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., Application In Synthesis 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

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. 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, A new synthetic method of this compound is introduced below., Formula: C7H12N2O

Example 1 :Preparation of (E) N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitro) acrylamide [Entacapone]Charge 3,4-dihydroxy-5-nitro benzaldehdye 100 Kg, followed by N.N-diethyl-2-cyano acetamide 92 Kg in to solvent Toluene. Charge piperidine acetate prepared from 30 kg piperidine and 35 Kg acetic acid . Reaction mass was heated to reflux ( 108-112 0C), maintained at reflux with azeotropic distillation ( 108-112 0C) for 6 Hours and water was collected. After reaction completion Toluene was removed completely under vacuum below 80 C. Mass was cooled to 50-55 0C methanol ( 500 Its) was charged in to the above mass under stirring. To this clear solution carbon was added maintained at 55-60 c for 1 hour. Mass was filtered through hyflow bed in hot condition. Filtrate was cooled to 10 0C, pH of the filtrate adjusted to 1.0 to 2.0 with Con HCl. Mass was cooled to 5-10 C and product (E) -entacapone with Z-isomer content NMT 0.20% is isolated, dried at 70-80C was found to be stable polymorph A with melting point 162-164 0 C.

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; BATTULA, Srinivasa, Reddy; WO2008/23380; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 26391-06-0, 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 26391-06-0 as follows.

To a solution of N, N-diethylcyanoacetamide(14.1 g, 0.1 mol) in toluene was added 0.2 g IRA 96 resin and isonitrovanillin (19.7g, 0.1 mol). The mixture was heated to reflux with azeotropic distillation of water. The reaction was continued until a TLC test showed completion of reaction.The mass was filtered hot. The filtrate was concentrated under vacuum to give the crude product, which wasre crystallized from absolute alcohol to afford 13. 61% isolated yield as light yellow solid. MR: 175-176C;1H-NMR (400 MHz, DMSO): delta 1.13 (br s, 6H), 3.39(br s, 4H), 3.92 (s, 3H), 7.67 (s, 1H), 7.76 (d, J=2.1Hz,Ar-H), 7.78 (d, J=2.1Hz, Ar-H), 10.98 (br s,-OH); ms:m/z 318.1 (negative mode).

According to the analysis of related databases, 26391-06-0, the application of this compound in the production field has become more and more popular.

Electric Literature 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.

Example 1 Preparation of N,N-diethyl-2-cyano-3-(-3-methoxy-4-hydroxy-5-nitrophenyl-)-acrylamide; (V) A suspension of 3-methoxy-4-hydroxy-5-nitro-benzaldehyde (100 g, 0.507 mol) in methanol (0.5 I) under nitrogen atmosphere at room temperature, is added with N,N-diethylamino-cyano-acetamide (142 g, 1.01 mol) and a sodium hydroxide solution (30.4 g, 0.761 mol) in methanol (0.5 1). The resulting mixture is reacted under mechanical stirring for 16 hours. After completion of the reaction, a 20% hydrochloric acid solution (0.5 I) is dropped in the mixture which is left to spontaneously cool to room temperature. The resulting product is filtered, washing with water (0.1 I for three times), then dried in the air. 155 g of product are obtained. Yield: 95%. 1H-NMR (300 MHz), delta (DMSO): 8.10 (d, 1 H); 7.85 (d, 1 H); 7.70 (s, 1 H); 3.40 (m, 4H); 1.15 (m, 6H).

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; Dipharma Francis S.r.l.; EP1935873; (2008); 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. 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, A new synthetic method of this compound is introduced below., Safety of 2-Cyano-N,N-diethylacetamide

A mixture of 3-formyl-5-(2-hydroxyethyl)benzonitrile (315 mg, 1.8 mmol), 2-cyano- (1007) N,N-diethylacetamide (252 mg, 1.8 mmol) and ammonium acetate (693 mg, 9mmol) in methanol (10 mL) was stirred at reflux temperature for 4 h. Cooled and concentrated. The residue was diluted with EtOAc (50 mL), and washed with water (50 mL) and brine (50 mL). The organic layers were dried over Na2S04 and concentrated. The crude residue was purified by silica gel chromatography to afford the title compound as a yellow gum (210 mg, 49 %).

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

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

Example 1 Crystallographically pure (E)-N,N-Diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide Form C 3,4-Dihydroxy-5-nitrobenzaldehyde (10.0 gm, 54.6 mmol), N,N-diethyl-cyanoacetamide (15.5 gm, 11.06 mmol) and piperidine (15.0 gm, 170.3 mmol) is charged to isopropanol (200 ml). The reaction mixture is heated at reflux for 12 to 15 hours until the starting material is disappeared. After the reaction is complete, the reaction mixture is cooled to room temperature and acetic acid glacial (15 ml) is added. The reaction mixture is concentrated, followed by dilution with ethyl alcohol (50 ml). The mixture is stirred overnight and filtered. The isolated product is dried under vacuum to provide crystallographically pure Form C of crystalline (E)-N, N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide with melting point of 156-160 C. The title product is obtained as a crystalline solid in 75.5% yield. HPLC Purity=99.45% (Z-isomer 0.24%). Mass Spectra=m+1 306.1 (100%).

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; Wockhardt Limited; US2008/4343; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

26391-06-0, The chemical industry reduces the impact on the environment during synthesis 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, I believe this compound will play a more active role in future production and life.

EXAMPLE-.Preparation of N,N-DIETHYL-2-CYANO-3-(3-lambdalambdaETHOXY-4-HYDROXY-S-NITROPHENYL)ACRYL AMIDE. ; STEP-I; 3-Methoxy-4-hydroxy-5-nitrobenzaldehyde of the formula (6) 150.0 gm (0.761 mole), N,N-diethyl cyanoacetamide of the formula (4) 135.3 gm (0.96 mole), glycine 10.5 gm (0.13 mole) and acetic acid 25.12 gm (0.41 mole) were charged sequentially to 1500.0 ml toluene. The resulting reaction mixture was heated to reflux and maintained with removal of water by azeotropically for 12-15 hrs. After the completion of reaction the solvent is concentrated and quenched into a cooled solution of isopropy. alcohol, aqueous HBr and water (2400.0 ml) and stirred for 3 hrs. The precipitated solid is filtered and dried to get 229.0 gm (94.2%) of title product of trhe formula (7) as crystalline solid. This product is used for next stage with out purification.

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:
Patent; SUVEN LIFE SCIENCES LTD.,; WO2007/94007; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts