Category: 1194-65-6

Electric Literature of 1194-65-6, These common heterocyclic compound, 1194-65-6, name is 2,6-Dichlorobenzonitrile, 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.

A mixture of 2,6-dichlorobenzonitrile(100 g, 581mmol),triethylamine(64.5 g, 640mmol) and (NH4)2S (20% aqueous solution, 217 mL, 640mmol) in pyridine (500 mL) was stirred at 50 C for 4 h.The mixture was concentrated under reduced pressure.The residue was dissolved in water (400 mL) and extracted withEtOAc(3 x 300 mL).The combined organic extract was washed with brine (100 mL), dried over Na2SO4, and concentrated under reduced pressure.The residue was re-crystallized withEtOAc/petroleum ether to afford the desired intermediate as a pale yellow solid (105 g, 88% yield).LCMS (ESI) m/z: 206.0 [M+H+].

The synthetic route of 1194-65-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liang, Jun; Van Abbema, Anne; Balazs, Mercedesz; Barrett, Kathy; Berezhkovsky, Leo; Blair, Wade S.; Chang, Christine; Delarosa, Donnie; DeVoss, Jason; Driscoll, Jim; Eigenbrot, Charles; Goodacre, Simon; Ghilardi, Nico; MacLeod, Calum; Johnson, Adam; Bir Kohli, Pawan; Lai, Yingjie; Lin, Zhonghua; Mantik, Priscilla; Menghrajani, Kapil; Nguyen, Hieu; Peng, Ivan; Sambrone, Amy; Shia, Steven; Smith, Jan; Sohn, Sue; Tsui, Vickie; Ultsch, Mark; Williams, Karen; Wu, Lawren C.; Yang, Wenqian; Zhang, Birong; Magnuson, Steven; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4370 – 4376;,
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Some common heterocyclic compound, 1194-65-6, name is 2,6-Dichlorobenzonitrile, molecular formula is C7H3Cl2N, 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: 2,6-Dichlorobenzonitrile

EXAMPLE 37; N-{[1-(2-Cyclopropylethyl)-2-(2,6-dichlorophenyl)-4-hydroxy-6-oxo-1,6-dihydro-5-pyrimidinyl]carbonyl}glycine; 37a) 3-(2-Cyclopropylethyl)-2-(2,6-dichlorophenyl)-6-hydroxy-4(3H)-pyrimidinone; A 2 M solution of trimethylaluminium in hexane (1.38 mL, 2.76 mmol) was added to a stirred mixture of 2-(cyclopropyl)ethylamine hydrochloride (PCT Int. Appl. (2004), WO 2004052312, 0.305 g, 2.49 mmol), 2,6-dichlorobenzonitrile (0.516 g, 3.00 mmol) and toluene (5 mL) at room temperature. The mixture was stirred in a microwave reactor at 160 C. for 0.5 h, then cooled and the solvent removed under reduced pressure. Diethyl malonate (1.60 g, 10.0 mmol), 2-methoxyethanol (15 mL) and 4.37 M sodium methoxide in methanol (2.30 mL, 10.1 mmol) were added and the mixture refluxed under nitrogen for 18 h. After cooling, the mixture was poured into water (200 mL) containing 1 M aqueous sodium hydroxide (2 mL), washed with ether, acidified to pH 2 with 6 M aqueous hydrochloric acid, and extracted with ethyl acetate. The extracts were washed with water and brine, dried (MgSO4) and evaporated under reduced pressure. The residue was triturated with ether and the solid collected, washed with ether and dried to give the title compound (0.478 g, 59%) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm -0.29–0.20 (m, 2 H) 0.26-0.34 (m, 2 H) 0.44-0.60 (m, 1 H) 1.33-1.44 (m, 2 H) 3.60-3.72 (m, 2 H) 5.49 (s, 1 H) 7.66 (dd, J=9.09, 7.07 Hz, 1 H) 7.70-7.78 (m, 2 H) 11.80 (br. s., 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1194-65-6, its application will become more common.

Reference:
Patent; Shaw, Antony N.; Duffy, Kevin J.; Tedesco, Rosanna; Wiggall, Kenneth; US2008/171756; (2008); A1;,
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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 1194-65-6 as follows. Quality Control of 2,6-Dichlorobenzonitrile

In the same manner as in the process of the fluorination step of Example 1 except for using 17.2 g of 2,6-dichlorobenzonitrile instead of 2,3,6-trichlorobenzonitrile, the reaction and refinement were carried out to obtain 9.5 g of 2,6-difluorobenzonitrile (yield: 68%).

According to the analysis of related databases, 1194-65-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ishihara Sangyo Kaisha Ltd.; US4406841; (1983); A;,
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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. 1194-65-6, name is 2,6-Dichlorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: nitriles-buliding-blocks

In a 500 ml reaction flask, 51.6 g (0.3 mol) of 2,6-dichlorobenzonitrile, 41.6 g of water, and 0.6 g of a 30% sodium hydroxide solution were added.The temperature was raised to 35 C, and 55.65 g (0.45 mol) of 27.5% hydrogen peroxide was added dropwise.After 5 hours, the addition is completed.After the completion of the dropwise addition, the sample was controlled, and 2,6-dichlorobenzonitrile was ?0.5% qualified. Filtered, the filter cake was rinsed with 83.2 g of water.The wet product is dried to obtain 2,6-dichlorobenzamide 55g.The purity was >99.0%, and the yield was 97%.

The synthetic route of 1194-65-6 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1194-65-6, name is 2,6-Dichlorobenzonitrile, 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 1194-65-6, Computed Properties of C7H3Cl2N

General procedure: A mixture of arylnitrile (2.0 mmol) and WR (1.07 g, 2.0 mmol) in 20 mL of dry toluene was refluxed for 8 h. Upon cooling to 90C 1.0 mL of water was added, the mixture was refluxed for another 1 h. After cooling to room temperature the reaction mixture was concentrated to ca. 5.0 mL and extracted with dichloromethane (20 mL x 3), the combined dichloromethane extracts were dried over MgSO4. The final residue was purified by silica gel chromatography (9 : 1 ethyl acetate /dichloromethane as eluent) to give the compounds 1a-1i.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,6-Dichlorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Hua, Guoxiong; Du, Junyi; Slawin, Alexandra M. Z.; Woollins, J. Derek; Synlett; vol. 25; 15; (2014); p. 2189 – 2195;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

1194-65-6, name is 2,6-Dichlorobenzonitrile, 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. Product Details of 1194-65-6

To a solution of Bis(l,5-cyclooctadiene)dimethoxydiiridium (35 mg) in hexane (10 ml) under argon was added 4,4′-Di-tert-butyl-2,2′-bipyridine (1 lOmg). To this dark brown suspension was added pinacol diborane (2.23 g) and the solution was stirred at room temperature for 5 min. To this solution was added 2,6-Dichloro-benzonitrile (1 g) and the mixture was heated at 50C for 22 hours. The solution was then filtered on a Celite pad and the filtrate was concentrated. The residue was then dissolved with ethyl acetate and extracted with saturated ammonium chloride. The organic layer was washed with water, dried over sodium sulfate and concentrated. The residue was used as such in the next reaction.

The synthetic route of 1194-65-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; CASSAYRE, Jerome Yves; RENOLD, Peter; EL QACEMI, Myriem; PITTERNA, Thomas; TOUEG, Julie Clementine; WO2011/67272; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts