Category: 939-80-0

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. 939-80-0, name is 4-Chloro-3-nitrobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Chloro-3-nitrobenzonitrile

[00200] 4-(2,5-Difluorophenoxy)-3-nitrobenzonitrile 21. A solution of 4-chloro-3- nitrobenzonitrile (5 g) in THF (200 mL) at room temperature was treated with K2CO3 (19 g), followed by 2,5-difluorophenol (3.7 g). After stirring at room temperature for 18 hrs, the solid was filtered off and rinsed with copious amounts of EtOAc. The filtrate was washed sequentially with saturated aqueous NaHCU3 solution, water, and saturated aqueous NaCl solution, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The residual was triturated with hexanes and collected by suction to furnish the desired product 21, which was used directly in the next step without further purification.

The synthetic route of 939-80-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AXIKIN PHARMACEUTICALS, INC.; LY, Tai, Wei; TRAN, Marie Chantal, Siu-ying; BAAUM, Erik, Dean; WO2010/123956; (2010); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 939-80-0,Some common heterocyclic compound, 939-80-0, name is 4-Chloro-3-nitrobenzonitrile, molecular formula is C7H3ClN2O2, 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.

4-Chloro-3-nitrobenzonitrile (331 mg) and cesium carbonate (700 mg) were added to a solution of compound (1a) (500 mg) in acetonitrile (5.5 mL), and the mixture was stirred under heating at 70 C. for 4 hours. After completion of the reaction, the reaction solution was allowed to standing still for cooling and partitioned between ethyl acetate and water. The organic layer was washed with saturated brine and dried by the addition of anhydrous sodium sulfate. After removal of the solvent by evaporation, the residue was subjected to slurry washing (acetonitrile/methanol), thereby to obtain compound (10a) (470 mg, yield 64%) as a milky white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-3-nitrobenzonitrile, its application will become more common.

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; Kitade, Makoto; Ohkubo, Shuichi; Yoshimura, Chihoko; US2013/289072; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 939-80-0, name is 4-Chloro-3-nitrobenzonitrile, 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 939-80-0, COA of Formula: C7H3ClN2O2

Example 1; Preparation of 4-(3,5-dimethylphenoxy)-3-(4-propionylpiperazin-l-ylsulfonyl)benzonitrile 57; [00201] Compound 57 was synthesized as shown in Scheme 2. Scheme 2 [00202] 4-(3,5-Dimethylphenoxy)-3-nitrobenzonitrile 21.; To a solution of 4-chloro-3- nitrobenzonitrile (12.00 g, 65.75 mmol) in THF was added potassium carbonate (45.58 g, 328.70 mmol) and 3,5-dimethylphenol (9.658 g, 78.88 mmol). The reaction mixture was refluxed for 17 hrs, whereupon the starting material was consumed (TLC, 25% EtOAc in hexanes). The reaction mixture was then cooled to room temperature, and potassium carbonate was filtered and washed with copious amounts of EtOAc. The filtrate was washed sequentially with saturated sodium bicarbonate solution, water, and saturated sodium chloride – 92 – SDI-13262vl solution, dried over anhydrous MgSO4, filtered, and concentrated in vacuo to give the crude product as a yellow solid. The solid was triturated with hexanes and filtered to afford compound 21 as a whitish-yellow powder. (15.022 g, 85.2% yield, 100 % HPLC purity). 1H NMR (500 MHz, DMSO-4): delta 8.65 (d, / = 2 Hz, IH), 8.06 (dd, J1 = 9 Hz, J2 = 2 Hz, IH), 7.12 (d, / = 9 Hz, IH), 6.97 (s, IH), 6.84 (s, 2H), 2.29 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-nitrobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; AXIKIN PHARMACEUTICALS, INC.; LY, Tai, Wei; FORRESTER, Jared, Andrew; WO2010/123960; (2010); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 939-80-0, The chemical industry reduces the impact on the environment during synthesis 939-80-0, name is 4-Chloro-3-nitrobenzonitrile, I believe this compound will play a more active role in future production and life.

3-Nitro-4-(4,4,4-trifluorobutylamino)benzonitrileA mixture of 4-chloro-3-nitro-benzonitrile (1.36 g, 7.43 retool, 1 eq), 4,4,4-trifluorobutan-1-amine (945 rag, 7.43 retool, 1 eq) and triethylamine (1.04 mL, 7.43 retool, 1 eq) inacetonitrile (30 mL) was stirred at room temperature. After 16 h the reaction wasconcentrated in vacuo to dryness. The residue was dissolved in CH2C12 (30 mL), washedwith water (3 x 15 mL), dried (MgSO4), filtered and concentrated in vacuo to yield the titlecompound as a yellow solid (1.99 g, 98%).1H NMR (250MHz, CDC13): c2.10 (m, 2H), 2.33 (m, 2H), 3.51 (q, 2H), 6.95 (d, 1H), 7.68(m, 1H), 8.44 (br.s, 1H), 8.57 (d, 1H). LC/MS 274 (MH+).

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-Chloro-3-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA UK LIMITED; ARROW THERAPEUTICS LIMITED; BLADE, Helen; CARRON, Elisa, Ann; JACKSON, Heather, Marie; LUMLEY, James, Andrew; PILKINGTON, Christopher, John; TOMKINSON, Gary, Peter; THOMAS, Alexander, James, Floyd; WARNE, Justin; WO2010/103306; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 939-80-0, 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. 939-80-0 name is 4-Chloro-3-nitrobenzonitrile, 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.

Step A 3-nitro-4-vinylbenzonitrile To N,N-dimethylformamide (50 ml) were added 4-chloro-3-nitrobenzonitrile (2.81 g, 15.39 mmol), tri-n-butylvinyltin (5.23 g, 16.49 mmol) and bis(triphenylphosphine)palladium(II) dichloride (701 mg, 0.999 mmol), and the mixture was stirred with heating at 100 C. for 160 min. The reaction mixture was cooled, diluted with an ethyl acetate-hexane=1:1 mixed solvent, washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The insoluble material was filtered off, and the solution was concentrated under reduced pressure. The obtained oil was purified by silica gel column chromatography (ethyl acetate-hexane) to give the title compound (2.21 g, yield 82%) as a yellow solid. 1H-NMR (300 MHz, CDCl3); delta(ppm) 5.69 (d, J=11.3, 1H), 5.90 (d, J=17.3, 1H), 7.20 (dd, J=11.3, 17.3, 1H), 7.78 (d, J=8.1, 1H), 7.85 (dd, J=1.5, 8.1, 1H), 8.24 (d, J=1.5, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-nitrobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; US2012/196824; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 939-80-0, name is 4-Chloro-3-nitrobenzonitrile, molecular formula is C7H3ClN2O2, 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. Application In Synthesis of 4-Chloro-3-nitrobenzonitrile

In dry acetonitrile (40 ml) were dissolved 4-chloro-3-nitrobenzonitrile (4.0 g, 21 .98 mmol), ethyl glycinate hydrochloride (4.6 g, 32.97 mmol) and diisopropyl ethylamine (10.9 ml, 65.94 mmol) in microwave vial and the mixture was irradiated at 125 C for 30 minutes. The solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane) to yield 4.0g (73.13%) of the title compound . 1 H- NMR(400MHz,CDCl3)delta: 1.33(t,J=7.2Hz,3H),4.13(d,J=5.2Hz,2H),4.32(q,J=7.2Hz,2H ),6.77 Eta),8.81 (5, 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 939-80-0, its application will become more common.

Reference:
Patent; DAIICHI SANKYO COMPANY, LIMITED; KATOCH, Rita; INAGAKI, Hiroaki; FUJISAWA, Tetsunori; WO2014/24056; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 939-80-0, name is 4-Chloro-3-nitrobenzonitrile, molecular formula is C7H3ClN2O2, 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. Application In Synthesis of 4-Chloro-3-nitrobenzonitrile

General procedure: The respective N-alkoxysalicylamide 10 (2 mmol) and 1,2-dihaloarene (1-halo-2-nitroarene) partner 2 (2 mmol) were combined in anhydrous DMF (7 mL) with freshly calcinated K2CO3 (829 mg, 6 mmol) and the mixture was kept, with stirring, at the temperature and for the time period indicated in Table 2. DMF was removed in vacuo and the residue was treated with water (10 mL), which caused a viscous oil to separate. It was extracted with CH2Cl2 (5 mL), the organic layer was separated, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography on silica gel using an appropriate gradient of CH2Cl2 in hexanes as eluent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 939-80-0, its application will become more common.

Reference:
Article; Sapegin, Alexander; Reutskaya, Elena; Smirnov, Alexey; Korsakov, Mikhail; Krasavin, Mikhail; Tetrahedron Letters; vol. 57; 52; (2016); p. 5877 – 5880;,
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. 939-80-0, name is 4-Chloro-3-nitrobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Chloro-3-nitrobenzonitrile

General procedure: 0.5 mmol nitrobenzene, 4.0 mmol TBH (70%. aq. soln.), 40 mg Co-Ni/ Lignin catalyst and 10 mL Toluene were added in to an 80 mL autoclave. It was then exchanged with 4.0 MPa H2. The reaction was reacted at 160 C for 36 h under magnetic stirring. Subsequently, the autoclave was cooled to room temperature, and 70 mg biphenyl and 10 mL ethanol were added for quantitative analysis by GC-FID (Agilent 6890A). Purification Procedure: The crude products were subjected to silica gel column chromatography (60, 230-400 mesh supplied by Qingdao Haiyang Chemical and Special Silica Gel Co, Ltd). Eluting with ~75mL of Petroleum Ether, followed by 100:1 (Petroleum Ether:EtOAc).

According to the analysis of related databases, 939-80-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Pang, Shaofeng; Shi, Feng; Tetrahedron Letters; vol. 57; 52; (2016); p. 5872 – 5876;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 939-80-0 as follows. HPLC of Formula: C7H3ClN2O2

EXAMPLE 3b Preparation of 4-chloro-3-aminobenzonitrile A degassed solution of 40 mmol of 4-chloro-3-nitrobenzonitrile (starting material) and 40 ml of xylene are placed in an autoclave (volume: 200 ml).2.5 mmol of BINAS (in the form of 14.4 g of an aqueous solution containing 0.173 mol of BINAS/kg of solution) as phosphine and 2.4 g (60 mmol) of NaOH, 23.8 ml of H2 O and 1.0 mmol of PdCl2 are added. The pH isfrom 10.5 to 11.0. The subsequent procedure is as described in Example 3a.

According to the analysis of related databases, 939-80-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoechst Aktiengesellschaft; US5744643; (1998); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 939-80-0, These common heterocyclic compound, 939-80-0, name is 4-Chloro-3-nitrobenzonitrile, 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.

General procedure: A mixture of benzenesulfonamides (1, 1.0 mmol), halogenated nitrobenzene(2, 1.0 mmol) and K2CO3 (1.1 mmol) were dissolved in DMF in a microwave tube. Then, the reaction mixture was irradiated in a microwave apparatus at 140 C for 12 minutes. After the reaction mixture was cooled to ambient temperature, the product was concentrated, and the crude mixture was purified by column chromatography on silica gel to the desired products 3.

Statistics shows that 4-Chloro-3-nitrobenzonitrile is playing an increasingly important role. we look forward to future research findings about 939-80-0.

Reference:
Article; Huang, Zhi-You; Liu, Min; Mao, Yi-Jun; Chen, Yu-De; Wang, Yan-Ping; Liu, Chong; Tetrahedron Letters; vol. 60; 8; (2019); p. 626 – 629;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts