Category: nitriles-buliding-blocks

Electric Literature of 628-20-6, 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 628-20-6 as follows.

EXAMPLE 27 5-(3-CHLOROPROPYL)TETRAZOLE A mixture of 4-chlorobutyronitrile, (0.05 mol) sodium azide (0.20 mol) and anhydrous aluminum chloride (0.05 mol) in 100 ml of dry tetrahydrofuran is refluxed for 24 hours. After cooling to ambient temperature the reaction is acidified with 75 ml of 15% hydrochloric acid while the hydrazoic acid generated is removed by means of an aspirator. The organic and aqueous layers are then separated and the aqueous layer extracted with ethylacetate. The combined organic extracts are dried (magnesium sulfate) and evaporated to give 5-(3-chloropropyl)tetrazole which is used directly in the next step.

According to the analysis of related databases, 628-20-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Rhone-Poulenc Rorer Pharmaceuticals Inc.; US5166210; (1992); A;,
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These common heterocyclic compound, 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, 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. name: 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile

To a 100 mL flask4-Bis (?,? – dimethylbenzyl) -2-yloxy) -3,5,6-trichloro-phthalonitrile (0.5 g), 3,4,5,6-Tetrachlorophthalonitrile (0.85 g), 1,8-Diazabicycloundec-7-ene (0.7 g),1-pentanol (7 g) and zinc acetate (0.4 g) were added and stirred while heating to 140 ° C. After completion of the reaction, the mixture is concentrated and purified by column chromatography. The liquid obtained after purification is concentrated to obtain a solid. The crystallized solid was vacuum-dried to obtain a compound represented by the following formula (C-3).

The synthetic route of 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung SDI Co., Ltd; Jeong Ui-su; Seo Hye-won; Shin Myeong-yeop; Han Gyu-seok; (40 pag.)KR2019/13136; (2019); A;,
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Related Products of 20099-89-2, A common heterocyclic compound, 20099-89-2, name is 4-(2-Bromoacetyl)benzonitrile, molecular formula is C9H6BrNO, 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-(2-Oxiranyl)benzonitrile NaBH4 (1.6 g; 40 mmol) was added to a stirred solution of 4-cyanophenacyl bromide (8.8 g; 40 mmol) in THF (100 mL), and the reaction mixture was stirred until tic indicated that the reaction was complete. The solvent was evaporated and the residue partitioned between DCM and H2O, and the organic layer was separated, dried and concentrated. The residue was treated with K2CO3 (0.08 mol) in MeCN (85 mL) at room temperature overnight. The solvent was removed on a rotary evaporator and the residue partitioned between CH2Cl2 and H2O. The organic layer was washed with H2O (2*100 mL), separated and dried to give the sub-title compound in 90% overall yield.

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; AstraZeneca AB; US6291475; (2001); B1;,
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Application of 50594-78-0, 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. 50594-78-0 name is 5-Fluoro-2-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.

Tert-butyl [1-(4-amino-3-cyanophenyl)pyrrolidin-3-yl]methylcarbamate 2-Cyano-4-fluoro-1-nitrobenzene was treated with tert-butyl methylpyrrolidin-3-yl-carbamate and subsequently reduced by method C-a. This resulted in the product with the molecular weight of 316.41 (C17H24N4O2); MS (ESI): 317 (M+H+).

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

Reference:
Patent; Aventis Pharma Deutschland GmbH; US2004/220191; (2004); 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. 33279-01-5, name is 3-Oxopentanenitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 33279-01-5

Weighing 0.22 muM of sodium cyanide (2.2 equiv) in 250 ml three-neck bottle in, under ice bath by adding 110 ml THF, then adding 0.1 muM 1 a (1 equiv) and 0.1 muM 1 d (1 equiv), 65 C reflow 12 h. After the reaction is completed, the right amount of water under ice bath quenching reaction, adjusting solution PH value to 4 – 5, ethyl acetate extraction, the organic phase is dried with anhydrous sodium sulfate, and steaming and get products 2 ad. 250 Ml three-neck bottle is added to the product of the 1st step 2 ad, 100 ml ethanol and 0.9 muM 2 e, 85 C reflow 18 h. Stopping the reaction, steaming and out ethanol, saturated sodium hydroxide solution to adjust the residue for the PH in 9 – 10. DCM extraction, the organic phase is dried with anhydrous sodium sulfate, and steaming and, column chromatography purification (dichloromethane: ethyl acetate=20:1) to obtain the product B4.

The synthetic route of 33279-01-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Agricultural University; Hou Shicong; Gao Gui; Chen Xiangzhu; Liu Jingjing; Zhang Yuanyuan; Zhang Xueyan; (10 pag.)CN107980784; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, 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 330793-38-9, SDS of cas: 330793-38-9

A mixture of 3,3-dimethylindolin-2-one (31) (12.9 mg, 0.08 mmol), 4-bromo-2-methoxybenzonitrile (30) (17.0 mg, 0.08 mmol), COPPER (I) IODIDE (7.80 mg, 0.04 mmol), TRANS- (1R, 2R)- N, N’- DIMETHYL- CYCLOHEXANE- 1, 2- DIAMINE (11.7 mg, 0.08 mmol) and POTASSIUM PHOSPHATE (35.0 mg, 0.16 mmol) in DMSO (0.50 mL) was heated to 80C for 1.5 h, then heated to 100C for 21h. The reaction mixture was diluted with ethyl acetate, filtered through a plug of silica gel and concentrated by rotary evaporation. The resulting residue was purified by prep-HPLC to afford 4-(3,3-dimethyl-2-oxoindolin-1-yl)-2-methoxybenzonitrile (32) (8.75 mg, 37percent). 1H NMR (500 MHz, DMSO-d6) d ppm 1.41 (s, 6 H) 3.95 (s, 3 H) 6.95 (d, J=7.81 Hz, 1 H) 7.14 (t, J=7.32 Hz, 1 H) 7.20 (d, J=7.81 Hz, 1 H) 7.24 (t, J=7.81 Hz, 1 H) 7.36 (s, 1 H) 7.46 (d, J=6.83 Hz, 1 H) 7.90 (d, J=7.81 Hz, 1 H)

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:
Article; Guo, Chuangxing; Pairish, Mason; Linton, Angelica; Kephart, Susan; Ornelas, Martha; Nagata, Asako; Burke, Benjamin; Dong, Liming; Engebretsen, Jon; Fanjul, Andrea N.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 7; (2012); p. 2572 – 2578;,
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Application of 64248-64-2, These common heterocyclic compound, 64248-64-2, name is 2,5-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.

Added in the reaction bottle 20g of the 2,5-dichlorobenzonitrile, 12g dry potassium fluoride, used for dissolving sulfolane 34ml 0.55mol/L. Stir until no solid particles. After mixing, heating to 170 C, in 170 C maintain the temperature of 2 hours. Then continue to heating to 210 C, is kept at this temperature for 4 hours, to stop the reaction, the reaction bottle to add new 18mL0.55mol/L sulfolane, the temperature rising to 120 C inject the ammonia 2 hours, the reaction bottle cooling to 30 C, slowly dropping 24mL0.66moL/L sodium nitrite aqueous solution. After the reaction is complete 10g acrylonitrile, heating to 110 C. To fully dissolve the 15g copper powder and 20 ml/L the hydrobromidum, heating to 150 C, maintain 2 hours, to stop the reaction. Dilution with water extraction with ethyl acetate, to obtain in the dilute 40ml0.98mol/L in aqueous solution of sulfuric acid, heating to 110 C hydrolysis 8 hours, cooling to room temperature after the reaction, by adding 400 ml distilled water, once again extracted with ethyl acetate to obtain 15.28g 2-fluoro-5-bromonicotinic acid, to yield 80.12%.

The synthetic route of 64248-64-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changzhou University; Dong, YanMin; (5 pag.)CN104387264; (2016); B;,
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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. 6330-25-2, name is 2-Cyano-N-methyl-acetamide belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 2-Cyano-N-methyl-acetamide

After 32.03 parts of phthalonitrile were added to 224.21 parts of formamide and stirred, 39.0 parts of sodium hydroxide was added and the mixture was stirred at 50 C. for 1 hour.320 parts of water and 25.75 parts of 2-cyano-N-methylacetamide were added, and the mixture was stirred at 50 C. for 2 hours. Next, 640 parts of 80% acetic acid and 36.82 parts of barbituric acid were added, and the mixture was stirred at 90 C. for 3 hours. After cooling to 80 C., the non-volatile components were filtered off with a Buchner funnel and washed with 3000 parts of water.

The synthetic route of 6330-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Toyo Ink Mfg. Co., Ltd.; Aikyo, Sumihiro; Nishida, Kazufumi; (40 pag.)JP2020/26503; (2020); A;,
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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;,
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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. 64248-62-0, name is 3,4-Difluorobenzonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 64248-62-0

A well dried 5 L, four necked round bottom flask fitted with over-head stirrer was charged a solution of diisopropyl amine (174.6 mL, 2.3 eq, 826.7 mmol) in THF (400 mL) and cooled to -78C. It was added n-butyllithium (496 mL, 2.3 eq, 1240.1 mmol, 2.5 M solution in hexane) at -78C under nitrogen atmosphere and stirred for 1 h. To the resulting LDA solution was added a mixture of N- nitrosodimethylamine 2 (87.7 g, 2.2 eq, 1 186.1 mmol) and 3,4- difluorobenzonithle (75 g, 1 eq, 539.1 mmol) in THF (1000 mL). The reaction mixture was stirred at -78C for 1 h and then slowly warmed to RT and stirred for additional 4h at RT. The reaction mixture was quenched by the addition of saturated aq. ammonium chloride solution (300 mL), extracted with ethyl acetate (3*300 mL). The combined organic extracts were washed with brine (2*200 mL), dried over anhydrous sodium sulphate and evaporated to afford crude (1 18 g) as a brownish gum. The crude material was purified by column chromatography by using silica gel (60-120 mesh) using 30% ethyl acetate in hexane as eluent, to afford 4-(3,4-difluorophenyl)-1 -methyl-1 H-1 ,2,3-triazole 3 (30 g, 28% yield) as pale yellow solid. 1H NMR (400 MHz, CDCl3): delta 7.73 (s, 1 H), 7.71 -7.64 (m, 1 H), 7.57-7.51 (m, 1 H), 7.28-7.19 (m, 1 H), 4.18 (s, 3H).

The synthetic route of 64248-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANIONA APS; LARSEN, Janus Schreiber; GUSTAFSSON, Magnus; JESSEN, Carsten; WO2014/1278; (2014); A1;,
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