Category: nitriles-buliding-blocks

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;,
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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;,
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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;,
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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 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;,
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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;,
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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;,
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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,
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Adding a certain compound to certain chemical reactions, such as: 19179-31-8, name is 3,5-Dimethoxybenzonitrile, 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 19179-31-8, Computed Properties of C9H9NO2

Step 1: Cyclopentyl-(3,5-dimethoxy-phenyl)-methanone To a solution of 3,5-dimethoxybenzonitrile (5.0 g) in anhydrous THF (60 mL) were added a solution of cyclopentylmagnesium chloride (20 mL of 2 M solution in diethyl ether) and cuprous bromide (88 mg). The resulting reaction mixture was refluxed for 1 h. Then water (10 mL) and 10% sulfuric acid (20 mL) were added and the resulting mixture was stirred at room temperature overnight. Then the reaction mixture was diluted with diethyl ether and washed with water and brine. The organic extract was dried over anhydrous sodium sulfate, concentrated and purified on a silica gel column using ethyl acetate and hexanes to yield 5.9 of the title compound (82% yield). HRMS calcd for C14H18O3 [M+H]+ 253.1329, observed 253.1328.

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, 3,5-Dimethoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dominique, Romyr; Goodnow, JR., Robert Alan; Kowalczyk, Agnieszka; Qiao, Qi; Sidduri, Achyutharao; Tilley, Jefferson Wright; US2010/240678; (2010); A1;,
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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. 5332-06-9, name is 4-Bromobutanenitrile, A new synthetic method of this compound is introduced below., Safety of 4-Bromobutanenitrile

To a suspension of K2CO3 (8.28 g, 60 mmol) and morpholine (4.35 g, 50 mmol) in acetonitrile (50 mL) was added 4-bromobutyronitrile (7.40 g, 50 mmol) dropwise at rt under N2. The mixture was stirred at rt for 6 h, filtered and concentrated in vacuo to give the title compound (7.26 g, 94.2%).

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; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Yingjun; Zhang, Jiancun; Wang, Xiaojun; Lin, Runfeng; Cao, Shengtian; Wang, Zhaohe; Li, Jing; US2015/87639; (2015); A1;,
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Reference of 79463-77-7,Some common heterocyclic compound, 79463-77-7, name is Diphenyl N-cyanocarbonimidate, molecular formula is C14H10N2O2, 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.

Diphenyl cyanocarbonimidate (5.3 g, 21.56 mmol) in DCM (50 mL) was added to a sol. of l-(4methoxyphenyl)-2,2-dimethylpiperazine (5 g, 21.56 mmol) in DCM (190 mL). The r.m. was stirred at r.t. for 24 h. Water was added and the mixture was extracted with DCM. The separated organic layer was dried (MgS04), filtered and the solvent was evaporated. The residue was suspended in DIPE, filtered off and dried in the oven. Yield: 6.12 g of intermediate 1 (77 %).

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

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); A1;,
Nitrile – Wikipedia,
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