Category: 10111-08-7

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. 10111-08-7, name is Imidazole-2-carboxaldehyde, A new synthetic method of this compound is introduced below., Computed Properties of C4H4N2O

General procedure: To a mixture of formylimidazole 1 and K2CO3 in DMF, the required bromide or mesylate was added and the reaction mixture was stirred overnight under atmosphere of nitrogen at rt. The resulting suspension was cooled to room temperature (rt) and filtered. Water was added to the filtrate and the resulting solution was extracted with Et20 (3 x 25 mL). The organic layer was dried over MgS04 and evaporated to give the corresponding alkylimidazole-2- carbaldehyde. l-(3-Azidopropyl) imidazole-2-carbaldehyde oxime (RS138B). Prepared according to the general method A using formylimidazole 1 (0.50 g, 5.2 mmol), K2CO3 (0.72 g, 5.2 mmol), and 3-azidopropyl methanesulfonate (1.1 g, 6.2 mmol) in DMF (20 10 mL). Yellow oil 2f (0.62 g, 67 %).

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; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; THE SCRIPPS RESEARCH INSTITUTE; TAYLOR, Palmer; RADIC, Zoran; FOKIN, Valery; WO2015/57822; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 10111-08-7, 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. 10111-08-7, name is Imidazole-2-carboxaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Potassium carbonate (0.863 g, 6.24 mmol) and 2-iodopropane (0.614 mL, 6.24 mmol) were added to a solution of 1H-imidazole-2-carbaldehyde (0.500 g, 5.20 mmol) in N,N-dimethyl formamide (5.2 mL) at room temperature. The reaction liquid was stirred at 60 C. for 4 hours. The reaction liquid was cooled to room temperature. Ethyl acetate and distilled water were added to the reaction liquid and the reaction liquid was extracted with ethyl acetate. The organic layer was washed with a 10% aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, n-hexane/ethyl acetate) to obtain 1-isopropyl-1H-imidazole-2-carbaldehyde (0.355 g, 2.57 mmol, 49%) as a colorless oil. (0145) 1H-NMR (400 MHz, CDCl 3) delta: 1.48 (3H, d, J=6.4 Hz), 1.48 (3H, d, J=6.4 Hz), 5.48 (1H, quint, J=6.4 Hz), 7.30 (1H, s), 7.33 (1H, s), 9.83 (1H, s). (0146) ESI-MS: m/z=139 (M+H)+.

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

Reference:
Patent; Toray Industries, Inc.; Osada, Yuji; Izumimoto, Naoki; Morita, Yasuhiro; Udagawa, Shuji; Iseki, Katsuhiko; Miyoshi, Tomoya; Iwano, Shunsuke; (38 pag.)US2018/72701; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 10111-08-7, name is Imidazole-2-carboxaldehyde, A new synthetic method of this compound is introduced below., COA of Formula: C4H4N2O

A reaction mixture with 3-amino-lH-pyrrole-2-carboxylic acid ethyl ester (0.2 g, 1.30 mmol), 2-imidazolecarboxaldehyde (0.15 g, 1.53 mmol), NaCNBH3 (0.082 g, 1.30 mmol) EPO and OHAc (0.15 mL, 2.60 mmol) in methanol (5 mL) was stirred at r.t. for 2 h. The solvent was evaporated in vacuo and the residue was dissolved in ethyl acetate. Washed with water and the aqueous layer was extracted twice with ethyl acetate. The combined organic layers were dried (MgSO4), filtered and concentrated. The crude product was purified by flash column chromatography (CH2Cl2/methanol gradient; 0 to 20% methanol), obtaining 0.30 g (99%) of the title compound.1H NMR (DMSO-d6) delta ppm 10.84 (IH, br s), 7.03 (2H, s), 6.79 – 6.64 (IH, m), 5.76 (IH, br s), 5.68 – 5.57 (IH, m), 4.29 (2H, d, J=5.8 Hz), 4.19 (2H, q, J=7.1 Hz), 3.16 (IH, s), 1.26 (3H, t, J=7.1 Hz); MS (ESI) m/z 235 (M +1).

The synthetic route of 10111-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2006/62465; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

10111-08-7, name is Imidazole-2-carboxaldehyde, 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. Safety of Imidazole-2-carboxaldehyde

To a suspension of NaH (60% in mineral oil, 1.45 g, 36.2 mmol) in DMF (30 mL) was added 2-imidazolecarboxaldehyde (3.00 g, 30.3 mmol) portionwise, and the mixture was stirred at RT for 1 h, then treated with 2-(trimethylsilyl)ethoxymethyl chloride (5.91 mL, 33.3 mmol). The mixture was stirred at RT overnight, then treated with sat. aq. NH4C1 and extracted with EtOAc (3 X 45 mL). The combined organic layers were washed with sat. aq. NaC1 (6 X 30 mL), dried over Na2 SO4, and concentrated under reduced pressure. The residue was purified by Si02 gel chromatography (0/o to 25% EtOAc in CH2C12) to give the title compound as a colorless oil (2.18 g, 32%). ?HNMR (400 MHz. CDC13) oe 9.86 (s, 1H), 7.39 (s, 1H), 7.36 (s, 1H), 5.80 (s, 2H), 3.66-3.47 (m, 2H), 0.98-0.90 (m, 2H), 0.01 (s, 9H).

The synthetic route of 10111-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOARD OF REGENTS, UNIVERSITY OF TEXAS SYSTEM; SOTH, Michael, J.; JONES, Philip; RAY, James; LIU, Gang; LE, Kang; CROSS, Jason; (141 pag.)WO2018/44808; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 10111-08-7, name is Imidazole-2-carboxaldehyde, A new synthetic method of this compound is introduced below., Application In Synthesis of Imidazole-2-carboxaldehyde

To a solution of 4-fluoronitrobenzene (7.87 g) and 2-imidazole-carboxaldehyde (5.90 g) in DMF (60 mL) was added K2CO3 (9.26 g). The mixture was heated at 80 C. under N2 for 16 h. The mixture was poured into water, and the precipitate was filtered to give 6.70 g of yellow solid. The filtrate was then extracted with EtOAc, and the organic layer was washed brine, dried over MgSO4, and concentrated to a yellow solid (5.40 g). Both batch were identified as the 4-[(2′-carboxaldehyde)imidazol-1′-yl]nitrobenzene. ESI mass spectrum z (rel. intensity) 218 (M+H, 100).

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; DuPont Pharmaceuticals Company; US6339099; (2002); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 10111-08-7,Some common heterocyclic compound, 10111-08-7, name is Imidazole-2-carboxaldehyde, molecular formula is C4H4N2O, 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.

Step a: 1-Benzyl-1H-imidazole-2-carbaldehydeTo a solution of the compound 1H-imidazole-2-carboxaldehyde (5 g, 52.0 mmol) in methanol (20 mL) was added acetone (40 mL), potassium carbonate (21.56 g, 156.2 mmol) and tetrabutyl ammonium bromide (catalytic amount). The reaction mixture was stirred at room temperature for 1 hour followed by the addition of benzyl bromide (8.9 g, 52.0 mmol). The reaction mixture was stirred at room temperature for 4 hours. The mixture was filtered through sintered funnel and the filtrate was concentrated under reduced pressure. The residue thus obtained was purified by column chromatography using 0.5% methanol in dichloromethane to furnish the title compound.

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

Reference:
Patent; Kumar, Naresh; Kaur, Jaskiran; Ray, Abhijit; Gupta, Suman; Malhotra, Shivani; Shirumalla, Rajkumar; US2010/144801; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 10111-08-7, 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. 10111-08-7 name is Imidazole-2-carboxaldehyde, 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.

A mixture of imidazole-2-carboxaldehyde (lg), t-butyl bromoacetate (1 equivalent) andpotassium carbonate (1.5 equivalent) in 30 mL DMF was stirred at room temperature for 24 hours. The mixture was poured into water (50 mL) and then extracted with EtOAc two times (2x60mL). The combined organic layer was washed with water and then brine, followed by drying over anhydrous Na2S04. Evaporation of the solvent gave the product, which was used in the next step without further purification.

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

Reference:
Patent; BIOTIUM, INC.; MAO, Fei; LEUNG, Wai-Yee; CHEUNG, Ching-Ying; HOOVER, Hye Eun; WO2011/68569; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 10111-08-7, 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. 10111-08-7, name is Imidazole-2-carboxaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

Part A Preparation 2-hydroxymethyl-1H-imidazole 2-Imidazolecarboxyaldehyde (5.0 g, 52.0 mmol) was suspended in 200 mL of methanol. NaBH4 (3.95 g, 0.10 mol) was added portion-wise. The reaction mixture was stirred at room temperature for 1 h under N2. It was quenched with 10 mL of brine. The solvent was removed. The solid was washed with 5% MeOH in CH2Cl2. The inorganic solid was filtered off. The filtrate was concentrated and chromatographed with 5% MeOH in CH2Cl2 to give 2.32 g off-white solid (45.2% yield). 1H NMR (DMSO-d6): delta 6.86 (s, 2H), 4.40 (s, 2H).

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

Reference:
Patent; Quan, Mimi L.; US2003/144287; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 10111-08-7, These common heterocyclic compound, 10111-08-7, name is Imidazole-2-carboxaldehyde, 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.

Sodium carbonate (1.10 g, 10.4 mmol) was added to a solution of hydroxylamine hydrochloride (1.44 g, 20.7 mmol) in water (5 ml) and adjusted to pH 7. Imidazole-2-carboxaldehyde (1,1.00 g, 10.4 mmol) was added potionwise to resulting reaction mixture. After being stirred for 1 h at 70 C, the product was filtered, washed with cold water and dried in vacuo to give a white solid (0.83 g, 72%).

Statistics shows that Imidazole-2-carboxaldehyde is playing an increasingly important role. we look forward to future research findings about 10111-08-7.

Reference:
Article; Kim, Tae Keun; Lee, Byung Woo; Lee, Hai Whang; Chung, Kyoo-Hyun; Kim, Jin Seuk; Bulletin of the Korean Chemical Society; vol. 34; 6; (2013); p. 1864 – 1866;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 10111-08-7, name is Imidazole-2-carboxaldehyde, molecular formula is C4H4N2O, 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. HPLC of Formula: C4H4N2O

To a solution of compound 1 H-imidazole-2-carbaldehyde (5g, 52.08 mmol) in MeOH (50 mL) was added sodium borohydride (3.93g, 104.16 mmol) portion-wise, at 5 00, and the reaction mixture was allowed to stir at RT for 3h. The reaction mixture was quenched with brine (25 mL) and concentrated in vacuo. The crude compound was purified by silica gel column chromatography eluting with 10% MeOH/CHCI3) to obtain (1H-imidazol-2-yl)-methanol as a pale yellow solid (4g, 78%).R:0.1 (10% MeOH/CHCI3).1H NMR (400MHz, CD3OD): O 6.97 (5, 2H), 4.61 (5, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 10111-08-7, its application will become more common.

Reference:
Patent; INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL (THE); ASHWORTH, Alan; LORD, Christopher, James; ELLIOTT, Richard, James, Rowland; NICULESCU-DUVAZ, Dan; PORTER, Roderick, Alan; AQIL, Rehan; BOFFEY, Raymond, John; BAYFORD, Melanie, Jayne; FIRTH-CLARK, Stuart; HOPKINS, Anna; JARVIS, Ashley, Nicholas; PERRIOR, Trevor, Robert; SKONE, Philip, Alan; KEY, Rebekah, Elisabeth; WO2015/36759; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem