Category: 621-03-4

Reference of 621-03-4, 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. 621-03-4, name is 2-Cyano-N-phenylacetamide belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Pyridine was added dropwise with stirring to cyanoacetamide 2a-e(15 mmol) in a round-bottom flask until complete dissolution of the cyanoacetamide. DMAP (18 mg, 0.15 mmol) and mercaptoacetic acid (3.2 ml, 46mmol) were added to the obtained solution. The obtained mixture was refluxed for 12 h in a flask equipped with a reflux condenser,then diluted with 0.5 HCl solution (5 ml).The precipitate of 1,3-thiazolidinone 1 was filtered off and washed with hot MeCN (15 ml). When necessary, the product was additionally purified by refluxing a suspension of thiazolidine in MeCN, followed by hot filtration

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

Reference:
Article; Obydennov, Konstantin L.; Galushchinskiy, Aleksei N.; Kosterina, Marya F.; Glukhareva, Tatiana V.; Morzherin, Yuri Yu.; Chemistry of Heterocyclic Compounds; vol. 53; 5; (2017); p. 622 – 625; Khim. Geterotsikl. Soedin.; vol. 53; 5; (2017); p. 622 – 625,4;,
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Electric Literature of 621-03-4, 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. 621-03-4 name is 2-Cyano-N-phenylacetamide, 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: Under N2 atmosphere, t-BuOK (246 mg, 2.2 mmol) and various acetamides 2 (1.0 mmol) in dry THF (5 mL) were placed in a 10 mL Schlenk flask at -78 C. The suspension was warmed to room temperature for 30 min and recooled to -78 C. (Z)-methyl-bromo-4,4,4-trifluorobut-2-enoate 1 (117 mg, 0.5 mmol) was added at this temperature. The solution was stirred at this temperature until the reaction was completed (usually 15-30 min), followed by adding saturated aqueous NH4Cl solution (10 mL). The solution mixture was extracted with EtOAc (3×10 mL), and the combined organic layer was washed with brine, then, dried over Na2SO4. After removal of solvents under vacuum, the crude product was further purified by silica gel column chromatography (PE:EA = 1:2 v/v) to afford pure product 4.

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

Reference:
Article; Zhang, Hong-Hai; Shen, Wei; Lu, Long; Tetrahedron Letters; vol. 59; 11; (2018); p. 1042 – 1045;,
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Application of 621-03-4, These common heterocyclic compound, 621-03-4, name is 2-Cyano-N-phenylacetamide, 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.

A mixture OF CYANOACETANILIDE (0.80 g, 5 mmol), 4-methoxy-3-buten-2-one (1 g, 10 mmol) and 1, 4-diazabicyclo [2,2, 2] octane (0.55 g, 5 mmol) in diethyleneglycol monomethylether was heated to 125 C for 5 h. The reaction mixture was partitioned between dichloromethane (100 ml) and 2M hydrochloric acid (100 ml). The organic layer was separated, washed with water, dried, filtered and evaporated. The residue was chromatographed on silica using heptane/ethyl acetate (1: 1) as eluent, affording the title compound (660 mg, 63%). ‘H NMR (CDCl3) : delta 7.78 (1H, d); 7.52 (3H, m); 7.17 (2H, dd); 6.22 (1H, d); 2.06 (3H, s)

Statistics shows that 2-Cyano-N-phenylacetamide is playing an increasingly important role. we look forward to future research findings about 621-03-4.

Reference:
Patent; ASTRAZENECA AB; WO2004/43924; (2004); A1;,
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621-03-4, name is 2-Cyano-N-phenylacetamide, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C9H8N2O

General procedure: A mixture of beta-keto amide (0.2 mmol), ynal (0.2 mmol) and K2CO3 (30 mol%) in THF (1.0 mL) was placed in a test tube (10 mL) equipped with a magnetic stirring bar. The mixture was stirred at 65 C for 10 h. After the reaction was finished, water (5 mL) was added and the solution was extracted with ethyl acetate (3×5 mL), the combined extract was dried with anhydrous MgSO4. Solvent was removed, and the residue was separated by column chromatography to give the pure sample.

The synthetic route of 621-03-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Zhengwang; Liu, Jiayang; Jin, Caiju; Tan, Qi; Ye, Min; Tetrahedron Letters; vol. 60; 18; (2019); p. 1265 – 1267;,
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Some common heterocyclic compound, 621-03-4, name is 2-Cyano-N-phenylacetamide, molecular formula is C9H8N2O, 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-Cyano-N-phenylacetamide

General procedure: 10 mmol of 2-cyano-N-phenylacetamides (4, 5), 10 mmol of aromatic aldehyde (6a-h) and malononitrile (7) were dissolved in 20 ml of methanol. The reaction mixture was heated on water bath for 8-16 h using piperidine as catalyst 24 (under TLC analysis). After completion of the reaction, the reaction mixture was cooled to room temperature; separated product was filtered, washed with methanol and crystallized from DMF to afford the desired products 8, 9. The compound 9d is reported in literature.25

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 621-03-4, its application will become more common.

Reference:
Article; Khatri, Taslimahemad T.; Shah, Viresh H.; Journal of the Korean Chemical Society; vol. 58; 4; (2014); p. 366 – 376;,
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Application of 621-03-4,Some common heterocyclic compound, 621-03-4, name is 2-Cyano-N-phenylacetamide, molecular formula is C9H8N2O, 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 solution of NaOEt (3.0 mmol) in anhydrous ethanol (10 mL) were added amide (2.0 mmol) and 2-aryl vinamidinium salt (2.0 mmol) at room temperature. The reaction mixture was stirred at the same temperature for 24 h. After completion of the reaction, the reaction mixture was poured into water (100 mL) to precipitatethe crude product, which was collected by filtration and washed with water. The residue was purified by silica gel column chromatography(CH2Cl2:MeOH) to afford the corresponding 1,5-diarylpyridin-2(1H)-one.

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

Application of 621-03-4, 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. 621-03-4, name is 2-Cyano-N-phenylacetamide, This compound has unique chemical properties. The synthetic route is as follows.

Cyanoacetic acid (0.96 g, 11.1 mmol, 1 eq) was added to a mixture of PC15 (2.35 g, 11.1 mmol, 1 eq) in 200 mL of CH2C12, and the mixture refluxed for 30 minutes. After cooling, aniline (1.01 mL, 1.03 g, 11.1 mmol) was added and the solution was refluxed for 2hrs. The reaction mixture was allowed to cool to room temperature, and then concentrated to dryness at the rotary evaporator. A 50 mL portion of water was added and the suspension was filtered. The resulting solid was then washed with 25 mL of 1.0 N NaHC03 solution, 25 mL of water and then dried to afford the desired cyanoamide as a white amorphous solid (1.64 g, 92%). This solid was of sufficient purity to be used without further purification in the subsequent reaction. 1H NMR (400 MHz, acetone-d6) delta 9.58 (s, 1H), 7.62 (d, / = 8.4 Hz, 2H), 7.33 (t, / = 8.0 Hz, 2H), 7.11 (t, / = 7.2 Hz, 1H), 3.82 (s, 2H).A 0.9 g portion (12.8 mmol, 1.25 eq) of NH2OH HCl was added to Na2C03 (1.36 g, 12.8 mmol, 1.25 eq) dissolved in 5 mL of water, and the solution was diluted with 50 mL of methanol. The cyanoamide from the previous step (1.64 g, 10.2 mmol) was added and the mixture was refluxed for 2 hours. After cooling, the reaction mixture was concentrated in vacuo, and the resulting solid was mixed with a hot 3:1 mixture of ethyl acetate:hexane. The insoluble material was immediately removed by filtration, and the filtrate was concentrated to dryness at the rotary evaporator. The solid residue was purified by column chromatography (silica gel, ethyl acetate: methanol 20:1) and recrystallized to afford Example 1 as a white crystalline solid (0.67 g, 34%). 1H NMR (400 MHz, acetone-d6) delta 9.53 (s, 1H), 8.70 (s, 1H), 7.65-7.63 (m, 2H), 7.31-7.27 (m, 2H), 7.07-7.04 (m, 1H), 5.39 (s, 2H), 3.17 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 2-Cyano-N-phenylacetamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE JOHNS HOPKINS UNIVERSITY; CASERO, Robert, A.; BYTHEWAY, Ian; WOSTER, Patrick, M.; WO2012/34116; (2012); A2;,
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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. 621-03-4, name is 2-Cyano-N-phenylacetamide, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

General procedure: To a well-stirred solution of 2-cyano-N-(methyl)acetamide (10 g, 102 mmol) in dry DMF (154 ml) was added crushed potassium fluoride (118 g, 2040 mmol) and the reaction mixture was cooled to 0C. Carbon disulphide (7.4 ml, 122.4 mmol) was carefully added and the resultant yellow mixture was stirred for 30 min at the same temperature. Methyl iodide (12.7 ml, 204 mmol) was then added drop-wise over 5 min. After stirring for 1 h at 0 C, the mixture was stirred at room temperature for 12 h. The mixture was then diluted with ice-cold water and the precipitated ketene dithioacetal was collected by filtration. The crude product was purified by recrystallisation from a mixture of ethyl acetate and petroleum ether to yield 18.3 g (89%) of the product as yellow solid

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; Kumar, Sukeerthi; Thakur, Rajni R.; Margal, Sanjay R.; Thomas, Abraham; Tetrahedron; vol. 69; 25; (2013); p. 5112 – 5118;,
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Electric Literature of 621-03-4, 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. 621-03-4, name is 2-Cyano-N-phenylacetamide belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 0.87 g t-BuOK (7.8 mmol) in 10 cm3 drymethanol, 2-cyanoacetamide 2a-2g (2.9 mmol) was added.The reaction mixture was stirred for 10-15 min, followed by cooling to 0 C and adding a solution of o-(azidomethyl)benzoate 1a-1c (2.6 mmol) in 5 cm3 drymethanol. After heating the reaction mixture back to room temperature, it was stirred under TLC monitoring for36-48 h and evaporated. Water (15 cm3) was added to the residue and it was acidified with HCl to pH 4-5. The resulting precipitate was filtered off and recrystallized from acetic acid.

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-Cyano-N-phenylacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yakovenko, Georgiy G.; Yagodkina, Marta S.; Bol?but, Andriy V.; Shishkina, Svitlana V.; Vovk, Mykhailo V.; Monatshefte fur Chemie; vol. 148; 6; (2017); p. 1035 – 1041;,
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Synthetic Route of 621-03-4,Some common heterocyclic compound, 621-03-4, name is 2-Cyano-N-phenylacetamide, molecular formula is C9H8N2O, 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.

c) 5-amino-4-methyl-7-oxo-N-phenyl-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide Under argon 46 mg sodium hydride (1 .15 mmol, 60% in mineral oil) in 2 mL DMF were cooled to 0 C and 94 mg 2-cyano-N-phenylacetamide (0.58 mmol) were added in small portions within 15 minutes, the resulting solutino was stirred for another 30 minutes at r.t., then cooled to 0 C and 97 mg 1 -methyl-1 H-thieno[3,2-d][1 ,3]oxazine-2,4-dione (0.52 mmol) were added in portions within 5 minutes and the mixture was stirred for 60 minutes. To this solution 0.58 mL aqueous hydrochloric acid (1 .15 mmol) were added and the resulting yellow suspension was stirred for 10 minutes. The mixture was poured on icecold potassium bicarbonate solution (10%, w/v), stirred for 30 minutes, filtered and the solid washed with water, diethylether / pentane (3:2, v/v), pentane and dried to yield 68 mg 5-amino-4-methyl-7- oxo-N-phenyl-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide (0.21 mmol, 40%) as a yellow solid. ESI-MS [M+H] + 300.2 1H-NMR (400 MHz, D6-DMSO): delta (ppm) = 7.97-7.80 (m, 1 H), 7.61 -7.49 (m, 2H), 7.43-7.27 (m, 2H), 7.17-7.07 (m, 1 H), 6.94-6.81 (m, 1 H), 3.03-2.91 (m, 3H).

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

Reference:
Patent; NOVARTIS AG; REINHARDT, Juergen; SCHMIEDEBERG, Niko; SPANKA, Carsten; WO2015/186061; (2015); A1;,
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Nitriles – Chemistry LibreTexts