Category: 16532-79-9

Adding a certain compound to certain chemical reactions, such as: 16532-79-9, name is 4-Bromophenylacetonitrile, 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 16532-79-9, COA of Formula: C8H6BrN

4-bromophenylacetonitrile (23.0 g, 117 mmol) and iodine (29.8 g, 117 mmol) were dissolved in 400 ml of ether,Lower the temperature to -78 C. Sodium methoxide (13.3 g, 246 mmol) dissolved in anhydrous methanol at a concentration of 10 wt% is slowly dropped, the temperature is raised to 0 C, and the mixture is stirred for 4 hours. After the reaction was completed by adding 5% HCl (Hydrochloric acid) aqueous solution, the mixture was filtered, washed with water and cold methanol, and then recrystallized from chloroform and methanol to obtain a white solid .

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

Reference:
Patent; LG Chemical Co., Ltd; Kim, Jin Suk; Choi, Chung-min; Bae, Jae-Sung; Lee, jae cheol; Lee, Ji Young; Jo, Geun; (30 pag.)KR101595147; (2016); B1;,
Nitrile – Wikipedia,
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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.

A solution of 4-Bromophenylacetonitrile (10.0 g, 51.0 mmol) in tetrahydrofuran (200 mL) was added slowly to a suspension of sodium hydride (60% in mineral oil, 6.0 g, 153 mmol) in tetrahydrofuran (400 mL) at room temperature over 30 minutes. After complete addition, methyl iodide (7.6 mL, 122 mmol) was added slowly over 30 minutes, maintaining the reaction temperature below 40 C. by occasional immersion into a water bath. The reaction was then stirred overnight at room temperature. The mixture was poured into water (500 mL) and extracted into ethyl acetate (2*300 mL). The combine organic layers were washed with brine (2*300 mL), dried over magnesium sulfate, filtered and concentrated. Crude purified on silica gel eluding with 2% ethyl acetate in hexanes) to give 2-(4-bromophenyl)-2-methylpropanenitrile (11 g, 96%) as a yellow oil. 1H NMR (300 MHz, CDCl3): delta ppm 1.70 (s, 6H), 7.35 (dd, 2H), 7.53 (dd, 2H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; pfizer Inc; US2010/197591; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

16532-79-9, Adding some certain compound to certain chemical reactions, such as: 16532-79-9, name is 4-Bromophenylacetonitrile, 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 16532-79-9.

Under nitrogen atmosphere, a mixture of (4-(diphenylamino)phenyl)boronic acid (1.74 g, 6 mmol), 2-(4-bromophenyl)acetonitrile (0.98 g, 5mmol), Pd(PPh3)4 (0.065 g, 0.06 mmol), Na2CO3 (2.0 M, 3.0 mL), and toluene (50 mL)/THF (30 mL) was stirred at 90 C for 24 h. After it was cooled to room temperature, CHCl3 (100 mL) was added to the mixture. The organic portion was separated and washed with brine before dried over anhydrous MgSO4. The solvent was evaporated off, and the solid residues were purified by column chromatography to afford 1.26 g of 2 (green powder) with a yield of 69.9%. FTIR (KBr): upsilon = 2949 cm-1, 2230cm-1, 1595 cm-1, 1523 cm-1, 1490 cm-1, 1080 cm-1 1H NMR (500MHz, CDCl3): delta (ppm) 7.60 (2H, d, J = 8.5 Hz, H in phenyl), 7.47 (2H, d, J = 8.5 Hz, H in phenyl), 7.40 (2H, d, J = 8.0 Hz, H in phenyl), 7.30 (4H, t, J = 7.5 Hz, H in phenyl), 7.16 (6H, d, J = 8.5 Hz, H in phenyl), 7.07 (2H, t, J = 7.5 Hz, H in phenyl), 3.80 (2H, s, H in methylene). 13C NMR(125 MHz, CDCl3): delta (ppm) 147.59, 140.59, 133.89, 129.32, 128.34, 128.25, 127.68, 127.27, 124.56, 123.71, 123.11, 117.82, 23.31. HRMS m/z: Found 361.1695 [M+H]+; molecular formula C26H21N2 requires361.1699 [M+H]+.

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 16532-79-9.

Reference:
Article; Cao, Feng; Li, Chengjian; Lv, Chunyan; Ouyang, Mi; Pan, Guoxiang; Sun, Jingwei; Yang, Shengchen; Zhang, Cheng; Zhang, Yujian; Zhuo, Chaozheng; Dyes and Pigments; vol. 180; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A common heterocyclic compound, 16532-79-9, name is 4-Bromophenylacetonitrile, molecular formula is C8H6BrN, 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. 16532-79-9.

To a solution of (4-bromo-phenyl)-acetonitrile (1 g, 5.10 mmol) in DMF (10 mL) is added sodium hydride (0.408 g, 10.20 mmol, 60% in mineral oil) at 0 C. Thereaction mixture is stirred at 0 C for 15 minutes and then methyl iodide (0.69 mL, 11.22 mmol) is added at 0 C. The reaction mixture is stirred at room temperature forovernight. The reaction mixture is quenched with aqueous ammonium chloride solution (5 mL) and extracted with EtOAc (2×20 mL). The combined organic extracts arewashed with water (20 mL) and brine (20 mL), dried over anhydrous Na2SO4, filtered, and evaporated. The crude material is purified over silica gel column chromatography(combiflash) eluting with 5-10% EtOAc in hexanes to give an off white solid (0.9 g,78%). 1H NMR (400 MHz, CDC13) i5 7.51 (d, J = 8.4 Hz, 1H), 7.34 (d, J = 8.4 Hz, 1H),1.77 (s, 3H).

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; ELI LILLY AND COMPANY; HAMDOUCHI, Chafiq; MAITI, Pranab; MILLER, Anne Reifel; WO2015/105779; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

16532-79-9, 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. 16532-79-9, name is 4-Bromophenylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of NaH (2.55 g, 63.75 mmol, 60%) in dimethyl sulfoxide (50 mL) were added dropwise a mixture of 4-bromophenyl-acetonitrile (223) (5 g, 25.51 mmol) and 1,4-dibromobutane (3.04 mL, 25.51 mmol) dissolved in dimethyl sulfoxide:ether (1:1) (50 mL) at 0 C. and the reaction mixture was stirred at this temperature for 2 h. After completion of the reaction, water (20 mL) and 10% HCl solution (50 mL) were added to the mixture and the mixture was extracted with ethyl acetate (2¡Á200 ml). The organic layer was dried over Na2SO4, concentrated and purified by 100-200 silica column chromatography using hexane as the eluent to give 1-(4-bromophenyl)-cyclopentanecarbonitrile (224) (5.7 g, 89%) as a white crystalline solid. [0870] GC-MS: 250 (M+)

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

Reference:
Patent; Wolkerstorfer, Andrea; Szolar, Oliver; Handler, Norbert; Buschmann, Helmut; Cusack, Stephen; Smith, Mark; So, Sung-Sau; Hawley, Ronald Charles; Sidduri, Achyutharao; Zhang, Zhuming; US2014/194431; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

16532-79-9, A common heterocyclic compound, 16532-79-9, name is 4-Bromophenylacetonitrile, molecular formula is C8H6BrN, 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.

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 mol) 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).

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

Reference:
Patent; THERAVANCE, INC.; US2012/157383; (2012); 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. 16532-79-9, name is 4-Bromophenylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 16532-79-9

Bromobenzeneacetonitrile (I) 0.97 g (5 mmol),1.73 g (6 mmol) of 4-boronic acid triphenylamine,Tetrakis (triphenylphosphine) palladium 0.11 g (0.1 mmol) was dissolved in a mixed solution of toluene 45 mL / tetrahydrofuran 35 mL,Aqueous sodium carbonate (2.0 M, 5 mL) was added.Under a nitrogen atmosphere,Heating to 90 reaction 36h.The reaction liquid was cooled,After evaporating the solvent under reduced pressure,Extraction with dichloromethane (60 mL x 3)The combined organic phase,Respectively, saturated aqueous sodium carbonate solution and saturated brine,Finally, dry over anhydrous magnesium sulfate.filter,The filtrate was concentrated under reduced pressure,The residue was separated by silica gel column chromatography,The eluent is a mixed solvent of petroleum ether / ethyl acetate in a volume ratio of 45/1,Collect the eluate containing the target compound,After the solvent was removed under reduced pressure and dried,1.62 g of the yellow powder triphenylamine intermediate (IV)The yield is 90%.

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

Reference:
Patent; Huzhou Normal College; Zhang Yujian; Zhang Qi; Yang Heyi; Qi Jun; Cao Feng; Zhang Cheng; (12 pag.)CN106883168; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts