Category: 7098-07-9

7098-07-9, These common heterocyclic compound, 7098-07-9, name is 1-Ethyl-1H-imidazole, 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.

(Reference Example 6) Synthesis of 1-ethyl-1H-imidazole-2-carbaldehyde: A solution of n-butyllithium in n-hexane (1.6 M, 7.15 mL, 11.4 mmol) was added dropwise to a solution of 1-ethyl-1H-imidazole (1.00 g, 10.4 mmol) in tetrahydrofuran (26 mL) at -78¡ãC and the reaction liquid was stirred at the same temperature for 1 hour. N,N-dimethylformamide (2.42 mL, 31.2 mmol) was added to the reaction liquid at the same temperature, and the reaction liquid was stirred for 1 hour, and then, the temperature of the reaction liquid was raised to room temperature. A saturated aqueous solution of ammonium chloride was added to the reaction liquid and then the reaction liquid was extracted with ethyl acetate. The organic layer was washed with a 10percent aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, hexane/ethyl acetate) to obtain 1-ethyl-1H-imidazole-2-carbaldehyde (1.12 g, 9.02 mmol, 87percent) as a yellow oil. 1H-NMR (400 MHz, CDCl3) delta: 1.44 (3H, t, J=7.6 Hz), 4.45 (2H, q, J=7.6 Hz), 7.18 (1H, s), 7.28 (1H, d, J=1.6 Hz), 9.82 (1H, s).

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 7098-07-9.

Reference:
Patent; Toray Industries, Inc.; ARAI Tadamasa; MORITA Yasuhiro; UDAGAWA Shuji; ISEKI Katsuhiko; IZUMIMOTO Naoki; (95 pag.)EP3263565; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

7098-07-9, 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. 7098-07-9, name is 1-Ethyl-1H-imidazole, A new synthetic method of this compound is introduced below.

Dichloromethane (1.699 g, 20 mmol)And 1-ethylimidazole (5.768 g, 60 mmol) was added to the reaction flask.Then, after reacting in a closed vessel at 75 C for 24 h, after the reaction is completed, it is cooled to room temperature, and the solvent is evaporated to dryness.Dissolved in a small amount of methanol, added to a large amount of tetrahydrofuran and stirred at room temperature for 2 h.There are a lot of white solids generated,Filtered, washed with tetrahydrofuran, dried in vacuo,A white solid was obtained to give the title compound 2.48 g, yield 44.8%.

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; Sun Yat-sen University; Mao Zongwan; Li Yi; Tan Caiping; Huang Huazhen; Ji Liangnian; (12 pag.)CN104230998; (2016); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 7098-07-9, name is 1-Ethyl-1H-imidazole, molecular formula is C5H8N2, 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. 7098-07-9

Intermediate la 1 -Ethyl-5 -iodo- 1 H-imidazole In a 100 mL three-necked flask, TMEDA (2.86 g, 3.72 ml, 24.7 mmol, Eq: 2.37) was combined with pentane (10 ml) to give a colorless solution. N-BuLi 1.6M in hexane (15.6 ml, 25.0 mmol, Eq: 2.4), followed by 1 -ethyl- 1 H-imidazole (1 g, 10.4 mmol, Eq: 1.00) were added dropwise at -25¡ãC for 30 min. The reaction mixture was stirred at RT for 1 h (light yellow suspension). Afterwards, the suspension was cooled to -65¡ãC and THF anhydrous (30 ml) was added (-65¡ãC to -48¡ãC). A solution of iodine (3.83 g, 15.1 mmol, Eq: 1.45) in THF anhydrous (20 ml) was added dropwise to the reaction mixture (internal temperature remained below -55¡ãC) => brown suspension. Stirring was continued as the reaction was gradually warmed to 0¡ãC during 1.3 hours (brown milky solution). Eventually, the reaction was quenched by adding 4 mL of methanol. Work up: The reaction mixture was poured into 50 mL sat. Na2S03 and extracted with EtOAc (2 x 100 mL). The organic layers were combined, washed with brine, dried over Na2S04, and concentrated i. V. Purification : The crude material was purified by flash chromatography (silica gel, 50 g, 20percent to 100percent EtOAc in heptane) to provide in the more polar fractions 417 mg of the desired title compound as yellow oil. MS (ESI): 222.9 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7098-07-9, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; HORNSPERGER, Benoit; KUHN, Bernd; MAERKI, Hans, P.; MAYWEG, Alexander, V.; MOHR, Peter; TAN, Xuefei; WO2013/120771; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 7098-07-9, name is 1-Ethyl-1H-imidazole, molecular formula is C5H8N2, 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. 7098-07-9

Intermediate la 1 -Ethyl-5 -iodo- 1 H-imidazole In a 100 mL three-necked flask, TMEDA (2.86 g, 3.72 ml, 24.7 mmol, Eq: 2.37) was combined with pentane (10 ml) to give a colorless solution. N-BuLi 1.6M in hexane (15.6 ml, 25.0 mmol, Eq: 2.4), followed by 1 -ethyl- 1 H-imidazole (1 g, 10.4 mmol, Eq: 1.00) were added dropwise at -25¡ãC for 30 min. The reaction mixture was stirred at RT for 1 h (light yellow suspension). Afterwards, the suspension was cooled to -65¡ãC and THF anhydrous (30 ml) was added (-65¡ãC to -48¡ãC). A solution of iodine (3.83 g, 15.1 mmol, Eq: 1.45) in THF anhydrous (20 ml) was added dropwise to the reaction mixture (internal temperature remained below -55¡ãC) => brown suspension. Stirring was continued as the reaction was gradually warmed to 0¡ãC during 1.3 hours (brown milky solution). Eventually, the reaction was quenched by adding 4 mL of methanol. Work up: The reaction mixture was poured into 50 mL sat. Na2S03 and extracted with EtOAc (2 x 100 mL). The organic layers were combined, washed with brine, dried over Na2S04, and concentrated i. V. Purification : The crude material was purified by flash chromatography (silica gel, 50 g, 20percent to 100percent EtOAc in heptane) to provide in the more polar fractions 417 mg of the desired title compound as yellow oil. MS (ESI): 222.9 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7098-07-9, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; HORNSPERGER, Benoit; KUHN, Bernd; MAERKI, Hans, P.; MAYWEG, Alexander, V.; MOHR, Peter; TAN, Xuefei; WO2013/120771; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

7098-07-9, name is 1-Ethyl-1H-imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 7098-07-9

General procedure: B(OH)3 (7.43 g, 121.80 mmol) was dissolved in a warm MeOH/H2O (100 ml, 1:1) 100 ml. 1-Methylimidazole (2.00 g, 24.36 mmol) was added to the solution which was warmed for 1 h. The solvent was removed by rotary evaporation and the resulting solid was dried at 110 ¡ãC for 24 h to yield product as a white solid (7.03 g, 96percent).

Statistics shows that 7098-07-9 is playing an increasingly important role. we look forward to future research findings about 1-Ethyl-1H-imidazole.

Reference:
Article; Beckett, Michael A.; Horton, Peter N.; Hursthouse, Michael B.; Timmis, James L.; Polyhedron; vol. 77; (2014); p. 96 – 102;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 7098-07-9 as follows. 7098-07-9

General procedure: To a vigorously stirred solution of imidazole derivatives (23.39mmol) in dry toluene (10mL) at room temperature was added the solution of chloromethyl-salicylaldehydes 2a, b (19.50mmol) in dry toluene (10mL), drop-wise, under nitrogen atmosphere. The resulting solution was further stirred at 60¡ãC for 24h. The product separated out was washed twice with toluene (2¡Á5mL) and several times with ether (5¡Á10mL), to remove the unreacted materials, and dried under vacuum to give pale yellow solid which used for the following preparations without further purification. Samples of the products were nevertheless isolated and fully characterized, as described below.

According to the analysis of related databases, 7098-07-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Elshaarawy, Reda F.M.; Janiak, Christoph; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 31 – 42;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem