Month: February 2021

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, Safety of 4-Chloro-3-nitrobenzonitrile

In air, a vial was charged with complex Ih (6.8 mg, 0.01 mmol), potassium carbonate (207 mg, 1.50 mmol), the boronic acid (0.6 mmol) and the organohalide (0.5 mmol). The vial was sealed with a septum and purged with argon (3¡Á). Dioxane (2.0 mL) was added and the contents were stirred at 60 C. for the specified period of time. The reaction was then diluted with diethyl ether (2 mL) and transferred to a round bottom flask. The reaction vial was rinsed with additional diethyl ether (2 mL) and combined with the previous dilution. Each reaction was performed in duplicate and the contents were combined, concentrated onto silica gel and purified by flash chromatography.

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; Total Synthesis, Ltd.; US2007/73055; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 939-79-7, name is 4-Methyl-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 939-79-7, Formula: C8H6N2O2

A mixture of 3-nitro-p-tolunitrile (9.30 g, 57.4 mmol, 1 equiv) and 10% Pd/C (4.00 g,3.76 mmol, 0.066 equiv) in ethanol (100 mL) was stirred under a hydrogen balloon at 23 C for 20 h. The catalyst was filtered onto a pad a celite and washed with EtOAc (300 mL). The filtrate was concentrated to give 3-amino-4-methylbenzonitrile (1-2) as an off-white solid. 1H NMR (300 MHz, CDCl3) delta 7.10 (d, 1H, J = 7.6 Hz), 6.98 (dd, 1H, J = 7.9, 1.5 Hz), 6.89 (d, 1H, J = 1.5 Hz), 3.78 (br s, 2H), 2.20 (s, 3H). LRMS m/z (M+H + CH3CN) 174.2 found, 174.1 required.

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; MERCK & CO., INC.; WO2006/86255; (2006); A2;,
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. 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

Compound R-III (6.00 g, 32.9 mmol),4-cyano-3-trifluoromethylaniline (6.79 g, 36.5 mmol)Add N,N-methylacetamide (42 mL) to the reaction flask and cool to -15 C in an ice bath.Thionyl chloride (4.60 g, 39.0 mmol) was added dropwise, and the reaction temperature was controlled from -10 C to -15 C.After the dropwise addition was completed, the mixture was stirred for 0.5 h, and then raised to 40 C for 3 h.The reaction was slowly poured into cold saturated sodium bicarbonate solution (120 mL).Extract with ethyl acetate (30 mL x 3), combine the organic phases and wash with saturated sodium chloride.Filtration and evaporation of the solvent under reduced pressure afforded crude material.Recrystallization from a mixed solution of petroleum ether and methyl tert-butyl ether, decolorization of activated carbon,Obtained white solid R-IV 9.30g, yield 80.4%,

The synthetic route of 654-70-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shijiazhuang Du Zhi Pharmaceutical Technology Co., Ltd.; Fang Yu; Du Yumin; (10 pag.)CN109761778; (2019); A;,
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 53312-79-1 as follows. Computed Properties of C7H5ClN2

A solution of 3-amino-4-chlorobenzonitrile (562mg, 3.69mmol) and sodium phenyl sulfide (731mg, 5.53mmol) of a DMF solution (3.7 ml) was stirred using a microwave reaction apparatus at 150 C 50 min. The reaction mixture was added a saturated aqueous ammonium chloride solution, extracted with ethyl acetate, and the organic layer was washed with saturated brine and water, dried over anhydrous magnesium sulfate. After the drying agent was filtered off and concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography (ethyl acetate / hexane) to give (637mg, 76%) of the title compound as a colorless solid

According to the analysis of related databases, 53312-79-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; MURATA, TAKESHI; HARA, SOUSUKE; NIIZUMA, SATOSHI; HADA, KIHITO; KAWADA, HATSUO; SAKAITANI, MASAHIRO; SHIMADA, HIDEAKI; NAKANISHI, YOSHITO; (453 pag.)TW2016/5805; (2016); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 57381-37-0, 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. 57381-37-0 name is 2-Bromo-5-chlorobenzonitrile, 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.

A mixture of 5-chloro-2-bromobenzonitrile (107.5mg, 0.5mmol), cuprous oxide (36.0mg, 0.25mmol), cesium carbonate (489.3mg, 1.5mmol), methyl phenyl ketone (60.0mg, 0.5 after mmol) were added to a Schlenk reaction flask, vacuum, purged with nitrogen three times, in a nitrogen atmosphere, 10.0 mL of ethanol was added, the reaction 60 12 hours. after completion of the reaction, the solvent under reduced pressure, was removed by column chromatographic separation (elution with petroleum ether: ethyl acetate = 20: 1, V: V ), to give the product as a white solid 0.127g, 99%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-chlorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Dalian University of Technology; BAO, MING; YU, XIAOQIANG; FENG, XIUJUAN; MOHAMMED, SHARIF MAYOU; WANG, JIAO; (18 pag.)CN104628643; (2016); B;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 1813-33-8, 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. 1813-33-8 name is 2-Chloro-4-(trifluoromethyl)benzonitrile, 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 of 2-chloro-4-(trifluoromethyl)-benzonitrile (1.00 mmol) and appropriate thiol (RSH, 3.00 mmol),18-crown-6-ether (cat.) and potassium carbonate (2.00 mmol)were dissolved in acetonitrile (3 ml). The mixture was refluxedfor 12 h and then cooled to ambient temperature. The mixturewas quenched by adding water and extracted with EtOAc.Extracted organic compound was dried over MgSO4, filtered, andconcentrated in vacuo. The residue was purified by flash columnchromatography on silica gel using EtOAc/hexane (1:4) eluantcondition. (RSH = CH3CO2(CH2)2SH for 42).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-4-(trifluoromethyl)benzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Ann, Jihyae; Jung, Aeran; Kim, Mi-Yeon; Kim, Hyuk-Min; Ryu, Hyungchul; Kim, Sunjoo; Kang, Dong Wook; Hong, Sunhye; Cui, Minghua; Choi, Sun; Blumberg, Peter M.; Frank-Foltyn, Robert; Bahrenberg, Gregor; Stockhausen, Hannelore; Christoph, Thomas; Lee, Jeewoo; Bioorganic and Medicinal Chemistry; vol. 23; 21; (2015); p. 6844 – 6854;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 64248-62-0, name is 3,4-Difluorobenzonitrile, 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. Application In Synthesis of 3,4-Difluorobenzonitrile

Step 1 (MM-Si):Potassium carbonate (22 g, 79.13 mmol) was added to a solution of 3-hydroxypyrrolidone hydrocloride (9.6 g, 79.12 mmol) in diemethylformamide (60 mL) and the mixture was stirredfor 15 mi 3,4-difluorobenzonitrile (10 g, 71 .94 mmol) was added and the mixture was stirred at 90C for 9 h. The reaction was cooled to room temperature and than quenched with ice water. The resulting mas was filtered and washed with water, pet ether and dried in vacuum to affordlO g (67.5%) of MM-Si as an off white solid.

The synthetic route of 3,4-Difluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROBIODRUG AG; HEISER, Ulrich; BUCHHOLZ, Mirko; SOMMER, Robert; DEMUTH, Hans-Ulrich; WO2014/140279; (2014); A1;,
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. 499983-13-0, name is 4-Bromo-3-fluorophenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 499983-13-0

Step 6: Preparation of 1 -(4-bromo-3-fluorophenyl)cyclopropanecarbonitrile; To a room temperature solution of (4-bromo-3-fluorophenyl)acetonitrile from Step 5 (6.4 g) in a solution of 7.5 mL of sodium hydroxide (50% in water WAV) were added l-bromo-2-chloroethane (4.0 mL) and benzyltriethylammonium chloride (204 mg). The mixture was heated at 600C for 5 hours. The reaction mixture was cooled to room temperature and poured into water (100 mL). The aqueous phase was extracted with ethyl acetate (200 mL). The combined organic extracts were washed with water (100 mL), hydrogen chloride (100 mL, 10% HCl in water) and brine and then dried with magnesium sulfate and the solvent removed in vacuo. The residue was purified by swish using methyl t- butyl ether and hexanes to yield the title compound.1H NMR (CD3COCD3) delta 7.69-7.73 (1 H, m), 7.28 (1 H, d), 7.25 (1 H, d), 1.80-1.87 (2 H, m), 1.59-1.65 (2H, m).

According to the analysis of related databases, 499983-13-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2006/133559; (2006); A1;,
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. 144649-99-0, name is 5-Bromo-2-methoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H6BrNO

16.23 ml of n-butyllithium solution (1.6M in hexane) are added dropwise to a solution of 5.00 g of 5-bromo-2-methoxybenzonitrile in 90 ml of dry tetrahydrofuran at -78C. After stirring at this temperature for 45 minutes, 6.71 ml of triisopropylborate are added, and the mixture is then slowly warmed to -20C. 50 ml of 1 N HCl are added to the reaction mixture. The phase is separated and the aqueous phase is extracted three more times with 100 ml of diethyl ether each time. The combined organic phases are dried with sodium sulphate, filtered and evaporated. The remaining oil is mixed with pentane, and the precipitate which separates out is filtered off with suction and washed once with a little dichloromethane. Drying under high vacuum affords the title compound as a white solid. Rt = 2.74.

According to the analysis of related databases, 144649-99-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Speedel Experimenta AG; EP1987834; (2008); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 3598-14-9, 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. 3598-14-9 name is Phenoxyacetonitrile, 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: To a stirred suspension of corresponding nitrile and hydroxylamine hydrochloride (1.5 equiv.) in EtOH (10 mL per gram of nitrile) a NaHCO3 (1.5 equiv.) was added. The reaction mixture was stirred under reflux for a 6 h. After the reaction had completed, the reaction mixture was concentrated under reduced pressure, and the residue was diluted with cold water (200 mL). The resulting precipitate was filtered off and washed with cold water (50 mL).

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

Reference:
Article; Presnukhina, Sofia; Tarasenko, Marina; Baykov, Sergey; Smirnov, Sergey N.; Boyarskiy, Vadim P.; Shetnev, Anton; Korsakov, Mikhail K.; Tetrahedron Letters; vol. 61; 9; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts