Category: 64248-62-0

Reference of 64248-62-0, 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.

Thiomorpholine (4.9 mL, 48.5 mmol) and potassium carbonate (13.4 g, 96.9 mmol) was dissolved in 50 mL DMF and the 3,4-difluorobenzenenitrile (6.7 g, 48.5 mmol) was added. Reaction heated to 100C overnight. Reaction was blown to dryness and residue was taken up in EtOAc and washed with water (2x), brine and then dried over sodium sulfate. Drying agent removed by filtration and then organics concentrated down and residue was recrystallized from hot isopropanol to give 8.74 g of 3-fluoro-4- thiomorpholinobenzonitrile as a light yellow solid. Residue can also be purified through silica gel.

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

Reference:
Patent; MILLER, Marvin J.; MORASKI, Garrett; (133 pag.)WO2017/49321; (2017); A1;,
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Reference of 64248-62-0,Some common heterocyclic compound, 64248-62-0, name is 3,4-Difluorobenzonitrile, molecular formula is C7H3F2N, 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.

Step 1: 3,4-Difluorobenzonitrile (30 g, 0 · 22 mol) was placed in a 500 mL autoclave, and an ammonia gas of 37 · 4 g (2.2 mol) was introduced. Then, the temperature was raised to 110 C for 24 hours, sampled, and the reaction was monitored by liquid chromatography to a normalized content of 0.5%. After cooling to room temperature, pressure was added, toluene (120 mL) was added, the temperature was raised to 60 C for 0.5 h, then the temperature was lowered to 0 C, filtered, and the filter cake was mixed with water (150 mL X 3 ), filtered, and filtered cake 40. (: Vacuum drying to give 2- fluoro-4-aminobenzonitrile 27.9 g (yield 95%; purity >99%, off-white solid, melting point 70-72 C). It is 3-fluoro-4-aminobenzonitrile.

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

Reference:
Patent; Jinkai (Liaoning) Chemical Co., Ltd.; Yang Xiaoge; Wang Yongcan; Wang Xiuying; Jiang Zhipeng; Zhang Jinxin; Song Tongji; (13 pag.)CN109678741; (2019); A;,
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Synthetic Route of 64248-62-0, 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. 64248-62-0 name is 3,4-Difluorobenzonitrile, 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.

3,4-difluorobenzonitrile (2.500 g, 17.973 mmol), titanium isoproxoxide (6.917 mL, 23.364 mmol) and ethylmagnesium bromide (1.00 M solution in THF, 41.337 mL, 41.337 mmol) was dissolved in 2-methoxy-2-methylpropane (MTBE, 30 mL), at -20 C and the mixture was stirred at the same temperature for 30 minutes. To the reaction mixture borontrifluoride diethyl etherate (4.436 mL, 35.945 mmol) was added and further stirring at room temperature for 3 hours, then, at room temperature, sodium hydroxide (3.00 M solution in water, 17.973 mL, 53.918 mmol) was added and the reaction was terminated by stirring for 30 minutes. The reaction mixture was filtered through a pad of celite to remove the solid. Water was poured into the filtrate and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, and water was removed with anhydrous magnesium sulfate, followed by filtration and concentration under reduced pressure. The concentrate was purified by column chromatography (SiO2, 40 g cartridge; methanol / dichloromethane = 5% to 30%) and concentrated to give the title compound (0.822 g, 27.0%) as a light yellow liquid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,4-Difluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Chong Kun Dang Co., Ltd.; Kim, Yoon Tae; Lee, Chang Sik; Oh, Jung Taek; Song, Hey Sung; Choe, Jin; Lee, Jae Young; (210 pag.)KR2017/43091; (2017); 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. 64248-62-0, name is 3,4-Difluorobenzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C7H3F2N

A three-necked RB flask was charged with 3,4-difluorobenzonitrile (20 g, 144 mmol) and a mixture of EtOH (190 mL) and water (10 mL). To this homogenous solution were added hydroxylamine hydrochloride (22 g, 317 mg) and TEA (48 mL, 331 mmol). The reaction mixture was stirred at r.t. for 30 min followed by heating to 85 C. for 1 h. TLC indicated the reaction was complete. The mixture was transferred to a 500 mL RB flask, concentrated under reduced pressure to almost dryness, added water (50 mL) and stirred for 30 min. The white precipitates were collected and air dry 12 h before use. LRMS (M+H+) m/z 173.0.

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

Reference:
Patent; LU, Pu-Ping; CHUANG, Chihyuan Grace; MORGAN, Bradley P.; MORGANS, JR., David J.; US2009/198057; (2009); A1;,
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Application of 64248-62-0, 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 64248-62-0 as follows.

In a 500mL three-necked flask,Add 3,4-difluorobenzonitrile (50.0 g, 0.28 mol)And 200mL of absolute ethanol,Control temperature 0~5 C,Pass dry HCl gas to saturation,The reaction was kept for 30 hours, a large amount of white solid was precipitated, and suction filtration was applied. The filter cake was washed with 0 to 5 C anhydrous ethanol, and dried under vacuum to give (VI-11) 52.5 g, yield 65.9%.

According to the analysis of related databases, 64248-62-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Pharmaceutical University; Hefei Medical Engineering Pharmaceutical Co., Ltd.; Xu Yungen; He Guangwei; Liu Kun; Chu Zhaoxing; Zhu Qihua; Zhao Yan; Liu Weizhong; Wang Kui; Zhang Luyong; (26 pag.)CN108456152; (2018); A;,
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Electric Literature of 64248-62-0, 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. 64248-62-0, name is 3,4-Difluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of terf-butyl-(S)-3-hydroxypyrrolidine-l-carboxylate (4.44 g, 23.7 mmol) in N,N- dimethylformamide (40 mL), sodium hydride (1.72 g, 43.1 mmol) was added under nitrogen atmosphere at 0 C and stirred for 30 min. To the resulting reaction mixture, 3,4-difluorobenzonitrile (3 g, 21.6 mmol) in /V, /V-di methylformam ide (10 mL) was added slowly at 0 C and stirred at 25 C for 2 h. The reaction mixture was quenched with ammonium chloride solution and diluted with ethyl acetate (100 mL). The dichloromethane layer was collected and washed twice with water (80 mL), dried over anhydrous sodium sulphate and concentrated under reduced pressure to obtain the crude product. The crude product was purified by flash column chromatography on silica gel by eluent 50% ethyl acetate in hexane to obtain tert- butyl (S)-3-(4-cyano-2-fluorophenoxy)pyrrolidine-l-carboxylate (5.3 g, 17.3 mmol, 80% yield).

The synthetic route of 3,4-Difluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PI INDUSTRIES LTD.; BHUJADE, Paras Raybhan; NAIK, Maruti N; PAWAR, Rajesh; TRIVEDI, Pooja; DENGALE, Rohit Arvind; KULKARNI, Shantanu Ganesh; TEMBHARE, Nitin Ramesh; AUTKAR, Santosh Shridhar; GARG, Ruchi; VENKATESHA, Hagalavadi M; KLAUSENER, Alexander G.M.; (172 pag.)WO2020/70610; (2020); A1;,
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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. 64248-62-0, name is 3,4-Difluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H3F2N

Potassium carbonate (19.9 g, 144 mmol) was added to a mixture of 3,4-difluorobenzonitrile (10.0 g, 71.9 mmol) and 4-hydroxybenzaldehyde (8.78 g, 71.9 mmol) in N,N-dimethylformamide (200 mL). The reaction mixture was heated to 100 C. for 4 hours, whereupon it was cooled to room temperature and partitioned between water and ethyl acetate. The organic layer was washed with water (3×200 mL), dried over sodium sulfate, filtered, and concentrated in vacuo, affording the product as a yellow solid (17.7 g). By 1H NMR, this material contained some N,N-dimethylformamide. Yield, corrected for N,N-dimethylformamide: 16.8 g, 69.6 mmol, 97%. 1H NMR (400 MHz, CDCl3) delta 9.99 (s, 1H), 7.93 (br d, J=8.6 Hz, 2H), 7.58-7.48 (m, 2H), 7.21 (dd, J=8.4, 8.0 Hz, 1H), 7.14 (br d, J=8.6 Hz, 2H).

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 64248-62-0.

Reference:
Patent; Pfizer Inc.; Kablaoui, Natasha Mariam; Green, Michael Eric; Montgomery, Justin Ian; Brodney, Michael Aaron; Verhoest, Patrick Robert; Kauffman, Gregory Wayne; Rankic, Danica Antonia; Mente, Scot Richard; Rogers, Bruce Nelsen; Arora, Kapildev Kashmirilal; Dunn, Matthew Francis; (98 pag.)US2018/148432; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 64248-62-0, 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.

Intermediate 34-(4-Ethyl-5-fluoro-2-methoxyphenoxy)-3-fluorobenzonitrile (D3)Molecular Weight =289,28Molecular Formula =C16H13F2N02To a solution of 4-ethyl-5-fluoroguaiacol (8 g; 47 mmol) and 3,4- difluorobenzonitrile (6.53 g ; 47 mmol; which may be prepared as hereinbefore described for D2) in 80 ml_ anhydrous acetonitrile is added FAB-P978PC – 11 Nov 0916potassium hydroxide (3.15 g ; 56.4 mmol). The reaction mixture under argon atmosphere is stirred under reflux for 16h. Concentration, addition of a saturated aqueous solution of ammonium chloride (100 mL), extraction with ethyl acetate (2*25 mL), reunification of the organic phases, brine wash (100 mL, drying (Na2S04) and final concentration affords 12.95 g (95%) of the title compound as a brown solid .MS (ES) m/e 290 (M + H)+ TLC : eluent cyclohexane/EtOAc 7/3 Rf = 0,74

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

Reference:
Patent; FAB PHARMA SAS; GERUSZ, Vincent; FAIVRE, Fabien; OXOBY, Mayalen; DENIS, Alexis; BONVIN, Yannick; WO2011/26529; (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. 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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 64248-62-0, The chemical industry reduces the impact on the environment during synthesis 64248-62-0, name is 3,4-Difluorobenzonitrile, I believe this compound will play a more active role in future production and life.

3-Fluoro-4-(4-formyl-phenoxy)-benzonitrile Stir a mixture of 4-hydroxy-benzaldehyde (50 g, 1.00 equiv, 409.4 mmol) and 3,4-difluoro-benzonitrile (56.96 g, 1.00 equiv) in DMA (750 mL) at 23 C. until completely dissolved. Add potassium carbonate (1.5 equiv, 84.88 g) and heat the mixture at 100 C. for 3 h. Cool to room temperature. Pour the reaction mixture over H2O-ice (1.5 L). Filter the solid over filter paper, wash the solid with water twice, and dry under reduced pressure to obtain Intermediate 1. (82.40 g, 83% yield). MS (APCI): (M+-1) 240.0

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, 3,4-Difluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Buezo, Nuria Diaz; Pedregal-Tercero, Concepcion; McKinzie, David Lee; Mitch, Charles Howard; US2009/186873; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts