Tag: M.W=100-200

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. 2941-29-9, name is Cyclopentanone-2-carbonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 2941-29-9

ntermediate 7f: Benzyl N-[4-[(2-cyanocyclopenten-1 -yI)-(cyanomethyl)amino]-2- fluoro-phenyl]carbamate[00242] A mixture of benzyl N-[4-(cyanomethylamino)-2-fluoro-phenyl]carbamate (4.43g, 14.7gmmol), 2-oxocyclopentanecarbonitrile (1 .62g, 14.81 mmol) and p-toluenesulfonic acidmonohydrate (0.25g, 1 .47mmol) in toluene (25mL) was heated to 150 °C with under Dean Stark conditions for 3 hours. Additional 2-oxocyclopentanecarbonitrile (1.65g, 15.l6mmol) was added and the reaction was stirred for 2 hours left at 150 °C under Dean-Stark conditions. The reaction was then cooled to room temperature and concentrated in vacuo to afford a brown oil. The brown oil was partitioned between sat. aq. NaHCO3 (5OmL) and EtOAc (5OmL). The aqueous layer was thenextracted with EtOAc (2 x 5OmL), washed with brine (3 x 5OmL), dried over Na2504, filtered and concentrated in vacuo to afford benzyl N-[4-[(2-cyanocyclopenten-1 -yl)-(cyanomethyl)amino]-2- fluoro-phenyl]carbamate as a brown oil (8.34g, 13.46mmol, 91percent yield).1H NMR (DMSO-d6, 400MHz) O/ppm: 9.64 (1H, 5), 7.77 (1H, t, J = 8.8Hz), 7.13-7.45 (7H, m), 5.17 (2H, 5), 4.84 (2H, 5), 2.59-2.63 (2H, m), 2.50-2.55 (2H, m), 1.83-1.91 (2H, m).MS Method 2: RT: 1.79 mi mlz 391.3 [M+H]

The synthetic route of 2941-29-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA PLC; ARMER, Richard; BELFIELD, Andrew; BINGHAM, Matilda; JOHNSON, Alice; MARGATHE, Jean-Francois; AVERY, Craig; HUGHES, Shaun; MORRISON, Angus; (278 pag.)WO2016/51193; (2016); A1;,
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These common heterocyclic compound, 7357-70-2, name is 2-Cyanothioacetamide, 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. HPLC of Formula: C3H4N2S

General procedure: The corresponding 2-bromo-1-(aryl)ethan-1-one derivative (0.02 mol, 1 equiv.) and 2-cyanothioacetamide (0.02 mol, 1 equiv.) were dissolved in dry THF (50 mL) followed by the addition of Et3N (0.022 mol, 1.1 equiv.) (precipitation of a white solid). The reaction mixture was left to react at room temperature overnight. The solid was filtered off and the filtrate was concentrated on a rotary evaporator. The residue was dissolved in EtOAc (200 mL) and washed with water (2 50 mL), saturated aqueous solution of NaHCO3 (2 50 mL), and brine (50 mL), and dried over Na2SO4. The solvent was evaporated under reduced pressure. The crude product was purified by flash chromatography (EtOAc:hexane, 1:8) to give the desired product (71%) as a dark yellow solid. Mp = 50-51 C. 1H NMR (400 MHz, CDCl3): delta (ppm) 4.15 (s, 2H), 7.32-7.37 (m, 1H), 7.39-7.44 (m, 2H), 7.46 (s, 1H), 7.84-7.88 (m, 2H).

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

Reference:
Article; Pajk, Stane; ?ivec, Matej; ?ink, Roman; Sosi?, Izidor; Neu, Margarete; Chung, Chun-Wa; Martinez-Hoyos, Maria; Perez-Herran, Esther; Alvarez-Gomez, Daniel; Alvarez-Ruiz, Emilio; Mendoza-Losana, Alfonso; Castro-Pichel, Julia; Barros, David; Ballell-Pages, Lluis; Young, Robert J.; Convery, Maire A.; Encinas, Lourdes; Gobec, Stanislav; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 252 – 257;,
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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. 453565-55-4, name is 5-Fluoroisophthalonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Fluoroisophthalonitrile

5 mmol of 3,6-di-tert-butyl-9-bromocarbazole is dissolved in 2 mL of anhydrous tetrahydrofuran (THF) under a nitrogen gas range.Then add 5 mmol of sodium hydride,The mixture was stirred at room temperature for 30 minutes.Subsequently,Add 1 mmol of 1,3-dicyano-5-fluorobenzene to the reaction flask.Stirring was continued for 1 hour.Finally, 2 mL of cold water was added to the mixture to quench the reaction.After the mixture is cooled to room temperature,Vacuum filtration,The product of the reaction is then purified by column chromatography.The purified product is dried in vacuo to give the final product.

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; Kunshan Guoxian Optoelectric Co., Ltd.; Tsinghua University; Duan Lian; Zhang Dongdong; Qiu Yong; Zhao Fei; Liu Song; (39 pag.)CN108264479; (2018); A;,
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Electric Literature of 1885-38-7, A common heterocyclic compound, 1885-38-7, name is (E)-Cinnamonitrile, molecular formula is C9H7N, 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.

General procedure: To a mixture of dimethyl-3-p-tolyloxiranyl-2,2-dicarboxylate(1a, 0. 25 g, 1 mmol, 1 equiv) and benzonitrile (2a, 0.52g, 5mmol, 5 equiv) was added SnCl4 (0.12 mL, 1 mmol, 1 equiv) at 0C. The reaction mixture was then stirred at r.t. until the startingmaterials were consumed as indicated by TLC analysis. Themixture was poured into 50 mL aq sat. NaHCO3 solution andextracted with CH2Cl2 (3 × 25 mL). The combined organic layerwas rinsed with H2O, brine, and dried over anhydrous MgSO4.The solvent was evaporated off to get a residue which was thenpurified by flash chromatography to give pure product 3aa (269mg, 76%). 1H NMR (500 MHz, CDCl3): delta = 8.11 (d, J = 7.8 Hz, 2 H),7.54 (t, J = 7.5 Hz, 1 H), 7.46 (t, J = 7.5 Hz, 2 H), 7.19 (d, J = 7.9 Hz,2 H), 7.11 (d, J = 7.9 Hz, 2 H), 6.15 (s, 1 H), 3.90 (s, 3 H), 3.20 (s, 3H), 2.31 (s, 3 H). 13C NMR (125 MHz, CDCl3): delta = 167.6, 166.0,162.9, 138.2, 133.5, 132.2, 128.9, 128.9, 128.6, 128.0, 126.6,90.7, 76.6, 53.8, 52.5, 21.3. HRMS: m/z calcd for C20H19NO5 [M +H+]: 354.1336; found: 354.13302

The synthetic route of 1885-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhou, Hai; Zeng, Xiaofei; Xie, Yan; Zhong, Guofu; Synlett; vol. 26; 12; (2015); p. 1693 – 1696;,
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Related Products of 368-77-4,Some common heterocyclic compound, 368-77-4, name is 3-(Trifluoromethyl)benzonitrile, molecular formula is C8H4F3N, 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.

Under the protection of nitrogen,To a 10 ml Schlek reaction tube (a glass apparatus commonly used in anhydrous anaerobic operation), 1.0 mmol of o-bromobenzyl alcohol, 1.3 mmol of 3-trifluoromethylbenzonitrile,0.1mmol RuH2(PPh3)4,0.1 mmol palladium acetate,0.15 mmol 1,3-bis (2,6-diisopropylphenyl) -4,5-dihydro-imidazole tetrafluoroborate,0.15mmol silver oxide,4.0mmol sodium hydride,And 5 ml of N,N-dimethylformamide,Replace the reaction tube three times with nitrogen,Then heated to 160 C with an oil bath under magnetic stirring.The reaction was refluxed for 20 hours.Remove the oil bath and lower it to room temperature;Add 3 ml of water to the reaction solution.Use 5ml of dichloromethaneAlkane extraction three times,The organic phases were combined and dried over anhydrous MgSO4 for 30 min.Filtered; the filtrate was concentrated with a rotary evaporator, the concentrated solids with dichloromethane as solvent, the product was recrystallized to give pure 11, 80% yield.

The synthetic route of 368-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lianyungang Duxiang Chemical Co., Ltd.; Xu Chen; Wang Duzheng; Xie Jianxin; Wang Chuanmin; Zheng Xiaobin; (9 pag.)CN108586342; (2018); 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. 32703-80-3, name is 4-(tert-Butyl)phthalonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C12H12N2

A reaction vessel was charged with f-butylphthalonitrile (0.5 g, 2.7 mmol), Di-(4- methylbenzoate)-fumaronitrile (0.31 g, 0.9 mmol), anhydrous pentan-1-ol (10 ml) and Diaza(1 ,3)bicyclo[5.4.0]undecane (DBU) (0.07 g, 0.5 mmol) under inert conditions. The contents of the reaction vessel were then heated to reflux for approximately 20 hours. The solvent was removed under reduced pressure to yield a blue/green residue which was placed on alumina and eluted with petroleum spirit ; ethyl acetate (85 : 1 ) to yield a dark blue solid.

According to the analysis of related databases, 32703-80-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CORUS UK LIMITED; HOLLIMAN, Peter; RUGEN-HANKEY, Sarah; WO2010/136178; (2010); A1;,
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These common heterocyclic compound, 403-54-3, name is 3-Fluorobenzonitrile, 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. Formula: C7H4FN

(a) 3-Cyano-4-nitrofluorobenzene m-Fluorobenzonitrile (96.8 g., 0.8 mole) is added in two and one-half hours to a mixture of concentrated sulfuric acid (600 ml.) and potassium nitrate (80.9 g., 0.8 mole) at 3-6 C., then allowed to warm to 25 C. The mixture is poured over cracked ice (3000 ml.), extracted with chloroform (5*250 ml.), dried and the solvent removed. The residue is extracted with pentane and dried to give 3-cyano-4-nitrofluorobenzene (115 g., 86.5%) m.p. 102-104 C.

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

Reference:
Patent; Rohm and Haas Company; US4358308; (1982); A;; ; Patent; Rohm and Haas Company; US4419122; (1983); A;; ; Patent; Rohm and Haas Company; US4419123; (1983); A;; ; Patent; Rohm and Haas Company; US4419124; (1983); A;,
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Electric Literature of 16532-79-9, 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 16532-79-9 as follows.

4A. 2-Methyl-2-(4-bromophenyl)propionitrile To a suspension of sodium hydride (60% dispersion in oil, 50 g, 1.25 m) in dry N,N-dimethylformamide (400 ml under nitrogen was added with stirring a solution of 4-bromophenylacetonitrile in N,N-dimethylformamide (400 ml) keeping the temperature between 30 and 40 C. A solution of iodomethane (213 g, 1.50 m) in N,N-dimethylformamide was then added gradually keeping the temperatue between 35 C. and the mixture then stirred at ambient temperature overnight. With ice cooling 2N aqueous hydrochloric acid (800 ml) was gradually added and then the mixture was diluted with water (1200 ml). The product was extracted with ether and the extract washed with water, saturated sodium bicarbonate, aqueous sodium sulphite, water again and finally brine. After drying and concentration on vacuo an orange oil was obtained which was distilled in vacuo to give the title compound as a colourless liquid (98.05 g, 87.5%) b.pt. 98-100/0.4 mm.

According to the analysis of related databases, 16532-79-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Burroughs Wellcome Co.; US4705854; (1987); A;,
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Synthetic Route of 133116-83-3, The chemical industry reduces the impact on the environment during synthesis 133116-83-3, name is 2-Fluoro-6-(trifluoromethyl)benzonitrile, I believe this compound will play a more active role in future production and life.

Method 16 2-Amino-6-trifluoromethylbenzenecarbonitrile 2-Fluoro-6-trifluoromethylbenzenecarbonitrile was heated at 100 C. in a saturated solution of NH3 in EtOH overnight. The reaction mixture was concentrated and the residue was purified by column chromatography on silicagel (EtOAc/Hexanes 1:5), to obtain the title compound as a white solid. GC/MS m/z 186.1 (M+), Rt 10.1 minutes.

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-6-(trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chiron Corporation; US2005/261307; (2005); A1;,
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Reference of 2032-34-0, 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. 2032-34-0, name is 3,3-Diethoxypropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 16 Ethyl 2-[(2-cyanovinyl)amino]-4-ethoxy-5-acetylamidobenzoate (a compound of formula I, R=ethyl) To a mixture of trifluoroacetic acid (60 mL) and water (10 mL) at room temperature, 2-cyanoacetaldehyde diethylacetal (20 mL, 0.133 mol, commercially available) was added, and reacted for 9 h at room temperature to obtain a solution 1. In addition, the title compound of example 15 (26 g, 0.1 mol) was suspended in ethyl acetate (400 mL) at room temperature, followed by addition of the above obtained solution 1. The reaction mixture first became clear and then changed to cloudy. After stirring for 12 h at room temperature, the reaction mixture was filtered and washed with ethyl acetate and dried to give 28 g of the title compound as a gray white powder with a yield of 90.6%. 1HNMR (300 MHz, DMSO) delta 1.30 (t, 3H), 1.39 (t, 3H), 2.06 (s, 3H), 4.22 (q, 2H), 4.29 (q, 2H), 5.13 (d, 1H), 7.04 (s, 1H), 8.20 (t, 1H), 8.36 (s, 1H), 9.01 (s, 1H), 10.45 (d, 1H). MS/ESI: 316.0 (M-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, 3,3-Diethoxypropanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; Topharman Shangai Co., Ltd.; US2011/263860; (2011); A1;,
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