Author: Jessica.F

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. 1009-35-4, name is 4-Fluoro-3-nitrobenzonitrile, A new synthetic method of this compound is introduced below., name: 4-Fluoro-3-nitrobenzonitrile

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.

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:
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;,
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Application of 75279-55-9, 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. 75279-55-9, name is 2-Chloro-6-fluorophenylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a cooed (0C) solution of suitable nitrile derivative (V) (1.0 eq) in EtOH (12.0 eq), acetyl chloride (8.0 eq) was added dropwise; the reaction flask was stoppered tightly and the reaction mixture was allowed to warm to r.t. and stirring was continued for 6 hrs at same temperature. Then the reaction was stopped, the solvent was removed under reduced pressure and the reaction mixture was cooled to 0C. Saturated NaHCO3 solution was added and the resulting mixture was stirred until gas evolution ceased. The product was extracted with Et2O and the organic solution was washed with H2O and brine. The organic layer was dried over anhydrous Na2SO4, filtered and evaporated under reduced pressure; the crude product was purified by CC over silica gel, using EP/EtOAc 3:1 v/v as the eluent, to afford the pure desired intermediate 4. (y = 35%)

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, 2-Chloro-6-fluorophenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AXXAM S.p.A.; PEVARELLO, Paolo; SODANO, Mariangela; SEVERI, Elda; VITALONE, Rocco; THOMAS, Russell; (98 pag.)EP3398941; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 97165-77-0, name is 3,5-Dibromobenzonitrile, 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 97165-77-0, name: 3,5-Dibromobenzonitrile

15.0 g (52.2 mmol) of (9-phenyl-9H-carbazol-3-yl)boronic acid, 27.3 g (104 mmol) of 3,5-dibromobenzonitrile, 3.02 g (2.61 mmol) of tetrakistriphenylphosphine palladium(0) (Pd(PPh3)4), and 18.1 g (131 mmol) of potassium carbonate were added to a solution of 120 ml of THF and 60 ml of water and mixed. The mixed solution was then stirred under reflux. After completion of the reaction, the resulting reaction solution was cooled to room temperature, and an extraction process was performed thereon to remove an aqueous solution layer therefrom. The obtained residue was filtered through silica gel under reduced pressure, and the filtrate was concentrated under reduced pressure. The resulting residue was then separated by silica gel column chromatography, thereby providing 11.9 g (yield: 54%) of a desired compound, Intermediate (R). LC-Mass (cald: 422.04 g/mol, found: M+1=423 g/mol).

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-Dibromobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAMSUNG ELECTRONICS CO., LTD.; Samsung SDI Co., Ltd.; JUNG, Yongsik; HUH, Dalho; SON, Jhunmo; KWON, Eunsuk; KIM, Sangmo; LEE, Saeyoun; JEON, Soonok; CHUNG, Yeonsook; KIM, Jongsoo; IHN, Sooghang; (219 pag.)US2017/369439; (2017); A1;,
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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. 5414-21-1, name is 5-Bromovaleronitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Bromovaleronitrile

In a four-neck reactor equipped with a thermometer, 5.00 g (30.3 mmol) of 2-hydrazinobenzothiazole was placed in a nitrogen stream, and dissolved in DMF 100 mL.To this solution was added 20.9 g (152 mmol) of potassium carbonate,5-bromovaleronitrile 5.17 g (30.3 mmol),Stir at 60 C for 8 hours.After the reaction was completed, the reaction liquid was cooled to 20 C, and the reaction liquid was poured into water of 500 mL.It was extracted with 500 mL of ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate.After sodium sulfate was filtered, ethyl acetate was distilled off under reduced pressure using a rotary evaporator to obtain a yellow solid. The yellow solid was recrystallized by hexane column chromatography (hexane: ethyl acetate = 60: 40) to yield 3.41 g of Intermediate J (yield: 45.7 mol%) as a white solid.

The synthetic route of 5414-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZEON CORPORATION; SAKAMOTO, KEI; OKUYAMA, KUMI; (157 pag.)TW2018/35058; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 17417-09-3, name is 2-Fluoro-5-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 17417-09-3, Recommanded Product: 2-Fluoro-5-nitrobenzonitrile

2-(1-Pyrrolidinyl)ethanol (770 mul_, 12.0 mmol) was injected into a 00C stirred suspension of 2-fluoro-5-nitrobenzonitrile (1.0 g, 6.0 mmol), 60% w/w NaH as a suspension in oil (361 mg, 9.0 mmol) and DMF (10 ml_). The ice bath was removed and the reaction was allowed to warm to rt. TLC confirmed consumption of the starting material and the DMF was removed under vacuum. The resulting residue was partitioned between EtOAc and water. The organic fraction was washed with brine and dried over MgSO4. The organic fraction was concentrated and purified by silica gel chromatography (gradient: 0-100%(90%CH2Cl2:9%MeOH:1%NH4OH)/CH2Cl2). Purification provided 330 mg (22%) of 5-nitro-2-{[2-(1-pyrrolidinyl)ethyl]oxy}benzonitrile. 1H NMR (400 MHz, DMSO-c/6) delta ppm 8.62 – 8.69 (m, 1 H), 8.47 (ddd, J = 9.3, 2.9, 0.9 Hz, 1 H), 7.46 (d, J = 9.3 Hz, 1 H), 4.37 (t, J = 5.5 Hz, 2 H), 2.84 (t, J = 5.7 Hz, 2 H), 2.53 (s, 4 H), 1.65 (s, 4 H).

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, 2-Fluoro-5-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/32667; (2009); A1;,
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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 1885-29-6 as follows. Application In Synthesis of 2-Aminobenzonitrile

Bromine (3.52 g, 0.022 mol) was added dropwise to a magnetically stirred, cooled (ice-water bath) solution of 2-aminobenzonitrile 2 (1.18 g, 0.01 mol) in acetic acid (30 mL) at 15-20 C over 10 min. The reaction mixture was stirred at room temperature for 5 h, then added to ice-water (100 mL), and the white precipitate was collected by filtration. The precipitate was washed thoroughly with water, and dried on Na2SO4 at room temperature to afford a white solid mass 7 (98%), mp 155-156 C (Lit,26 156 C); Rf (30% EtAcO/hexane) 0.37. 1H NMR (300 MHz, CDCl3): delta 7.73 (d, 4J=2.3 Hz, 1 H), 7.48 (d, 4J=2.3 Hz, 1 H), 4.90 (br s, 2 H) ppm. 13C NMR (75 MHz, CDCl3): delta 146.4, 139.6, 133.8, 115.8, 109.9, 108.4, 98.1 ppm. All data were identical to that reported in the literature.26

According to the analysis of related databases, 1885-29-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ekiz, Makbule; Tutar, Ahmet; Oekten, Salih; Tetrahedron; vol. 72; 35; (2016); p. 5323 – 5330;,
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Some common heterocyclic compound, 50397-74-5, name is 4-Amino-3-bromobenzonitrile, molecular formula is C7H5BrN2, 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. COA of Formula: C7H5BrN2

4 – Amino -3 – bromoxynil (4 – Amino – 3 – bromobenzonitrile) 50.0g (253.76 mmol), 4 – bromobenzoyl chloride (4 – Bromobenzoyl chloride) 55.7g (253.76 mmol) 500 ml and pyridine (Pyridine) 12 hoursAfter completion of the reaction, the solvent was distilled under reduced pressure. A slightly yellow solid compound (intermediate (5)) 75.6g (=unitz ) was obtained using diisopropyl ether (IPE) to carry out the solid-state reaction with diisopropyl ether (IPE 78.3%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 50397-74-5, its application will become more common.

Reference:
Patent; Co., Ltd. Leputuo; Wu Weizhen; Han Jiazhong; Jin Huizhen; Jin Xiane; Jin Kuili; Ren Zhezhu; Xi Wenji; Gao Bingzhu; (46 pag.)CN109988119; (2019); 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. 3598-13-8, name is 2-(4-Chlorophenoxy)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-(4-Chlorophenoxy)acetonitrile

(5-Chloro-2-nitrophenyl)acetonitrile was prepared from 4-chloronitrobenzene and 4-chlorophenoxyacetonitrile according to procedure known in the art (M. Makosza, J. Wimiarski, J. Org. Chem. 1984, 49, 1494). To a suspension of 13.8 g (0.1 mol) anhydrous potassium carbonate in 100 ml acetonitrile were added 100 mg 18-crown-6, 3.93 g (20.0 mmol) of (5-chloro-2-nitrophenyl)acetonitrile, and 4.15 g (21.95 mmol) 3-fluorobenzyl bromide, successively. It was stirred at room temperature overnight, and the solids were removed by filtration. The filtrate was concentrated under reduced pressure, and the residue was stirred with a small amount of ethanol to give the pale yellow crystalline title compound, which was collected by filtration, washed with cold ethanol, and dried in vacuo. yield: 4.9 g (80%)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3598-13-8.

Reference:
Patent; Takeuchi, Kumiko; Jirousek, Michael Robert; Paal, Michael; Ruhter, Gerd; Schotten, Theo; US2004/9976; (2004); A1;,
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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, Product Details of 939-79-7

Synthesis of 6-cyano-lH-indole-2-carboxylic acid and 6-carbamoyl-lH-indole-2- carboxylic acid; Treat a suspension of 4-methyl-3-nitro-benzonitrile (2.11 g, 12.5 mmol) and oxalic acid ethyl ester propyl ester (2.99 g, 18.7 mmol) in EtOH (80 mL) with NaOEt (21% w/w, 18.2 mL). Stir the mixture at 40C overnight. Quench the reaction with water and acidify with 1 M HC1 solution. Concentrate to a residue and partition between EtOAc and water.Concentrate the organic layer and purify by silica gel chromatography to give the desired product 3-(4-cyano-2-nitro-phenyl)-2-oxo-propionic acid ethyl ester (3:1 keto/enol mixture) as a solid in 37% yield (1.21 g, 4.62 mmol).

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

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; COOK, Brian Nicholas; KOWALSKI, Jennifer A.; LI, Xiang; MARSHALL, Daniel Richard; SCHLYER, Sabine; SIBLEY, Robert; SMITH-KEENAN, Lana Louise; SOLEYMANZADEH, Fariba; SORCEK, Ronald John; YOUNG, Erick Richard Roush; ZHANG, Yunlong; WO2012/6203; (2012); A1;,
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Related Products of 606080-43-7, The chemical industry reduces the impact on the environment during synthesis 606080-43-7, name is Methyl 2-cyano-5-fluorobenzoate, I believe this compound will play a more active role in future production and life.

[0150] Step b: To a stirred solution of methyl 2-cyano-5-fluorobenzoate (3.85 g, 21.5 mmol) in tetrahydrofuran (30 mL) and water (3 mL) at 0 C was added lithium hydroxide monohydrate (1.11 g, 26.5 mmol). The reaction was warmed up to rt and stirred for 1 h. Then the solvent was evaporated and the residue was diluted with water (100 mL) and 2 M HCI (20 mL). The solid was collected by filtration and dried under vacuum to give the desired product. MS: (ES) m/z calculated for C8H4FN02[M+H]+166.0, found 166.0.

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, Methyl 2-cyano-5-fluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHEMOCENTRYX, INC.; CHEN, Xi; DRAGOLI, Dean, R.; FAN, Junfa; KALISIAK, Jaroslaw; LELETI, Manmohan, Reddy; MALATHONG, Viengkham; MCMAHON, Jeffrey; TANKAKA, Hiroko; YANG, Ju; YU, Chao; ZHANG, Penglie; MALI, Venkat; (104 pag.)WO2017/87610; (2017); A1;,
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