solid. Mass spectrum (ESI, m/z): Calcd. for C8H7BrN2, 210.9 (M+H), found 211.0.

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)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2007/123516; (2007); 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. 1735-53-1, name is 4-Bromo-3-(trifluoromethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H3BrF3N

Description 24; 2′-fluoro-2-(trifluoromethyl)-4-biphenylcarboxylic acid (D24); To 4-bromo-3-trifluoromethylbenzonitrile (1.5 g, 6.0 mmol) and 2-fluorophenylbenzoic acid (1.0 g, 7.2 mmol) under a flush of argon was added toluene (30 ml_), saturated aqueous sodium carbonate (10 ml.) and ethanol (10 ml.) before addition of palladium tetrakistriphenylphosphine (345 mg, 0.3 mmol). The mixture was heated to 90 0C (block temperature) for 19 h. The reaction mixture was partitioned between ethyl acetate (100 ml) and water (80 ml_). The organic phase was washed with brine (80 ml.) before it was dried (phase separator) and concentrated in vacuo. The residue was purified by silica chromatography, eluting 0-75 % EtOAc in hexane. The resulting product was then dissolved in ethanol (40 ml.) and water (10 ml.) and potassium hydroxide (2.5 g, 44 mmol) was added. The solution was heated overnight to 90 0C (block temperature). The reaction mixture was concentrated and partitioned between ethyl acetate (70 ml.) and 2M HCI (30 ml_). The organic phase was washed with further 2M HCI (30 ml.) before it was dried (phase separator) and the solvent removed in vacuo. The crude product was purified by reverse phase chromatography, eluting 5-100 % acetonitrile in water to give the title compound as a solid (551 mg, 1.94 mmol). MS (ES”): C14H8F4O2 requires 284; found 283 (M-H+).

The synthetic route of 1735-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/74820; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 2338-75-2, 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. 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Compound 3 (1.00 g, 1.65 mmol) and 2-(4-(trifiluoromethyl)phenyl)acetonitrile (0.76 g, 4.10 mmol) were addedinto dry ethanol (50 mL) and dry THF (10 mL), and then CH3ONa(0.22 g, 4.08 mmol) was added quickly. The mixture was refluxed for 6 hunder an atmosphere of nitrogen. When the reaction was finished, themixture was cooled to room temperature. Then the resulting precipitatewas collected by filtration, and dried under vacuum. The crude productwas purified by column chromatography (silica gel, CH2Cl2/petroleumether, v/v 2/3), affording a bright orange solid (1.12 g). Yield 72%.Mp: 310-312 C. 1H NMR (400 MHz, CDCl3) 8.36 (s, 2H), 7.77 (d,J 4.4 Hz, 6H), 7.67 (d, J 8.0 Hz, 4H), 7.58 (s, 2H), 7.41 (t, J 7.6 Hz,J 7.2 Hz, 4H), 7.26 (d, J 7.6 Hz, 2H), 7.13 (d, J 8.4 Hz, 2H), 7.07(d, J 8.0 Hz, 2H), 7.02 (t, J 7.6 Hz, J 7.2 Hz, 2H), 4.15-4.10 (m,4H), 1.50 (t, J 9.2 Hz, J 7.2 Hz, 18H) (Figs. S9 and S10); 13C NMR(100 MHz, CDCl3) 143.95, 141.29, 140.51, 139.68, 137.35, 133.05,132.43, 131.84, 130.39, 130.11, 128.48, 127.04, 126.87, 126.27,126.12, 126.09, 124.74, 120.91, 117.70, 112.56, 112.01, 40.50, 36.21,29.30, 26.92, 11.81 (Fig. S11). IR (KBr, cm 1): 611, 619, 746, 789, 841,863, 951, 997, 1068, 1121, 1138, 1164, 12621326, 1385, 1417, 1452,1467, 1478, 1616, 1637. HRMS (MALDI-TOF) m/z: [M] Calcd forC60H48F6N4 938.3783; Found 938.3769 (Figs. S12 and S13). Anal. Calcd(%) for C60H48F6N4: C 76.74, H 5.15, N 5.97; Found: C 76.82, H 5.26, N5.88.

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

Reference:
Article; Cheng, Dandan; Xu, Defang; Wang, Ying; Zhou, Hongke; Zhang, Yihao; Liu, Xingliang; Han, Aixia; Zhang, Chao; Dyes and Pigments; vol. 173; (2020);,
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. 4360-47-8, name is Cinnamonitrile, A new synthetic method of this compound is introduced below., Product Details of 4360-47-8

General procedure: t-BuOK (5.66 g, 50.0 mmol) was added to a stirred solution of anhydrousTHF containing an appropriate benzaldehyde derivative (7a-l)(5.00 g, 42.0 mmol) and 2-diethoxyphosphorylacetonitrile (8.10 g, 46.0 mmol) at 0 C for 30 min. Then, the reaction was maintained at25 C for a further 30 min. The mixture was extracted with ethyl acetateand the combined organics were washed with brine, dried over sodiumsulfate, and concentrated to give compounds 8a-l. To a solution of 8a-lin ethyl acetate, 5% Pd/C (0.2 equiv.) was added. The suspension wasfiltered and evaporated. Then, the mixture was maintained at 30 Cunder 1 atm of hydrogen for 1 h. Removal of the solvent by rotaryevaporation gave 9a-l. Under nitrogen protection, BH3·THF (2 mol/L,20.7 mL, 41.4 mmol) was added slowly to a solution of 9a-l (4.12 g,27.6 mmol) in anhydrous THF at room temperature. Then, the reactionwas refluxed at 60 C for 2 h. The mixture was extracted with ethylacetate and the combined organics were washed with brine and driedover sodium sulfate, and concentrated to give compounds 10a-l.

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:
Article; Yi, Ce; Xing, Gang; Wang, Siqi; Li, Xiaoran; Liu, Yichuang; Li, Jinyan; Lin, Bin; Woo, Anthony Yiu-Ho; Zhang, Yuyang; Pan, Li; Cheng, Maosheng; Bioorganic and Medicinal Chemistry; vol. 28; 1; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 39581-21-0, 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. 39581-21-0 name is N-Butyl-2-cyano-acetamide, 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 mixture ofan aromatic aldehyde 1a-1f (1 mmol) with N-butyl-2-cyanoacetamide 2 (1 mmol) in ethanol (5 mL) wasrefluxed for 2 h, after which phthalhydrazide 3(1 mmol) was added to the mixture and refluxingcontinued for 3 h more. Upon completion of theprocess, according to TLC, the mixture was cooled toroom temperature and the precipitate was filtered off.The crude product was crystallized from ethanol togive the respective compound 4a-4f.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-Butyl-2-cyano-acetamide, and friends who are interested can also refer to it.

Reference:
Article; Elmi-Mehr; Davoodnia; Pordel; Russian Journal of General Chemistry; vol. 88; 12; (2018); p. 2595 – 2600;,
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. 3598-13-8, name is 2-(4-Chlorophenoxy)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

Starting Material 6: (5-Nitro-2-phenyl-benzothiazole4-yl)-acetonitrile STR23 5-Nitro-2-phenyl-benzothiazole (1.52 g, 5.94 mmol)(Starting Material 1) and 4-chlorophenoxyacetonitrile (1.05 g, 6.26 mmol) (Aldrich) were mixed in dimethylsulfoxide (20 mL). Powdered potassium hydroxide (1.40 g, 25 mmol) was added, and the mixture was stirred at room temperature for 8 hours. The mixture was poured into ice water and acidified with concentrated hydrochloric acid. The mixture was extracted with ethyl acetate (3*). The combined organic layers were washed with water (2*), brine and dried over anhydrous magnesium sulfate. The solvent was concentrated in vacuo and the residue was crystallized from ethyl acetate/hexanes to give the product. (Yield 0.64 g, 37%).

According to the analysis of related databases, 3598-13-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc.; US6153634; (2000); A;,
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. 873697-68-8, name is 3-Amino-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C7H5FN2

A solution of 3B in dichloromethane (about 1.5 M 3B in DCM) at RT under nitrogen mixture was cooled to ~0C, and 2.0 eq of IM diisobutyllithiumalurninum hydride (DEB AlH) in DCM was added dropwise over -3.5 hours, maintaining an internal reaction temperature < 0C. Upon completion of the DiBAlH addition, the reaction mixture was added dropwise with vigorous stirring to a cooled solution (~0C) of 40 volumes of 15% Rochelle salt and 10 volumes of DCM, maintaining an internal reaction temperature below 100C. The flask was rinsed with 10 volumes of DCM and the mixture was allowed to warm to room temperature and stirred for 4 hours. The layers were separated, and the aqueous layers were back extracted with 20 volumes of DCM. The combined organic layers were washed with 20 volumes of water. The organic layer was dried over sodium sulfate and concentrated to afford a brown foam, which was dried under vacuum (-30 in Hg) at RT to afford 3C (92% yield). 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; CYTOKINETICS, INC.; WO2007/70683; (2007); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts