Month: July 2021

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 17823-40-4, name is 4-Bromo-2,3,5,6-tetrafluorobenzonitrile, 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 17823-40-4, Application In Synthesis of 4-Bromo-2,3,5,6-tetrafluorobenzonitrile

6-Bromo-3-amino-4,5,7-1H-indazole; A solution of 5 g of 4-bromo-2,3,5,6-tetrafluorobenzonitrile in 90 mL of ethanol is admixed with 9.7 mL of hydrazine hydrate. The reaction mixture is stirred for 17 hours at reflux and then concentrated under reduced pressure. The residue obtained is stirred for 30 minutes in 80 mL of distilled water. The suspended solid is isolated by filtration, washed with water, treated with suction and then triturated in 200 mL of ethyl ether and isolated by filtration, to give 1.03 g of 6-bromo-3-amino-4,5,7-1H-indazole, whose characteristics are as follows: MS spectrum (ES+): m/z=267 [MH+]

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:
Patent; Aventis Pharma S.A.; US2007/161626; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
Nitrile – Wikipedia,
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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;,
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. 92616-49-4, name is 4-Bromo-1-naphthonitrile, A new synthetic method of this compound is introduced below., name: 4-Bromo-1-naphthonitrile

Compound B (11.60 g, 50 mmol) was dissolved in dry THF (200 mL) and stirred, and LiAlH4 (2.77 g, 73 mmol) was added slowly in portions with cooling in an ice-water bath. After completion of the addition, the reaction mixture was stirred in the ice-water bath for another 2 hours. The reaction mixture was carefully and slowly poured into stirring ice water (400 mL), stirred, and extracted with CH2Cl2 (200 mL3). The extracted organic phases were combined, washed with 5% saline solution (200 mL), and dried over anhydrous Na2SO4. The dried organic phase was evaporated on a rotary evaporator to remove the solvent, and the resulting residue was purified by column chromatography to give product C as a colorless oil. 1H NMR showed that about 30% debromination by-product (i.e., naphthalene-1-methylamine) was contained therein and a further purification was difficult, and therefore the mixture was used for the next reaction directly.

The synthetic route of 92616-49-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TIANJIN INSTITUTE OF PHARMACEUTICAL RESEARCH CO., LTD.; Zhao, Guilong; Liu, Changying; Liu, Yuqiang; Chen, Huihui; Li, Yuquan; Zhang, Haizhi; Xie, Yafei; Wu, Jingwei; Liu, Wei; Xu, Weiren; Zou, Meixiang; Tang, Lida; US2019/233381; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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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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;,
Nitrile – Wikipedia,
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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. 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;,
Nitrile – Wikipedia,
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Reference of 77326-62-6, The chemical industry reduces the impact on the environment during synthesis 77326-62-6, name is 2-Amino-6-bromobenzonitrile, I believe this compound will play a more active role in future production and life.

1.85 g of concentrated hydrochloric acid are slowly added to a a suspension of 1 g of of 2- amino-6-bromo-benzonitrile in 11 ml of glacial acetic acid at room temperature under stirring. Further 10 ml of glacial acetic acid are added and the mixture was heated to 800C. Then the mixture is cooled down to 100C and a solution of 0.37 g of sodium nitrite in 1.7 ml of water is added within 2 minutes. The reaction mixture is stirred 2 hours at room temperature in order to obtain the diazonium salt. In a separate flask a saturated solution of sulfur dioxide in 20 ml of glacial acetic acid is treated at room temperature with a solution of 0.4 g of copper(ll) chloride in 1 ml of water. Then the mixture of with the diazonium salt is added and the reaction mixture is stirred for 1 hour at room temperature.The reaction mixture is poured into ice cooled water. The aqueous layer is extracted three times with dichloromethane. The combined organic layers are dried over magnesium sulfate, filtered and concentrated in vacuo. The resulting red residue is suspended in cyclohexane and filtered. The resulting residue is washed with cyclohexane and dried to afford 1 g of 3-bromo-2- cyano-benzenesulfonyl chloride.

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-Amino-6-bromobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2009/87085; (2009); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 10412-93-8, name is N-Benzyl-2-cyanoacetamide belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 10412-93-8

To 3, 4-dihydroxycinnamaldehyde A12 (example 59) (32 mg, 0.2 mmol) and amide A3 (Example 4) (32 mg, 0.2 mmol) in 8 mL of ethanol 40 gl of piperidine was added and the mixture was kept at room temperature for 1 h. 2N HCI and water were added and the precipitated solid was recrystallized from ethanol-water to give 44 mg (68%) of an orange solid. The analytical data were identical to the compound prepared as described in Example 8.

The synthetic route of 10412-93-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HSC RESEARCH AND DEVELOPMENT LIMITED PARTNERSHIP; WO2005/92904; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts