Category: 16532-79-9

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. 16532-79-9, name is 4-Bromophenylacetonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 16532-79-9

This compound was prepared via Method C using 5-amino-pyridine-2-carboxylic acid methylamide prepared by Method N and 2-Methyl-2-[4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)- phenyl]-propionitrile prepared by Method O followed by Method R. Method O: [00305] NaH (2.5 eq.) is added to (4-Bromo-phenyl)-acetonitrile (leq) in DMF at O0C. The reaction mixture is stirred for 200C. MeI is added to the resulting solution at O0C. The resulting mixture is stirred at room temperature for 19hrs. EtOAc and water are added to the reaction. The organic phases are isolated, dried over MgSO4, filtered and evaporated under vacuum to afford the expected product. Purification by flash chromatography may be required to afford the pure product.

The synthetic route of 16532-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; BLANC, Javier; HODGES, Alastair, James; BURLI, Roland, Werner; BRECCIA, Perla; BLACKABY, Wesley, Peter; VAN ROMPAEY, Luc, Juliaan, Corina; FLETCHER, Stephen, Robert; WO2010/10184; (2010); A1;,
Nitrile – Wikipedia,
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Application of 16532-79-9,Some common heterocyclic compound, 16532-79-9, name is 4-Bromophenylacetonitrile, 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.

Step a) intermediate 20 Synthesis of 2-(4-bromophenyl)-2-methylpropanenitrile.The preparation of 2-(4-bromophenyl)-2-methylpropanenitrile is carried out as described in J. Med. Chem. (1995), no 38, page 1608-1628. Sodium Hydride (60% susp. in oil, 6.66 g, 166.3 mmol) is added in many portions over 1 hour to 2-(4-bromophenyl)-acetonitrile (1Og, 51.0 mmol), dissolved in anhydrous DMF and methyl iodide (14.838g, 102.0 mmol) at 0 0C. This solution turns to a thick and brown orange paste. It is left stirring to slowly warm up to room temperature (18h). The organic solution is partitioned between water and ethyl acetate, separated, dried over anhydrous sodium sulfate and filtered. The solution is concentrated under reduced pressure and the resulting crude is purified on silicagel using a 0 to 20 % ethyl acetate in hexane gradient to yield the desired compound (4.9 g, 42%) as a clear oil. IH NMR (400 MHz, CHLOROFORM-D) delta ppm 1.71 (s, 6 H) 7.35 (d, /=8.79 Hz, 2 H) 7.52 (d, /=8.79 Hz, 2 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-Bromophenylacetonitrile, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2008/18827; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 16532-79-9, The chemical industry reduces the impact on the environment during synthesis 16532-79-9, name is 4-Bromophenylacetonitrile, I believe this compound will play a more active role in future production and life.

General procedure: Sodium methoxide (4 mmol) – methanol solution was slowly added to a solution of 4 (1.0 g, 2.12 mmol) and I2 (0.51 g, 2.01 mmol) in dry diethyl ether at -78C. The reaction mixture was stirred for 12 h at rt. The crude product was filtered and washed with water and methanol. The residue was purified by silica gel column chromatography. The pure 1 was obtained by size-exculsion chromatography (JAIGEL-2H and 1H, CHCl3). Title compound was obtained as an orange solid (200 mg, 20%).

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, 4-Bromophenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Furuyama, Taniyuki; Shinozaki, Junichi; Tasso, Thiago Teixeira; Maeda, Hajime; Segi, Masahito; Kobayashi, Nagao; Tetrahedron Letters; vol. 58; 45; (2017); p. 4243 – 4247;,
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Application of 16532-79-9, The chemical industry reduces the impact on the environment during synthesis 16532-79-9, name is 4-Bromophenylacetonitrile, I believe this compound will play a more active role in future production and life.

To a solution of 2-(4-bromophenyl)acetonitrile (130.0 g, 0.7 mol) and iodomethane (103.9 mL, 1.7 mol) in THF (1.0 L) was added NaH (60% dispersion in mineral oil, 66.7 g, 1.7 mumol) in small portions at 10 C. After completion of the addition, the mixture was stirred at 10 C. for another 2 hours. The mixture was poured into ice water (2.0 L) and extracted with EtOAc (1.5 L). The organic layer was washed with saturated aqueous NaCl, dried over anhydrous MgSO4 and concentrated to yield Compound 1 (175 g, containing mineral oil) as a yellow oil, which was used directly without further purification. 1H NMR (CDCl3, 300 MHz) delta 7.52 (d, J=9.0 Hz, 2H), 7.38 (d, J=9.0 Hz, 2H), 1.72 (s, 6H).

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, 4-Bromophenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HUGHES, Adam D.; FENSTER, Erik; FLEURY, Melissa; GENDRON, Roland; US2013/109639; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 16532-79-9, 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. 16532-79-9, name is 4-Bromophenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

(4-bromo-phenyl)-2,2-dimethyl-acetonitrile To a cooled (0 C.) solution of 4-bromo-phenyl-acetonitrile (7.0 g, 35.7 mmol) in THF (70 mL) was added methyl iodide (4.9 mL, 78.6 mmol) followed by KOBu-t (79 mL, 1 M in THF). On complete addition, the cold bath was removed and stirring continued for a further 1 hr. The reaction mixture was then diluted with ether, washed sequentially with water and brine, dried over MgSO4 and concentrated. The residue was purified by flash chromatography (eluding with 10% ethyl acetate in hexanes) to give 7.49 g of the title compound as an oil. 1H NMR (CDCl3) d 1.70 (s, 6H), 7.34 (d, J=8 Hz, 2H), 7.50 (d, J=8 Hz, 2H). MS (EI) m/z 223, 225 Br pattern (M)+

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

Reference:
Patent; Burns, Christopher J.; Dankulich, William P.; McGarry, Daniel G.; Volz, Francis A.; US2002/193410; (2002); A1;,
Nitrile – Wikipedia,
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Electric Literature of 16532-79-9, 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 16532-79-9 as follows.

4A. 2-Methyl-2-(4-bromophenyl)propionitrile To a suspension of sodium hydride (60% dispersion in oil, 50 g, 1.25 m) in dry N,N-dimethylformamide (400 ml under nitrogen was added with stirring a solution of 4-bromophenylacetonitrile in N,N-dimethylformamide (400 ml) keeping the temperature between 30 and 40 C. A solution of iodomethane (213 g, 1.50 m) in N,N-dimethylformamide was then added gradually keeping the temperatue between 35 C. and the mixture then stirred at ambient temperature overnight. With ice cooling 2N aqueous hydrochloric acid (800 ml) was gradually added and then the mixture was diluted with water (1200 ml). The product was extracted with ether and the extract washed with water, saturated sodium bicarbonate, aqueous sodium sulphite, water again and finally brine. After drying and concentration on vacuo an orange oil was obtained which was distilled in vacuo to give the title compound as a colourless liquid (98.05 g, 87.5%) b.pt. 98-100/0.4 mm.

According to the analysis of related databases, 16532-79-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Burroughs Wellcome Co.; US4705854; (1987); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 16532-79-9, name is 4-Bromophenylacetonitrile, 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. Quality Control of 4-Bromophenylacetonitrile

To a solution of 5 g (0.025 mol)Of 4-bromobenzeneacetonitrile were added separately 6 · 47g (0.025mol)The iodine simple substance and40 ml of double distilled tetrahydrofuran,The reaction was dissolved and then cooled to _78 C, Slowly dropping the new system of 52ml of 2.4M sodium methoxide in methanol,Dropping to room temperature after the reaction 10h,Add distilled water to terminate the reaction;With 1M hydrochloric acid to neutral,Extraction with dichloromethane,Washed with saturated saline three times,Drying over anhydrous magnesium sulfate, filtration, rotary evaporation and column chromatography gave 3,4-bis (4-bromophenyl) maleimide in 78% yield.

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

Reference:
Patent; Fujian Normal University; Lin Zhenghuan; Ling Qidan; Wang Jingwei; Zheng Rong; Chen Huan; (12 pag.)CN107522646; (2017); 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. 16532-79-9, name is 4-Bromophenylacetonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C8H6BrN

P-Bromophenylacetonitrile (5 g, 25.505 mmol) and iodine (6.5734 g, 25.505 mmol) were placed in a 250 mL reaction flask and the mixture was purged with argon three times until the bottle had no oxygen and water.A solution of sodium methoxide (2.8933 g, 5.356 mmol) in anhydrous methanol (8.680 g, 14.613 ml) was added dropwise to the above solution at -78 C under oxygen and water, and the whole drop was maintained Argon atmosphere.After the dropwise addition, the temperature was gradually raised to 0 C, and the reaction was continued for 3 hours.After the reaction, the reaction was quenched with a 5% dilute hydrochloric acid solution, and the reaction was stirred for 12 hours.After the reaction was complete, the solution was filtered and the filter cake was washed twice with methanol and water.The resulting solid was dried in a vacuum oven.The final product was white powder compound 1 (3.1143 g, 63% 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; Jilin University; Xu Bin; Tian Wenjing; Yan Lulin; Ji Guang; (14 pag.)CN106084873; (2016); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 16532-79-9, These common heterocyclic compound, 16532-79-9, name is 4-Bromophenylacetonitrile, 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.

This compound was prepared via Method K using 3-hydroxy-azetidine and l-[4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenyl]-cyclopropanecarbonitrile prepared by Method P then Method R. Method P:[00306] l-bromo-2-chloroethane (1.2 eq.) is added to a solution of (4-Bromo-phenyl)- acetonitrile (leq), NaOH (solution IN) and BnNEtsCl (catalytique) in H2O at room temperature. The resulting solution is heated to 6O0C for 5h. EtOAc is added to the reaction. The organic phases are isolated, dried over MgSO4, filtered and evaporated under vacuum to afford the expected product. Purification by flash chromatography is required.

The synthetic route of 16532-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; BLANC, Javier; HODGES, Alastair, James; BURLI, Roland, Werner; BRECCIA, Perla; BLACKABY, Wesley, Peter; VAN ROMPAEY, Luc, Juliaan, Corina; FLETCHER, Stephen, Robert; WO2010/10184; (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. 16532-79-9, name is 4-Bromophenylacetonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

To a solution of 4-bromophenyl acetonitrile (20 g, 102 mmol) in THF (20 mL) is added a solution of borane (1 M in THF, 300 mL) under a nitrogen atmosphere. The reaction mixture is stirred at 75 C overnight. It is cooled to room temperature and treated with 6 N HCl (500 mL) drop-wise and stirred further at room temperature for 5 h. The resulting mixture is washed with ethyl acetate and ethyl acetate is discarded. The aqueous layer is basified with sodium carbonate and then extracted with ethyl acetate several times. The combined organic layer is washed with water, dried (Na2SO4), and the solvent was removed under reduced pressure to obtain pale yellow oil without further purification (16 g, 78%).

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; NOVARTIS AG; WO2008/76954; (2008); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts