Month: July 2021

Electric Literature of 3441-01-8, 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. 3441-01-8, name is 3-Cyanobenzamide belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 20 Sodium nitrite (2.07 g) was dissolved in a 70 wt. percent aqueous sulfuric acid solution (100 ml), and m-cyanobenzamide (2.92 g) was added to the resultant solution. The mixture was allowed to react at 40° C. for one hour with stirring. The precipitated crystals were collected through filtration, washed with water, and dried, to thereby obtain 2.68 g of m-cyanobenzoic acid (yield 92percent). The m-cyanobenzoic acid obtained had a purity of 99percent or more.

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

Reference:
Patent; Showa Denko Kabushiki Kaisha; US6433211; (2002); B1;,
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 876-31-3 as follows. name: 4-(Cyanomethyl)benzonitrile

10-Ethylphenothiazine-3-carbaldehyde (10 mmol, 2.55 g) and 4-(cyanomethyl)benzonitrile (10 mmol, 1.42 g)Dissolve in ethanol (20 mL) and THF (10 mL), then add ammonium acetate (10 mmol, 0.77 g) to the reaction system.The mixture was stirred at room temperature for 12 hours. After the reaction and filtration are complete, the crude product is purified by column chromatography.Ethyl acetate:n-hexane=1:4 was used as an eluent. 4-(1-cyano-2-(10-ethyl-phenothiazine-3-yl)vinyl)benzonitrile (3.15 g, yield 83%) was obtained as a red powdery solid.

According to the analysis of related databases, 876-31-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangzhou Woman Child Medical Treatment Center; Gong Sitang; Xu Wanfu; Geng Lanlan; Yang Min; Chen Peiyu; Xu Chaohui; He Liying; Chen Huan; Ye Liping; Wang Hongli; Li Huiwen; Xie Jing; Zhao Junhong; Xiong Liya; Liang Cuiping; Cheng Yang; Cao Meiwan; (12 pag.)CN107501207; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 6011-14-9, A common heterocyclic compound, 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, molecular formula is C2H5ClN2, 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) 4-t-Butoxycarbonylamino-2-methylpyrrole-3-carboxylic acid ethyl ester ; Triethylamine (8.25 mL, 59.17 mmol) was added to a solution of amino acetonitrile hydrochloride (7.00 g, 53.79 mmol) in ethanol (23 mL), and the obtained mixture was then stirred at room temperature for 10 minutes. Thereafter, ethyl acetoacetate (5.47 g, 59.17 mmol) was added to the reaction solution, and the obtained mixture was then stirred at 70C for 1 hour. Thereafter, the solvent was distilled away, and ice water (50 mL) was then added to the reaction solution, followed by stirring at 0C. The generated precipitate was collected by filtration to obtain an enamine compound (7.35 g, yield: 81%) in the form of a colorless powder. The obtained enamine compound (7.35 g, 43.7 mmol) was added to a solution of sodium ethoxide in ethanol prepared from sodium metal (1.11 g, 48.1 mmol), and the obtained mixture was then stirred at room temperature for 18 hours. Thereafter, a 4 M-hydrochloric acid-ethyl acetate solution was added to the reaction solution to neutralize it (pH = 6), and the solvent was then distilled away. The generated precipitate was collected by filtration to obtain an aminopyrrole compound in the form of a brown solid. Triethylamine (4.74 mL, 34.0 mmol), Boc2O (7.42 g, 34.0 mmol), and DMAP (3.12 g, 25.5 mmol) were added to a solution of the obtained aminopyrrole compound in dichloromethane (150 mL). The obtained mixture was stirred at room temperature for 4 hours. Thereafter, water was added to the reaction solution, and it was then extracted with ethyl acetate twice, washed with a saturated saline, and then dried over anhydrous sodium sulfate, followed by concentration. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate), so as to obtain the title compound (1.84 g, yield in two steps: 20%) in the form of a colorless oily substance. 1H NMR (400 MHz, CDCl3): delta (ppm) = 8.49 (1H, brs), 7.90 (1H, brs), 7.01 (1H, d, J = 1.9 Hz), 4.31 (2H, q, J = 7.2 Hz), 2.45 (3H, s), 1.49 (9H, s), 1.37 (3H, t, J = 7.2 Hz).

The synthetic route of 6011-14-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2308838; (2011); A1;,
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., SDS of cas: 654-70-6

In a 500 mL four necked round bottomed flask equipped with nitrogen atmosphere facility, mechanical stirrer, thermometer and an addition funnel, (15 g) 4-amino-2-(trifluoromethyl)benzonitrile, 150 mL water and 75 mL dichloromethane were added at 20-30 C. The reaction mixture was stirred for 15 min and 9 mL thiophosgene was added. The reaction mixture was stirred for 4 hours. After completion of the reaction, the layers were separated and the organic layer was concentrated completely U/V at 40 C. 105 mL, hexane was added to the concentrated reaction mass and cooled 0 to 5 C. The compound was filtered, washed with hexane and dried to obtain 20 g titled compound with 98% purity by HPLC.

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

Reference:
Patent; Cadila Healthcare Limited; Dwivedi, Shri Prakash Dhar; Singh, Kumar Kamlesh; Charan, Ganpat Dan Shimbhu; (16 pag.)US2017/158643; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 1885-38-7, 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. 1885-38-7 name is (E)-Cinnamonitrile, 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 solution of cheliensisin A (548 mg, 2 mmol) in PhCN (10 mL) at -20 C, a solution of BF3·OEt2 (668 muL, 2 mmol) in PhCN (5 mL) was added over 15 min. The reaction completed in 1 h with TLC judgment. A saturated aqueous NaHCO3 solution (12 mL) was then added to quench the reaction. The mixture was extracted with dichloromethane (100 mL × 3). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated. The crude product was subjected to flash chromatography on silica gel (ethyl acetate/petrol ether = 1:3) to give compounds 2a and 2b as white foams in 34% (257 mg) and 53% (403 mg), respectively.

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

Reference:
Article; Deng, Xu; Su, Jia; Zhao, Yu; Peng, Li-Yan; Li, Yan; Yao, Zhu-Jun; Zhao, Qin-Shi; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 4238 – 4244;,
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. 3759-28-2, name is 2-(Cyanomethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C9H6N2

Step 1) (1116) To alpha-cyano-o-tolunitrile (1.5 g, 10.55 mmol) and benzyltributylammonium bromide (0.150 g, 0.42 mmol) in 8N aqueous sodium hydroxide solution (26.4 mL, 211.03 mmol) was added 1,4-butylene bromide (1.449 mL, 12.13 mmol) at room temperature, and the mixture was stirred overnight at room temperature. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure to give crude 2-(1-cyanocyclopentyl)benzonitrile (2.69 g, 13.71 mmol, 130%) as a brown oil. 1H-NMR(300MHz,CDCl3):delta1.98-2.18(4H,m),2.26-2.44(2H,m),2.59-2.79(2H,m),7.38-7.50(1H,m),7.62(1H,td,J=7.8,1.5Hz),7.67-7.83(2H,m).

According to the analysis of related databases, 3759-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; FUKASE, Yoshiyuki; SATO, Ayumu; KOUNO, Mitsunori; TOMATA, Yoshihide; OCHIDA, Atsuko; YONEMORI, Kazuko; ODA, Tsuneo; IMADA, Takashi; YUKAWA, Tomoya; (238 pag.)EP2975031; (2016); A1;,
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. 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate, A new synthetic method of this compound is introduced below., Recommanded Product: 52133-67-2

Acetamidine hydrochloride (413 mg, 4.4 mmol) was added to a solution of sodium ethoxide (594 mg, 2.0 equiv.) in ethanol (8 mL). After stirring for half an hour at room temperature, the resultant sodium chloride was removed by filtration. The filtrate was added to ethyl 2-cyano- 4,4-diethoxybutanoate (1.0 g, 4.4 mmol) and the mixture was refluxed for 5 hours. Most of the solvent was removed and the remaining slurry was dissolved in ice water, and extracted with ethyl acetate. The extracts were washed with brine, dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography on silica gel (100percent methanol). The desired product was obtained as a red solid (421 mg, 40percent). MS: (M + H)/z = 242.

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; CHEMOCENTRYX, INC.; WO2009/9740; (2009); A1;,
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. 134604-07-2, name is 1-Cyano-2-bromo-5-nitrobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C7H3BrN2O2

[00305] A microwave vial was charged with 1-propyl-5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)pyridin-2(1H)-one (0.200 g, 0.6 mmol), 2-bromo-5-nitrobenzonitrile (0.180 g, 0.8 mmol), and dioxan (8 mL) and water (2 mL) and the flask was degassed and flushed with argon. PdCl2(dppf) (0.058 g, 0.1 mmol) was added and the reaction flask was again degassed and flushed with argon. The reaction mixture was then heated to 100C in a microwave for 45 minutes. The reaction was cooled to room temperature and quenched with sat. NaHC03 and extracted with ethyl acetate (3X50 mL). The combined organics were washed with water, brine and dried over MgS04. The solvents were evaporated to dryness and the residue purified by flash chromatography (silica gel, 0-60% ethyl acetates in hexanes) to afford the product as yellow solid (170 mg, 80%). LC/MS: [M+l]+, 350.2; 1H NMR (300 MHz, CDC13): delta 8.60 (d, J=2.4 Hz, IH), 8.47 (t, J=2.4 Hz, IH), 8.44 (d, J=2.4 Hz, IH), 8.15 (s, IH), 7.84-7.82 (m, 2H), 7.70-7.65 (m, IH), 6.71 (d, J=9.9 Hz, IH), 3.98 (t, J=7.5 Hz, 2H), 1.89-1.81 (m, 2H), 1.02 (t, J=6.9 Hz, 3H).

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; FGH BIOTECH, INC.; HUFF, Joel; UESUGI, Motonari; KINCAID, John; (213 pag.)WO2017/190086; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 123-06-8, name is Ethoxymethylenemalononitrile, 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 123-06-8, Recommanded Product: Ethoxymethylenemalononitrile

(a) 1-tert-Butyl-5-amino-1H-pyrazole-4-carbonitrile To a mixture of tert-butylhydrazine (40 g, 0.32 mol), sodium methoxide (18 g, 0.32 mol) and ethanol 150 ml) was added ethoxymethylene malononitrile (42 g, 0.32 mol). The reaction mixture was heated to reflux for 2 hours and the solvent was removed in vacuo. The residue was extracted with chloroform, washed with water and the organic layer was concentrated in vacuo to afford 46 g (87%) of 1-tert-butyl-5-amino-1H-pyrazole-4-carbonitrile as a semi-solid.

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

Reference:
Patent; Sterling Winthrop Inc.; US5294612; (1994); A;,
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. 94088-46-7, name is 2-Fluoro-6-methoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

Step A 2′-Fluoro-6′-methoxyacetophenone A mixture of 2-fluoro-6-methoxybenzonitrile (15.94 g, 105.5 mmol) and a solution of methyl magnesium iodide in diethyl ether (3 M, 46.0 cm3, 137 mmol) was heated to 100 C. for 18 h. Upon cooling to room temperature, aqueous hydrochloric acid (3 M, 94 cm3) was added and the mixture was heated to reflux to for 4 h. When the reaction had cooled to room temperature the organic layer was separated and the aqueous phase was extracted with ethyl acetate (100 cm3). The combined organic extracts were washed with brine (100 cm3) before being dried (Na2SO4). The solvent was removed in vacuo to afford the title compound as an oil (117.7 g, 100%).

According to the analysis of related databases, 94088-46-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Akzo Nobel; US6645973; (2003); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts