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. 874-97-5, name is 3-Cyanobenzyl alcohol, A new synthetic method of this compound is introduced below., Recommanded Product: 874-97-5

To a dichloromethane solution (0.2 M) of 3-cyanobenzyl alcohol (1 eq.) was added triethylamine (1.2 eq.) and then methanesulfonyl chloride (1.1 eq.) at 0 0C. The reaction mixture was stirred at 0 0C for 20 min before it was quenched with sat. aq. NaHCO3. The aqueous layer was separated and back-extracted with dichloromethane. The combined organic extracts were then dried over Na2SO4, filtered and the filtrate concentrated in vacuo to furnish the title compound as a colorless oil.

The synthetic route of 874-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK FROSST CANADA LTD.; CHIH-YU CHEN, Austin; LALIBERTE, Sebastien; LAROUCHE, Guillaume; HAN, Yongxin; MCKAY, Daniel; WO2011/20193; (2011); 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. 268734-34-5, name is Methyl 4-cyano-3-fluorobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H6FNO2

Step 13-1 : Synthesis of methyl 4-cyano-3 -(I H-pyrazol-l-yl)benzoate.[0271] Methyl 4-cyano-3-fluorobenzoate (0.30 g) and lH-pyrazole (0.14 g) were dissolved in N,N-dimethylformamide (10 ml). To the reaction solution, sodium hydride (0.10 g) was added under ice cooling while stirring the mixture, and the mixture was stirred for 30 min. After increasing the temperature to room temperature, the solution was further stirred for 2 hours. The reaction solution was diluted with water and extracted twice with ethyl acetate. The organic phases were combined, washed with water, and then dried over anhydrous sodium sulfate. The drying agent was removed by filtration, and the solvent was distilled off under reduced pressure to obtain a crude product, which was then purified by column chromatography to give methyl 4-cyano-3-(lH-pyrazol-l-yl)benzoate (0.28 g, yield[0272] 1H-NMR (CDCl3) delta:3.99 (3H, s), 6.58 (IH, dd), 7.85-7.88 (2H, m), 8.06 (IH, dd), 8.18 (IH, dd), 8.43 (IH, d).

The synthetic route of 268734-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AG; MIHARA, Jun; ARAKI , Koichi; MORI , Takuma; MURATA , Tetsuya; YONETA, Yasushi; WATANABE , Yukiyoshi; SHIMOJO , Eiichi; ICHIHARA , Teruyuki; ATAKA , Masashi; SHIBUYA , Katsuhiko; GOeRGENS, Ulrich; WO2011/18170; (2011); A2;,
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Electric Literature of 35704-19-9, 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. 35704-19-9, name is N-(4-Cyanophenyl)acetamide, This compound has unique chemical properties. The synthetic route is as follows.

In a 50-mL round bottom ask equipped with a magnetic stirrer and an oil-bath, a mixture of p-cyanoacetanilide (2.93 g, 18.3 mmol), sodium azide (2.37 g, 36.5 mmol), and ammonium chloride (0.53 g) as a catalyst was dissolved in 20 mL of DMF and reuxed for 12 h. The reaction progression was controlled by thin layer chromatography (TLC) with the solvent mixture of EtOAc:cyclohexane:methanol/8:10:2 (V/V). The reactioncolor turned pale yellow and the solvent was removed under reduced pressure by a rotary evaporator. The viscous residue was put on an ice-bath, hydrochloric acid (2 M) was added dropwise until the pH was 1, and the white solid was precipitated, filtered out, and recrystallized with the mixture of methanol and water (3.1 g,84% yield). Colorless solid, mp 289{300 C; FT IR (KBr) 3311, 3267 (NHCO), 3195, 3129, 3069, 2985, 2920, 2854,2706, 2615, 2471 (N4 H, CH-ar.), 1678 (C=O) cm1 ; 1H NMR (400 MHz, DMSO-d6) 2.09 (s, 3H, CH3) ,3.44 (bs, 1H), 7.78 (d, 2H, J = 8.3 Hz, CH-ar.), 7.96 (d, 2H, J = 8.3 Hz, CH-ar.), 10.26 (s, 1H, NHCO); 13CNMR (100 MHz, DMSO-d6) : 24.2 (CH3) , 118.4 (C-ar.), 119.2 (CH-ar.), 127.7 (CH-ar.), 141.9 (C-ar.), 155.0(C-tetrazole), 168.9 (C=O).

The chemical industry reduces the impact on the environment during synthesis N-(4-Cyanophenyl)acetamide. I believe this compound will play a more active role in future production and life.

Reference:
Article; Pesyan, Nader Noroozi; Soleimani, Davoud; Jazani, Nima Hosseini; Turkish Journal of Chemistry; vol. 39; 5; (2015); p. 998 – 1011;,
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Related Products of 21524-39-0,Some common heterocyclic compound, 21524-39-0, name is 2,3-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.

Preparation Example 21 To a mixture of 2,3-difluorobenzonitrile (5.00 g) and ethanol (55 mL) was added dropwise acetyl chloride (35 mL) under ice-cooling, followed by stirring at room temperature for 7 days. The reaction liquid was concentrated under reduced pressure, and to the residue was added diisopropyl ether, followed by stirring for 1 hour. The resulting solid was collected by filtration and dried to obtain ethyl 2,3-difluorobenzenecarboxyimidate hydrochloride (4.68 g) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3-Difluorobenzonitrile, its application will become more common.

Reference:
Patent; Astellas Pharma Inc.; EP2308869; (2011); A1;,
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These common heterocyclic compound, 6609-56-9, name is 2-Methoxybenzonitrile, 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: 2-Methoxybenzonitrile

General procedure: To a reaction tube charged with NBS (1.5 equiv, 0.3 mmol), catalyst (10 molpercent, 0.02 mmol) and CH3CN (1.0 mL),was added para-chloroanisole 1a (0.2 mmol). After being stirred at room temperature for 12 h in dark, the reaction was quenched by saturated aq. solution of Na2S2O3 (2 mL). The resulting mixture was extracted by ethyl acetate (3 5 mL). The combined organic extracts were washed by brine (10 mL), dried over Na2SO4 and filtered through a pad of Celite. The filtrate was concentrated under reduced pressure and the residuewas purified by flash chromatography on a silica gel column with petroleum ether/dichloromethane (5:1) as the eluent to give 4.3.1. 2-Bromo-4-chloroanisole (2a)

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

Reference:
Article; Pramanick, Pranab Kumar; Hou, Zhen-Lin; Yao, Bo; Tetrahedron; vol. 73; 50; (2017); p. 7105 – 7114;,
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Application of 3759-28-2, 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. 3759-28-2 name is 2-(Cyanomethyl)benzonitrile, 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: A mixture of 1-aryl/alkyl-3,3-bis-methylsulfanyl-propenone (1.0 mmol), 2-cyanomethyl-benzonitrile (1 mmol, 142.0 mg), and powdered KOH (2 mmol, 112.0 mg) in dry DMSO (5 mL) was stirred at room temperature for 2 h. Completion of reaction was monitored by TLC. After completion, reaction mixture was poured onto ice-water with constant stirring and then neutralized with 10% HCl. The precipitate obtained was filtered, washed with water and dried over dry sodium sulfate. Many compounds were purified by recrystallization in dry methanol. Some compounds were purified through column chromatography using 15% ethylacetate in hexane as an eluent. Characterization data for some of the synthesized compounds are reported earlier.17

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

Reference:
Article; Singh, Surjeet; Althagafi, Ismail; Yadav, Pratik; Panwar, Rahul; Kumar, Abhinav; Pratap, Ramendra; Tetrahedron; vol. 70; 46; (2014); p. 8879 – 8884;,
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Synthetic Route of 67832-11-5, 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 67832-11-5 as follows.

4-Bromo-2-bromomethylbenzonitrile (TJA01043) C8H5Br2N MW 274.94. 4-Bromo-2-methylbenzonitrile (5.00 g, 25.5 mmol), N-bromosuccinimide (4.99 g, 28.1 mmol), benzyl peroxide (0.198 g, 0.816 mmol) and carbon tetrachloride (100 mL) were loaded to a r.b. flask and set to reflux (79 C) for 6 h. Once cooled the succinimide was filtered off and carbon tetrachloride removed via a dry ice-acetone cooled rotary evaporator. The residues were dissolved in dichloromethane (100 mL) and washed with distilled H2O (50 mL x 3) and brine (50 mL x 2). Dried over Na2SO4 and solvent removed in vacuo to leave yellow residues. Column chromatography (hexane/dichloromethane 60:40) eluted the title compound as a yellow solid. Recrystallisation (cyclohexane) gave a white crystalline solid (5.07 g, 73 %), mp 61.7-77.2 0C; i?/ 0.30 (hexane/dichloromethane 60:40), c.f. 0.36 (dibromobenzylbromide), 0.36 (4- bromo-2-methylbenzonitrile) ;HPLC (60 % CH3CN in H2O) R, 3.130 (50.62 %), 2.701 (42.38 %, dibromobenzylbromide) ; MS (EI), m/z 274.0 (M- – H, 34 %).

According to the analysis of related databases, 67832-11-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; STERIX LIMITED; WO2007/68905; (2007); 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. 110301-23-0, name is 4-Amino-3,5-difluorobenzonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H4F2N2

The benzaldehyde used as starting material was prepared as follows; To a stirred solution of 4-amino-3,5-difluorobenzonitrile (2.Og, 12.98mmol) in toluene (16ml) was added dropwise DIBAL (1.5M in toluene) at O0C. The reaction mixture was warmed to RT and stirring continued for 2h. The reaction was quenched by dropwise addition to 10% aq citric acid (10ml). EtOAc (50ml) and saturated aq potassium sodium tartrate (Rochelle’s salt) (30ml) were added and the mixture was vigorously stirred for 20min. The organic layer was isolated and washed with water (10ml), dried (Na2SO4), filtered and concentrated to dryness to give a pale yellow solid (1.9g, 93%). LCMS purity 92%, m/z 158 [M+H]+.

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; CHROMA THERAPEUTICS LTD.; WO2007/129040; (2007); 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 6574-99-8 as follows. SDS of cas: 6574-99-8

The solvent and catalyst recovered in Example 2 were used for feeding.1) In the reaction kettle with a reflux water separation device, add the anhydrous aprotic polar solvent 1,3-dimethylimidazoline used in Example 2 and make up 2000 kg with a new solvent.Raw materials 3,4-dichlorobenzonitrile 1000 kg, water agent 200 kg toluene, heated to 90 ~ 120 reflux, water separation for 1 to 2 hours, until the water in the kettle <0.05% 2) Add 800 kg of potassium fluoride and 45 kg of catalyst to the reaction kettle, raise the temperature to 130 150 , and reflux for 2 to 3 hours; 3) Turn on the vacuum pump, the vacuum degree is -0.1MPa, the top temperature of the reaction kettle tower is 90-115 C, and the toluene is collected, and the fractions are collected; 4) Continue to increase the temperature. When the temperature in the reactor reaches 190 200 and the top temperature reaches 170-180 , the crude 3,4-difluorobenzonitrile will be collected. When the content of 3,4-difluorobenzonitrile in the reactor is at At 89.0-89.5%, the reaction is deemed complete and the crude product is 818 kg; 5) Turn off the hot oil pump, turn on the cold oil system, the temperature in the reaction kettle drops below 100 C, put the materials in the reaction kettle into a centrifuge, the filtrate is pumped into the reaction kettle for the next feeding, and the solid materials are bagged; 6) The crude product 3,4-difluorobenzonitrile is drawn into the rectification kettle, stirring is started, and the fractions of 179-181 C are collected at elevated temperature and pressure to obtain the finished product 3,4-difluorobenzonitrile 743 kg, content 99.63%, yield 93.0%; after distillation, the residual liquid is sent to the reactor for the next feeding. According to the analysis of related databases, 6574-99-8, the application of this compound in the production field has become more and more popular. Reference:
Patent; Ji’ning Kangsheng Rainbow Biological Technology Co., Ltd.; Qian Jidong; Huang Dingqian; Sheng Rui; Yan Weiwei; (8 pag.)CN110804001; (2020); 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. 14377-68-5, name is 1-Phenylcyclobutanecarbonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C11H11N

Potassium nitrate (7.88 g, 77.0 mmol) was suspended in sulfuric acid (45 mL) at 0 C. and stirred for 30 minutes until a clear and colorless solution was obtained (NOTE-a blast shield is highly recommended). An addition funnel was charged with 1-phenylcyclobutanecarbonitrile (11.40 g, 72.5 mmol), and this neat starting material was added drop wise at such a rate that the internal reaction temperature did not exceed 10 C. Upon completion of the addition (which required 90 min), the mixture was poured onto 300 g of ice and stirred vigorously for 30 minutes. The resulting suspension was filtered, and the solid was washed with water and dried under vacuum to afford give 1-(4-nitrophenyl)cyclobutanecarbonitrile (13.53 g, 92%) as a light tan powder. 1H NMR (500 MHz, CHLOROFORM-d) delta ppm 2.11-2.21 (m, 1H) 2.47-2.58 (m, 1H) 2.66 (s, 2H) 2.88-2.96 (m, 2H) 7.63 (d, J=8.54 Hz, 2H) 8.29 (d, J=8.54 Hz, 2H).

The synthetic route of 14377-68-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; pfizer Inc; US2010/197591; (2010); A1;,
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