Category: 111851-98-0

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. 111851-98-0, name is 1-Ethyl-1H-imidazole-2-carbaldehyde, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Ethyl-1H-imidazole-2-carbaldehyde

To a suspension of aluminum lithium hydride (1.22 g) in THF (10 ml), a solution of 1-ethylimidazole-2-carboxyaldehyde (2.00 g) in THF (10 ml) was added dropwise at 0C under nitrogen atmosphere. After finishing the dropping, water (1.2 ml), 15% aqueous solution of sodium hydroxide (1.2 ml) and water (3.6 ml) were sequentially added to the mixture at 0C, and the mixture was stirred for 2 hours at room temperature. The mixture was dried over magnesium sulfate, and the insolubles were filtered off. The solvent was distilled off under reduced pressure, and the residue was recrystallized from hexane-ethyl acetate, to give 2-hydroxymethyl-1-ethylimidazole (1.47 g) as colorless crystals. 1H-NMR (200 MHz, CDCl3) delta 1.44 (3H, t, J = 7.4 Hz), 4.06 (2H, q, J = 7.4 Hz), 4.65 (2H, s), 6.87 to 6.89 (2H, m). Elemental Analysis C6H10N2O Calcd. C, 57.12; H, 7.99; N, 22.21; Found. C, 57.06; H, 7.98; N, 22.20.

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.

Application of 111851-98-0,Some common heterocyclic compound, 111851-98-0, name is 1-Ethyl-1H-imidazole-2-carbaldehyde, molecular formula is C6H8N2O, 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 refluxing solution of propionic acid (450 mL) and 1-ethylimidazole-2-carboxaldehyde (62, 2.5 g, 20.0 mmol, prepared in a similar manner as the methyl imidazole derivative 20) was added pyrrole (1.40 mL, 20.0 mmol). The reaction was covered in foil then heated under reflux for 5 h. Upon cooling, the reaction mixture was exposed to air overnight. The propionic acid was then removed by vacuum distillation. Repeated purification by column chromatography (gradient elution, CHCl3/MeOH/concentrated NH4OH/EtOAc) provided porphyrin 63 as a purple solid (281 mg, 8.1%): 1H NMR (300 MHz, CDCl3) delta -2.95, -2.90, -2.87 (3 s, 2 H, atropisomer NH), 0.85-1.25 (multiple t, 12 H, atropisomer CH3), 3.61-3.88 (multiple q, 8 H, atropisomer CH2), 7.55 (d, 4 H), 7.70 (d, 4 H), 8.98 (multiple s, 8 H, atropisomer).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Ethyl-1H-imidazole-2-carbaldehyde, its application will become more common.

Reference:
Patent; Aeolus Sciences, Inc.; National Jewish Health; Duke University; Crapo, James D.; Day, Brian J.; Trova, Michael P.; Gauuan, Polivina Jolicia F.; Kitchen, Douglas B.; Fridovich, Irwin; Batinic-Haberle, Ines; (44 pag.)US9289434; (2016); B2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 111851-98-0, These common heterocyclic compound, 111851-98-0, name is 1-Ethyl-1H-imidazole-2-carbaldehyde, 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.

[00453] (¡ê)-3-(l-ethyl-lH-imidazol-2-yl)-l-(thiazol-2-yl)prop-2-en-l-one was prepared from l-(4-methylthiazol-2-yl)-2-(triphenyl- 5-phosphanylidene)ethan-l-one (1.0 equiv.) and 1 -ethyl- lH-imidazole-2-carbaldehyde5 via Wittig reaction (24 h) in 56 % isolated yield, using synthetic procedures described for the preparation of the analog SW209415. H NMR (400 MHz, CDCI3) delta 8.26 (d, / = 15.4 Hz, 1H), 8.03 (d, / = 3.0 Hz, 1H), 7.82 (d, / = 15.4 Hz, 1H), 7.67 (d, 7 = 3.0 Hz, 1H), 7.22 (s, 1H), 7.07 (d, 7 = 1.2 Hz, 1H), 4.15 (q, 7 = 7.4 Hz, 2H), 1.45 t, / = 7.3 Hz, 3H). ESI-MS (m/z): 234.1 [M+H]+.

Statistics shows that 1-Ethyl-1H-imidazole-2-carbaldehyde is playing an increasingly important role. we look forward to future research findings about 111851-98-0.

Reference:
Patent; CASE WESTERN RESERVE UNIVERSITY; BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; MARKOWITZ, Sanford D.; READY, Joseph; ZHANG, Yongyou; ANTCZAK, Monika; WILLSON, James K.V.; POSNER, Bruce A.; GREENLEE, William; (254 pag.)WO2016/168472; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 111851-98-0, name is 1-Ethyl-1H-imidazole-2-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Ethyl-1H-imidazole-2-carbaldehyde

(Reference Example 23) Synthesis of (E)-methyl 3-(1-ethyl-1H-imidazol-2-yl)acrylate: Methyl (triphenylphosphoranylidene)acetate (3.15 g, 9.42 mmol) was added to a solution of 1-ethyl-1H-imidazole-2-carbaldehyde (1.17 g, 9.42 mmol) in dichloromethane (28.3 mL) at room temperature. The reaction liquid was stirred for 16 hours and concentrated under reduced pressure. The residue was washed with a mixed solvent of hexane/dichloromethane = 20/1 and the washing solution was concentrated. The residue was purified by flash column chromatography (silica gel, hexane/ethyl acetate) to obtain (E)-methyl 3-(1-ethyl-1H-imidazol-2-yl)acrylate (0.670 g, 3.72 mmol, 39%) as a white solid. 1H-NMR (400 MHz, CDCl3) delta: 1.45 (3H, t, J=7.6 Hz), 3.81(3H, s), 4.10 (2H, dd, J=7.6, 14.8 Hz), 6.85 (1H, d, J=15.2 Hz), 7.03 (1H, brs), 7.17 (1H, brs), 7.52 (1H, d, J=15.2 Hz). ESI-MS: m/z= 181 (M+H)+.

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 111851-98-0.

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

These common heterocyclic compound, 111851-98-0, name is 1-Ethyl-1H-imidazole-2-carbaldehyde, 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. Recommanded Product: 111851-98-0

General procedure: To a flask equipped with a stir bar and a condenser was added carboxaldehyde (4 mmol, 1.0 equiv), 1- triphenylphosphoranylidene)-2-propanone (4.2 mmol, 1.05 equiv), and toluene (8 mL). The reaction mixture was stirred at 70 C for 5 h. After completion, the reaction mixture was acidified to PH 3 with 1M HCl, and extracted with DCM (15 mL ¡Á 3). The aqueous layer was basified to PH 9 with sodium bicarbonate, and the resulting mixture was extracted with DCM (15 mL ¡Á 3). The DCM extracts from basic aqueous layer were combined, dried over anhydrous magnesium sulfate, and concentrated to give the corresponding (E)-4-(1-alkyl-1H-imidazol-2-yl)but-3-en-2-one.

The synthetic route of 1-Ethyl-1H-imidazole-2-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Qiao-Hong; Yu, Kevin; Zhang, Xiaojie; Chen, Guanglin; Hoover, Andrew; Leon, Francisco; Wang, Rubing; Subrahmanyam, Nithya; Addo Mekuria, Ermias; Harinantenaina Rakotondraibe, Liva; Bioorganic and Medicinal Chemistry Letters; vol. 25; 20; (2015); p. 4553 – 4556;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem