Category: 26391-06-0

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. 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Cyano-N,N-diethylacetamide

A mixture of 3, 4-dihydroxy-5-Nitrobenzaldehyde(70 g; 382 mmole) , N, N- Diethylcyanoacetamide (107 g; 764 mmole) , piperidine (56.6ml; 573 mmole) , and acetic acid (32.8 ml; 573 mmole) in isopropanol (700 ml) is heated at reflux during approximately 3 hours. The resulting dissolution is cooled to room temperature and the resulting precipitate is kept in stirring at this temperature overnight. Finally, it is cooled at 0-50C, filtered off and washed with isopropanol (140 ml) . The resulting product is dried at 400C in a vacuum oven to provide 119 g (79.7 % yield) of an orange solid (m.p.= 152-4C; HPLC purity= 98.0 % (Z-isomer= 0.94 %) ) .IR (cm”1) : 3190, 3038, 2975, 2828, 2723, 2547, 2201, 1631, 1607, 1542, 1480, 1439, 1387, 1357, 1318, 1265, 1221, 1187, 1176, 1156, 1074, 1018, 948, 866, 834, 802, 782, 681, 638, 607, 562.1H-NMR (500 MHz, CD3OD): 7.94 (d, J= 2.4 Hz, IH); 7.65 (d, J= 2.4 Hz, IH) ; 7.47 (s, IH) ; 3.56 (q, J= 6.6 Hz; 4H) ; 3.35-3.16 (m, 4H); 1.84-1.80 (m, 4H); 1.74-1.71 (m, 2H); 1.29 (t, J= 6.6 Hz, 6H) .Analysis. Calculated for Ci4H14N3O5-C5H12N: C, 58.45; H, 6.17; N, 14.35. Found: C, 58.19; H, 6.52; N, 14.27.

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 26391-06-0.

Reference:
Patent; QUIMICA SINTETICA, S. A.; WO2008/98960; (2008); A1;,
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. 26391-06-0, name is 2-Cyano-N,N-diethylacetamide belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H12N2O

To a mixture of tert-butyl 7-formyl-3,4-dihydroisoquinoline-2(lH)-carboxylate (1 g, 3.83 mmol), 2-cyano-N,N-diethylacetamide (536 mg, 3.83 mmol) and ammonium acetate (1.47 g, 19.13 mmol) in methanol (10 mL) was stirred at reflux for 2 h. After cooling to rt, the mixture was concentrated to dryness. The residue was diluted with EtOAc (40 mL), washed with water (40 mL), followed by brine (40 mL). The organic layer was dried over Na2S04 and concentrated. The crude residue was purified by silica gel chromatography to afford 800 mg of tert-butyl 7-(2-cyano-3-(diethylamino)-3-oxoprop-l-en-l- yl)-3,4-dihydroisoquinoline-2(lH)-carboxylate as a yellow gum.

The synthetic route of 26391-06-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy Duncan; BRAMELD, Kenneth Albert; GOLDSTEIN, David Michael; (171 pag.)WO2019/99576; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 26391-06-0, 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. 26391-06-0, name is 2-Cyano-N,N-diethylacetamide belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution of arylaldehyde (1 equiv), 2-cyanoacetamide or derivative (1.0-1.5 equiv) and N-methylpiperazine (0.05-1.05 equiv) in methanol (2-10 ml) was stirred at room temperature overnight. After addition of an equivalent volume of water/methanol (1:1) or 1 N HCl/methanol (1:1) for acidic products, the precipitate was collected by filtration and washed with water/methanol (1:1). If precipitation did not occur, the mixture was evaporated and the residue was purified by flash chromatography.

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

Reference:
Article; Nitsche, Christoph; Steuer, Christian; Klein, Christian D.; Bioorganic and Medicinal Chemistry; vol. 19; 24; (2011); p. 7318 – 7337;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, 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 26391-06-0, HPLC of Formula: C7H12N2O

To a solution of N,N-diethylcyanoacetamide (14.1 g, 0.1 mol) in toluene (100 mL) was added IRA 96 resin (0.2 g) and 2-methoxy-5-nitrobenzaldehyde (18.1 g, 0.1 mol). Then the mixture was heated to reflux, released water being collected azeotropically, until TLC test showed the absence of starting materials. The reaction mixture was filtered hot. The filtrate was evaporated completely and the residue was purified with ethanol to afford 1o. (2.2 g, 73 %) as a white solid; mp 134-135 C (EtOH); numax (liquid film) 3074, 2934, 2212, 1633, 1518, 1342 cm-1; deltaH (400 MHz, CDCl3) 1.2 (6H, br s (CH3)3), 3.5 (4H, br s, (CH2)2), 4.0 (3H, s, OMe), 7.0 (1ArH, d, J 9.2 Hz), 7.94 (1H, s, vinyl), 8.3 (1ArH, dd, J 9.2, 2.3 Hz), 9.0 (1ArH, d, J 2.4 Hz); m/z 303.2 (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:
Article; Harisha, Attimogae Shivamurthy; Nayak, Suresh Parameshwar; Nagarajan, Kuppuswamy; Row, Tayur Narasingarow Guru; Hosamani, Amar A.; Tetrahedron; vol. 72; 22; (2016); p. 2880 – 2889;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, molecular formula is C7H12N2O, 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. category: nitriles-buliding-blocks

Charge 3-ethoxy-4-hydroxy-5-nitrobenzaldehyde 20g (0. 0947mole) of the formula 2 where R= ethyl and N, N-diethylamino cyanoacetamide of the formula (3) 14. 6g, (0.1042), acetic acid 3.13g and piperidine 4.45g along with toluene 200ml and heated to reflux temperature of about 100-115 C with continuous removal of water azeotrophically 15 hours. After the reaction is over the reaction mixture is concentrated to a volume of 20-30ml quenched in to dilute hydrochloric acid and chilled water 200ml and stirred for 60 minutes. The precipitated solid was filtered and dried to get 30g (95%), the HPLC purity is 94% (including isomer) of N, N-DIETHYL – 2-CYANO-3- (-3-ETHOXY-4-HYDROXY-5 NITROPHENYL) ACRYLAMIDE. The product is used as such directly to the. next stage. MR = 110.1- 117. 2 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 26391-06-0, its application will become more common.

Reference:
Patent; SUVEN LIFE SCIENCES LTD; JASTI, Venkat; WO2005/63693; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 26391-06-0, 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. 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Typical procedure for the synthesis of alpha-cyano N-aryl ketene-N,S-acetals 1 (with 1a as an example). To a solution of ethyl cyanoacetate (10.0 mmol) in DMF (30 mL) at room temperature was added potassium carbonate (20.0 mmol) in one portion and the mixture was stirred for 1 h at room temperature. Phenyl isothiocyanate (10.0 mmol) was then added dropwise and the mixture was stirred for 2 h at room temperature. Then 1,2-dibromoethane (10 mmol) was added dropwise. The reaction was quenched with 200 mL of H2O after the mixture was further stirred for 6 h at room temperature. The resulting mixture was extracted with dichloromethane (3×30 mL), and the combined organic phase was washed with water, dried over anhydrous MgSO4, ltered, and evaporated in vacuo. The crude product was puried by silica gel chromatography (petroleum ether: diethyl ether=10:1) to give 1a (2.356 g) as a white solid.

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

Reference:
Article; Wu, Chenwei; Huang, Peng; Sun, Zhongqiao; Lin, Mi; Jiang, Yuchun; Tong, Jian; Ge, Chunhua; Tetrahedron; vol. 72; 11; (2016); p. 1461 – 1466;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, 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 26391-06-0, HPLC of Formula: C7H12N2O

Example 1; A mixture of 3,4-dihydroxy-5-nitro benzaldehyde (50Og), N,N-diethyl cyano acetamide(575ml), acetic acid (375ml) and piperidine (500ml) in ethanol (4.51) were refluxed for 6 hrs. Ethanol was distilled off under vacuum and 1.5 1 of formic acid was added to the residue at65 C and stirred for 30 mins at 65 C. The reaction mixture was cooled to R T and charged with methylene dichloride. The organic layer was separated and washed twice with 2 x 3.5 1 water. Methylene dichloride was distilled off under vacuum from the organic layer and the residue was treated with ethyl acetate 1.25 1. The yellow solid was filtered out from the solvent, washed with 1.25 1 ethyl acetate and dried in an electric oven at 60-70 C to obtain crude N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitro phenyl) acrylamide.Yield of crude entacapone 495g (59.63 %), Purity 99.2++Z- isomer 0.5%

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

Reference:
Patent; USV LIMITED; WO2007/54950; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 26391-06-0,Some common heterocyclic compound, 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, molecular formula is C7H12N2O, 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 a nitrogen atmosphere, 60% NaH (0.35g, 8.8 mmol) was added to solution of 2-cyano-N,N-diethylacetamide (0.56 g, 4.0 mmol) in anhydrous THF (15 mL) at -5 C. The resulting suspension was stirred at-S C for 15mm and the THF solution of 3,4-dimethoxy-5- nitrobenzoyl chloride was added over 10mm and stirred for an additional lh at -5C. The reaction mixture was warmed to 0 C, quenched by the addition of 1N.HC1 solution (4 mL) and stirred for 10mm at room temperature, extracted by ethyl acetate (25 mL X 2), the organic layers was dried with Na2504 and concentrated in vacuo to give the title compound as an orange solid (705 mg, 99%). MS [MH] calcd for C,6H,9N306 350.1, found 350.1.

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,N-diethylacetamide, its application will become more common.

Reference:
Patent; NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING; HUANG, Niu; PENG, Shiming; (87 pag.)WO2016/206573; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 26391-06-0, 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. 26391-06-0 name is 2-Cyano-N,N-diethylacetamide, 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.

1: Preparation of racemic 2-cvano-3-(3,4-dihvdroxy-5-nitrophenyl)-N,N-diethylprop-2~ en amide3,4-dihydroxy-5-nitro-benzaldehyde (5Og) and N,N-diethyl-2-cyano acetamide (99.4g) were taken together in dry ethanol (100OmL) and refluxed at 75-8O0C for 15-20min. followed by the addition of ammonium acetate (27g) lot-wise over a period of 24hrs at every 2 hours of interval. After completion of reaction the content was cooled to room temperature and the ethanol was distilled off under vacuum. The residue was taken in dichloromethane (100OmL) and stirred for 15min at 25-300C followed by the addition of purified water (100OmL) and stirred at 25-3O0C for 1 hr. The layer if not cleared was filtered through hyflobed and washed with methylene chloride. The organic layer was separated and the aqueous layer was washed with dichloromethane twice. The organic layer were combined and treated with dilute hydrochloric acid 30OmL (1:1 ratio of HCl and water). The organic layer was separated and treated with purified water to remove any undissolved impurities, the water treatment was repeated two to three times and further the organic layer was treated with activated carbon at 25-30 C and filtered. The filtrate distilled off under vacuum at 600C and the residue was taken in ethyl alcohol at 25-3O0C, stirred for 15- 20min. and distilled off under vacuum at 350C. To the residue was added purified water and the stirred for 2 hrs at 25-300C3 filtered and washed with water and dried to obtain racemic 2-cyano- 3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide.(Dry Weight : 6Og (72.20%), HPLC purity : 98.32%, E isomer (69.80%) and Z isomer (28.52%)

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

Reference:
Patent; NEULAND LABORATORIES LTD; WO2009/84031; (2009); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, 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 26391-06-0, Recommanded Product: 2-Cyano-N,N-diethylacetamide

Example 1; Mixture of the E and Z isomers of N,N-diethyl-2-cvano-3-(3,4-dihydroxy-5- nitrophenvDacrylamide[0031 ] A vessel is charged with 240 ml of n-butanol, 120 g of 3,4-dihydroxy-5- nitrobenzaldehyde, 4.8 g of methylamine hydrochloride, 122 g of N5N- diethylcyanoacetamide and 7.2 ml of piperidine. The temperature is raised using water separation under vacuum to about 82 0C and the reaction mixture is boiled at this temperature using water separation for 4 hours. The reaction is followed using HPLC.[0032] After completing the reaction 240 ml of hot water is added to the reaction mixture and 2.4 ml of strong sulphuric acid is added.[0033] The reaction mixture is cooled to a temperature of 75 C and seeded with crude N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide (comprises 70 % by weight of the E- isomer). After seeding the mixture is cooled to about 28 C within 3 hours, during which time the E isomer crystallizes.[0034] The reaction mixture is seeded with a mixture of the E and Z isomers of N9N- diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide (comprises about 30 % by weight of the Z- isomer) and mixed at about 28 C for two hours. Thereafter the mixture is cooled slowly to 0 0C during which time the Z isomer crystallizes.[0035] The mixture is filtered and washed twice with 60 ml of cold water and the filtering cake is dried. The yield is about 90 % and the purity over 99.5 %.Example 2 Mixture of the E and Z isomers of N,N-diethyl-2-cvano-3-(3,4-dihvdroxy-5- nitrophenvDacrylamide[0036] A vessel is charged with 180 ml of n-butanol, 120 g of 3,4-dihydroxy-5- nitrobenzaldehyde, 2.9 g of methylamine hydrochloride, HO g of N9N- diethylcyanoacetamide and 4.3 ml of piperidine. The temperature is raised using water separation under vacuum to about 82 0C and the reaction mixture is boiled at this temperature using water separation for 5 hours. The reaction is followed using HPLC.[0037] After completing the reaction 180 ml of hot water is added to the reaction mixture and 12 ml of strong sulphuric acid is added.[0038] The reaction mixture is cooled to a temperature of 75 0C and seeded with crude N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide (comprises 70 % by weight of the E- isomer). After seeding the mixture is cooled to about 28 0C within 2 hours, during which time the E isomer crystallizes.[0039] The reaction mixture is seeded with a mixture of the E and Z isomers of N5N- diethyl-2-cyano-3-(3,4-dihydroxy-5-m’trophenyl)acrylamide (comprises about 30 % by weight of the Z- isomer) and mixed at about 28 C for two hours. Thereafter the mixture is cooled slowly to 0 0C during which time the Z isomer crystallizes.[0040] The mixture is filtered and washed twice with 100 ml of cold water and the filtering cake is dried. The yield is about 96% and the purity over 99.5 %.

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

Reference:
Patent; ORION CORPORATION; WO2007/90923; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts