Category: 3034-50-2

3034-50-2, Adding a certain compound to certain chemical reactions, such as: 3034-50-2, name is Imidazole-4-carbaldehyde, belongs to imidazoles-derivatives compound, 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 3034-50-2.

12.0 g (124 mmol) 4-formyl-imidazole are placed together with 750 mg Raney nickel in 1000 ml of methanolic ammonia solution and shaken at 40¡ã C. for 30 min. Then the mixture is hydrogenated in a Parr apparatus under a hydrogen atmosphere at 5 bars pressure at 40¡ã C. for 14 h. Another 750 mg Raney nickel are then added and the mixture is again hydrogenated at 50¡ã C. under a hydrogen atmosphere at 5 bars pressure for 14 h. The mixture is filtered, evaporated down i. vac., and in each case methanol, toluene and ethanol are added to the residue and it is again evaporated down completely i. vac. The residue is combined with ethereal hydrochloric acid in methanol and evaporated down completely i. vac. The residue is in each case combined with methanol and dichloromethane and evaporated down completely i. vac.Yield: 21.2 g (quant.)Rt value: 0.49 min (D)C4H7N3*2 HCl (170.04/97.12)Mass spectrum: (M+H)+=98

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Imidazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dahmann, Georg; Gerlach, Kai; Pfau, Roland; Priepke, Henning; Wienen, Wolfgang; Schuler-Metz, Annette; Nar, Herbert; US2008/51578; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

3034-50-2, 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. 3034-50-2, name is Imidazole-4-carbaldehyde, A new synthetic method of this compound is introduced below.

A 22-L, four-neck, round-bottom flask equipped with a mechanical stirrer, a temperature probe, a condenser, and an addition funnel with a nitrogen inlet was charged with 1H-imidazole-4-carboxaldehyde (Aldrich, 1.10 kg, 11.5 mol) and pyridine (3.0 L, 3.0 mol). The reaction flask was cooled to 8¡ã C. with an ice bath and hydroxylamine hydrochloride (871 g, 12.5 mol) was added slowly in portions to maintain the internal temperature below 30¡ã C. The reaction was allowed to cool to ambient temperature and stirred for 2 h at ambient temperature. The resulting thick yellow solution was heated to 80¡ã C. with a heating mantle and acetic anhydride (2.04 L, 21.6 mol) was added dropwise over 200 min to maintain the temperature below 110¡ã C. during the addition. The reaction mixture was heated at 100¡ã C. for 30 min, after which time it was allowed to cool to ambient temperature and then further cooled in an ice bath. The pH was adjusted to 8.0 (pH meter) by the addition of 25 wt percent NaOH (5.5 L) at such a rate that the internal temperature was maintained below 30¡ã C. The reaction mixture was then transferred into a 22-L separatory funnel and extracted with ethyl acetate (6.0 L). The combined organic layer was washed with brine (2.x.4.0 L), dried over MgSO4, filtered, and concentrated to dryness under reduced pressure at 35¡ã C. to give the crude product as a yellow semisolid. The resulting semisolid was suspended in toluene (3.0 L) and stirred for 1 h, after which time it was filtered to give a light yellow solid, which was resuspended in toluene (3.0 L) and stirred for 1 h. The resulting slurry was filtered and the filter cake washed with toluene (2.x.500 mL) to give the title compound as a light yellow solid [870 g, 82percent). The 1H and 13C NMR spectra were consistent with the assigned structure.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Baumann, Christian Andrew; Gaul, Michael David; Johnson, Dana L.; Tuman, Robert W.; US2006/281788; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

3034-50-2, 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. 3034-50-2, name is Imidazole-4-carbaldehyde, A new synthetic method of this compound is introduced below.

To a suspension of 10 (4.94 g, 51.4 mmol) in dry THF (30 mL) was added NaH (2.48 g, assey 60%, 61.9mmol, 1.2 eq) at -78 C under argon atmosphere, and stirred for 10 min at rt. The reaction mixture was cooledto -78 C and added MeI (3.9 ml, 62.6 mmol, 1.2 eq) dropwise at -78 C. The mixture was gradually warmed to rt and stirred for 18 h. The mixture was quenched with MeOH, then concentrated in vacuo. The residue was dissolved with CH2Cl2 and the solution was filtered through a pad of Celite to afford the crude product, which was purified by silica gel chromatography (20:1 CHCl3 / MeOH) to afford 15 (5.58 g, 99%) as a yellow oil. 1H NMR (500 MHz, CDCl3) delta 3.79 (s, 3H), 7.53 (s, 1H), 7.60 (s, 1H), 9.88 (s, 1H)

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:
Article; Yamashita, Megumi; Shimizu, Keita; Koizumi, Yasuaki; Wakimoto, Toshiyuki; Hamashima, Yoshitaka; Asakawa, Tomohiro; Inai, Makoto; Kan, Toshiyuki; Synlett; vol. 27; 19; (2016); p. 2734 – 2736;,
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. 3034-50-2, name is Imidazole-4-carbaldehyde, A new synthetic method of this compound is introduced below., 3034-50-2

Dry triethylamine (12.6 mL, 90.0 mmol) was added drop wise over two hours to a slurry of (l,3)-H-imidazole-4-carbaldehyde (5.0 g, 52 mmol) and trityl chloride (16.0 g, 57.0 mmol) in acetonitrile (170 mL). After complete addition of the triethylamine, the resulting solution was stirred overnight and then hexane (16.6 mL) and water (170 mL) were added. After stirring for an additional 30 minutes, the resulting solid was collected and dried overnight under vacuum to provide the title compound as a white solid (16.8 g, 96%). 1H NMR (400 MHz, CDCl3): delta 9.81 (s, IH), EPO 7.54 (s, IH), 7.46 (s, IH), 7.29 (m, 10H), 7.04 (m, 5H). 13C NMR (100 MHz, CDCl3): delta 186.9, 141.9, 141.2, 141.0, 130.0, 129.0, 128.9, 127.2, 76.7.

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; YALE UNIVERSITY; UNIVERSITY OF SOUTH FLORIDA; UNIVERSITY OF WASHINGTON; SEBTI, Said; WO2006/102159; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

3034-50-2, A common heterocyclic compound, 3034-50-2, name is Imidazole-4-carbaldehyde, molecular formula is C4H4N2O, 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 mixture of 10 (1.03 g, 10.7 mmol) and TrCl (3.29 g, 11.8 mmol, 1.1 eq) in MeCN (45 mL) was added Et3N (2.5 mL, 18.0 mmol, 1.7 eq) at rt. After stirring for 2 h, hexane (3 mL) and H2O (40 mL) were added and the mixture was filtered. The resultant cake was washed with water three times and dried in a house vacuumoven at 50 C to afford 18 (3.42 g, 95%) as a white powder.1H NMR (500 MHz, CDCl3) delta 7.10-7.13 (m, 5H), 7.35-7.38 (m, 10H), 7.53 (d, J = 1.1 Hz, 1H), 7.61 (d, J =1.7 Hz, 1H), 9.88 (s, 1H)

The synthetic route of Imidazole-4-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yamashita, Megumi; Shimizu, Keita; Koizumi, Yasuaki; Wakimoto, Toshiyuki; Hamashima, Yoshitaka; Asakawa, Tomohiro; Inai, Makoto; Kan, Toshiyuki; Synlett; vol. 27; 19; (2016); p. 2734 – 2736;,
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 3034-50-2 as follows. 3034-50-2

18-1-1 1-Trityl- 1 H-imidazole-4-carbaldehyde; To a solution containing 1 g (10.4 mmol) of 1 H-imidazole-4-carbaldehyde and 3.18 g (1 1 .4 mmol) of trityl chloride suspended in 28 ml. of acetonitrile are added dropwise 2.5 ml. (17.7 mmol) of triethylamine. After stirring for 2 hours at room temperature, 30 ml_ of water are added and the crude reaction product is filtered. 3.2 g in the form of a beige-coloured powder are obtained and used in the following step without further purification.

According to the analysis of related databases, 3034-50-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; BOUIX-PETER, Claire; SUZUKI, Itaru; PELISSON, Isabelle; COLLETTE, Pascal; TABET, Samuel; LAFITTE, Guillaume; WO2010/52255; (2010); A1;,
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 3034-50-2 as follows. 3034-50-2

1H-Imidazole-4-carbaldehyde (45.2g, 0.47M) and acetonitrile (0.8 liter) are introduced into a 2 liter flack and cooled to 8C, then TRT-Cl (13 lOg, 0.47M) was added at 8C and TEA (57.lg, 0.56M) was added dropwise during 20 mm. The reaction mixture was stirred at 8 to 18C for 2 hrs.The reaction mixture was poured into a stirring mixture of water (0.72 liter) and MTBE (0.72 liter) and stirred for 10 minutes. The resulting solid was isolated by filtration on Buchner funnel and dissolved with THF (3 liter). The solution was dried over Na2504 and concentrated to remove most of the solvent.MTBE (400 ml) and PE (200m1) was added to the residue, the mixture stirred at 8C for 16 hrs. The precipitated solid was isolated by filtration on Buchner filter and dried in air for 16 hrs at room temperature. Then the filter cake is dried by azeotropic drying with 2-Me-THF (2×500 ml) to give 129g of intermediate 2 as white solid with a yield of 66.5%.

According to the analysis of related databases, 3034-50-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CLEXIO BIOSCIENCES LTD.; FRENKEL, Anton; IOFFE, Vladimir; (54 pag.)WO2020/16827; (2020); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem