Category: 6609-57-0

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. 6609-57-0, name is 2-Ethoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

Preparation 7 2-ethoxy-5-(4-ethyl-1-piperazinylsulfonyl)benzonitrile Commercially available 2-ethoxybenzonitrile (25 g, 0.17 Mol) was added dropwise to an ice cooled mixture of chlorosulfonic acid (50.8 mL, 0.765 Mol) and thionyl chloride (12.4 mL, 0.17 Mol) so as to keep the temperature below 10 C. The reaction was then stirred at ambient temperature for 18 h before being poured onto ice/water. This mixture was stirred 1 hr before the precipitated material was filtered off. The resultant solid was dissolved in acetone (300 mL) and triethylamine (25 mL, 0.179 Mol) was added followed by a slow addition of N-ethylpiperazine (25 mL, 0.198 Mol).

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 6609-57-0.

Reference:
Patent; Dunn, Peter James; Dunne, Catherine; US2002/13464; (2002); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 6609-57-0, These common heterocyclic compound, 6609-57-0, name is 2-Ethoxybenzonitrile, 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.

To a solution of 2-ethoxybenzonitrile (2, 10 g, 68 mmol) in toluene (150 mL) was added AICH3CINH2 (1 eq). The methylchloroaluminum amide was freshly prepared, in-situ; NH4CI (0.535 g, 10 mmol) was dissolved in dry toluene (10 mL) at 000 and trimethylaluminum (2 M in toluene, 5.0 mL, 10 mmol) was added and the reaction was warmed to r.t. and stirred for 1 hour to give theAICH3CINH2, which was used directly. The mixture was stirred at 80 00 for 6 hours. The reaction mixture was concentrated under vacuo to give crude I24a (8.42 g, 75.4% yield). ESI-MS (Mi-i): 165 calc. for 09H12N20: 164.2.

Statistics shows that 2-Ethoxybenzonitrile is playing an increasingly important role. we look forward to future research findings about 6609-57-0.

Reference:
Patent; FUNDACION PARA LA INVESTIGACION MEDICA APLICADA; CUADRADO TEJEDOR, Maria Del Mar; FRANCO FERNANDEZ, Rafael; GARCIA OSTA, Ana Maria; OYARZABAL SANTAMARINA, Julen; RABAL GRACIA, Maria Obdulia; WO2014/131855; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 6609-57-0,Some common heterocyclic compound, 6609-57-0, name is 2-Ethoxybenzonitrile, molecular formula is C9H9NO, 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.

EXAMPLE III 2-Ethoxy-benzamidine hydrochloride 21.4 g (400 mmol) of ammonium chloride are suspended in 375 ml of toluene and the suspension is cooled down to 0 C. 200 ml of a 2 M solution of trimethylaluminum in hexane are added dropwise and the mixture is stirred at room temperature until the evolution of gas has come to an end. After 29.44 g (200 mmol) of 2-ethoxybenzonitrile (example II) have been added, the reaction mixture is stirred overnight at 80 C. (bath). Having been cooled down, the reaction mixture is added, while cooling with ice, to a suspension consisting of 100 g of silica gel and 950 ml of chloroform and the mixture is stirred at room temperature for 30 minutes. Filtration with suction is carried out and the subsequent washing takes place with the same quantity of methanol. The mother liquor is evaporated and the resulting residue is stirred up with a mixture of dichloromethane and methanol (9:1), after which the solid is filtered off with suction and the mother liquor is evaporated. 3.4 g (76%) of a colorless solid are obtained. 200 MHz 1H-NMR (DMSO-D6): 1.36, t, 3H; 4.12, quart., 2H; 7.10, t, 1H; 7.21, d, 1H; 7.52, m, 2H; 9.30, s, broad, 4H.

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

Reference:
Patent; Niewoehner, Ulrich; Haning, Helmut; Lampe, Thomas; Es-Sayed, Mazen; Schmidt, Gunter; Bischoff, Erwin; Dembowsky, Klaus; Perzborn, Elisabeth; Schlemmer, Karl-Heinz; US2003/195210; (2003); 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. 6609-57-0, name is 2-Ethoxybenzonitrile, A new synthetic method of this compound is introduced below., Safety of 2-Ethoxybenzonitrile

To a 250 mL three-necked flask, 100 mL of ethanol, 13.8 g (0.2 mol) of hydroxylamine hydrochloride and 20 g (0.2 mol) of triethylamine were added, and the mixture was heated to 50-60 C for 1 h, and free hydroxylamine hydrochloride. After 1 h, 18 g of compound 4 (o-ethoxybenzonitrile) was added to the flask, and the mixture was refluxed for 2 h. The compound 4 disappeared by TLC. Ethanol was distilled off, and 150 mL of water was added to the flask to dissolve the triethylamine hydrochloride. The mixture was filtered under suction, and the cake was compound 3, which was dried to give a white solid.

The synthetic route of 6609-57-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Qingdao University of Science and Technology; Xu Liangzhong; Sun Jianxin; Zhang Mingming; Cui Huanqi; Hu Rao; Wang Minghui; (6 pag.)CN108912106; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 6609-57-0, name is 2-Ethoxybenzonitrile, molecular formula is C9H9NO, 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-Ethoxybenzonitrile

Add 97% in a 250mL four-necked bottleCompound IV 15.2g (0.1mol),9g (0.13mol) of hydroxylamine hydrochloride,17.9g (0.13mol) was added to 100mL of ethanol,The reaction was refluxed for 4 h.TLC traces the reaction to Compound IV completely, drops to room temperature, and removes the potassium salt in the reaction solution by filtration.The filtrate was evaporated to 80% ethanol, and a white solid precipitated upon cooling.Filter by suction and recover the filtrate.A white solid was obtained in an amount of 16.2 g, yield 90%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6609-57-0, its application will become more common.

Reference:
Patent; Qingdao University of Science and Technology; Xu Liangzhong; Cui Jianqiang; Zhang Mingming; Liu Liancai; Hu Rao; Wang Minghui; (6 pag.)CN108341808; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 6609-57-0, name is 2-Ethoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Ethoxybenzonitrile

Preparation 7 2-ethoxy-5-(4-ethyl-1-piperazinylsulfonyl)benzonitrile Commercially available 2-ethoxybenzonitrile (25 g, 0.17 Mol) was added dropwise to an ice cooled mixture of chlorosulfonic acid (50.8 mL, 0.765 Mol) and thionyl chloride (12.4 mL, 0.17 Mol) so as to keep the temperature below 10 C. The reaction was then stirred at ambient temperature for 18 h before being poured onto ice/water. This mixture was stirred 1 hr before the precipitated material was filtered off. The resultant solid was dissolved in acetone (300 mL) and triethylamine (25 mL, 0.179 Mol) was added followed by a slow addition of N-ethylpiperazine (25 mL, 0.198 Mol).

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 6609-57-0.

Reference:
Patent; Dunn, Peter James; Dunne, Catherine; US2002/13464; (2002); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 6609-57-0,Some common heterocyclic compound, 6609-57-0, name is 2-Ethoxybenzonitrile, molecular formula is C9H9NO, 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: Trifluoroacetic acid (4 mL) was added to a mixture of nitrile(1.0 mmol) and thiosemicarbazide (1.1 mmol). The reaction mixturewas stirred and refluxed for 6 h. Then, it was cooled to roomtemperature and aqueous ammonia was added. The precipitatedsolidwas filtered,washed with hot water and air-dried. It should benoted that the compounds f1-f35 were directly used for the nextreaction without further purification.

The synthetic route of 6609-57-0 has been constantly updated, and we look forward to future research findings.

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. 6609-57-0, name is 2-Ethoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Ethoxybenzonitrile

NH4Cl (1.26 g, 23.52 mmoles) is introduced in a 100 ml round bottom flask and suspended in 16 ml of anhydrous toluene under argon atmosphere . The mixture is cooled in an ice bath and 2N Al (CH3) 3 (12 ml) in toluene are added dropwise, keeping under stirring for 30′ at room temperature. 2-Ethoxybenzonitrile (Ig) is added and the reaction is refluxed with stirring for 9 hours. Silica (0.8g) and then methanol (8 ml) are added to the mixture of reaction to eliminate the excess of Al (CH3) 3. The suspension is diluted with 8 ml of dichloromethane and then filtered washing the obtained solid several times with methanol .The filtered solution is acidified with cone. HCl and evaporated to dryness. The obtained residue is treated with 12 ml of a mixture of dichlorometane/methanol (9:1), filtered and the organic solution evaporated to dryness . The residue is washed with ether.

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 6609-57-0.

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 6609-57-0 as follows. Safety of 2-Ethoxybenzonitrile

2-Ethoxybenzonitrile was prepared from 2-ethoxybenzamide 5 according to the method reported by Nowakowski23 in 89% yield (lit.23 yield 92%); Rf (hexane/EtOAc 9:1) 0.45; nmax (crystal): 2231 cm 1 (C^N). 1H NMR (CDCl3, d ppm): 7.57e7.51 (m, 2H, 4-H and 5-H of C6H4), 7.01 (d, J 7.3 Hz, 1H, 6-H of C6H4), 6.97 (d, J 8.8 Hz, 1H, 3-H of C6H4), 4.17 (q, J 7 Hz, 2H, OCH2), 1.49 (t, J 7.1 Hz, 3H, CH3). Ethyl 2-ethoxybenzimidate hydrochloride was synthesized by passing dry HCl(gas) through the solution of 2- ethoxybenzonitrile in anhydrous ethyl alcohol. This compound was obtained as a white solid (46%); mp 49e54 C; Rf (hexane/ EtOAc 7:3) 0.36. 1H NMR (CDCl3, d ppm): 13.01 (br s, 1H, NH), 10.14 (br s, 1H, NH), 8.04 (dd, J 1.7 and 8 Hz, 1H, 6-H of C6H4), 7.74e7.70 (m, 1H, 4-H of C6H4), 7.18e7.14 (m, 2H, 3-H and 5-H of C6H4), 5.04 (q, J 7 Hz, 2H, NCOCH2), 4.39 (q, J 7 Hz, 2H, OCOCH2), 1.63 (t, J 7.1 Hz, 3H, NCOCH2CH3), 1.57 (t, J 6.8 Hz, 3H, OCOCH2CH3). 2- Ethoxybenzamidine hydrochloride 6 was prepared from ethyl 2- ethoxybenzimidate hydrochloride and NH3/methanol. Crude product was purified by crystallization (methanol/ethyl ether) to provide 6 as a white solid crystal (96%); mp 190e192 C; (lit.24 yield 91%, mp 195e196 C); Rf (n-butanol/acetic acid/water 4:4:1) 0.31; 1H NMR (CDCl3thDMSO-d6, d ppm): 9.76 (br s, 2H, NH), 8.41 (br s, 2H, NH), 7.80 (d, J 7.8 Hz, 1H, 6-H of C6H4), 7.55e7.51 (m, 1H, 4-H of C6H4), 7.06 (t, J 7.6 Hz, 1H, 5-H of C6H4), 7.0 (d, J 8.3 Hz, 1H, 3-H of C6H4), 6.69 (br s, 2H, NH2), 4.15 (q, J 7 Hz, 2H, OCH2), 1.43 (t, J 7.1 Hz, 3H, CH3). nmax (crystal): 1662 cm 1 (C]N). MS (ESI, matrix DHB): [MthH]th found: 165.1. C9H12N2O requires 165.095.

According to the analysis of related databases, 6609-57-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Olszewska, Teresa; Gajewska, Ewa P.; Milewska, Maria J.; Tetrahedron; vol. 69; 2; (2013); p. 474 – 480;,
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. 6609-57-0, name is 2-Ethoxybenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C9H9NO

2-ethoxy benzonitrile (25g, 170 mmol) was added to an ice cold solution of chloro sulfonic acid (183.7g, 1.57mol) over a period of one hour. The temperature of the reaction mixture was maintained at about 5C to 7C. The reaction mixture was stirred at about 5C to 7C overnight. The reaction mass was added into ice water (500 mL) slowly at 100C to 15C. The suspension was stirred for about 1 hour, filtered under nitrogen atmosphere to obtain 5-chlorosulfonyl-2-ethoxy benzonitrile as yellow solid which was used directly in next step.

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; RANBAXY LABORATORIES LIMITED; MITTAL, Anu; KHANNA, Mahavir, Singh; THAPER, Rajesh, Kumar; PRASAD, Mohan; WO2011/16016; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts