A new synthetic route of 1H-Imidazole

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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. 288-32-4, name is 1H-Imidazole, This compound has unique chemical properties. The synthetic route is as follows., 288-32-4

General procedure: Imidazole (3)/benzimidazole(5) (10 mmol) was dissolved in 10 ml of DMSO and solid NaOH(15 mmol) was then added it. The resulting pale yellow suspensionwas stirred in air at room temperature for 1.5 h, after which, thealkyl bromides or benzyl chlorides (15 mmol) were added andallowed to react until completion (TLC). Water (50 ml) was thenadded and the products were extracted with ethyl acetate. Combinedorganic layers were washed several times with water, thenwith brine, dried over Na2SO4 and subjected to chromatographicpurification over silica (100-200 mesh) using MeOH: EtOAc 5:95(v/v) as the mobile phase. Compounds 4a-f were isolated as yellowoils whereas, the compounds 7a-e were white solid. Spectroscopic data of the N-alkyl imidazoles are in accord with earlier literatureand thus are not shown here [30].

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Reference:
Article; Chatterjee, Tanmay; Kumar, N. Tanmaya; Das, Samar K.; Polyhedron; vol. 127; (2017); p. 68 – 83;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

New learning discoveries about 3034-50-2

The chemical industry reduces the impact on the environment during synthesis Imidazole-4-carbaldehyde. I believe this compound will play a more active role in future production and life.

3034-50-2, The chemical industry reduces the impact on the environment during synthesis 3034-50-2, name is Imidazole-4-carbaldehyde, I believe this compound will play a more active role in future production and life.

Intermediate 18:l-trityl-lH-imidazole-4-carbaldehyde[00417 ] Triethylamine (3.05 ml, 21.86 mmol) was added to a solution of lH-imidazole-4- carbaldehyde (2 g, 20.82 mmol) and triphenylmethyl chloride (5.80 g, 20.82 mmol) in N5N- dimethylformamide (20 ml). The reaction mixture was stirred at room temperature for 18 hours. The crude mixture was concentrated in vacuo and partitioned between ethyl acetate and water. The organic phase was washed dried over sodium sulfate, filtered and concentrated in vacuo. The residue was recrystallised from dichloromethane and hexanes to afford the title compound as a cream solid (4.7 g, 67% yield).[00418] 1H NMR (DMSO-d6, 400 MHz) delta 7.10-7.16 (6H, m), 7.36-7.57 (9H, m), 7.63 (IH, s), 7.64 (IH, s), 9.91 (IH, s).

The chemical industry reduces the impact on the environment during synthesis Imidazole-4-carbaldehyde. I believe this compound will play a more active role in future production and life.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/94992; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Continuously updated synthesis method about Imidazole-4-carbaldehyde

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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. 3034-50-2, name is Imidazole-4-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., 3034-50-2

(i) Preparation of 1-(triphenylmethyl)-1H-imidazol-4-carboxaldehyde (7): To a stirred suspension of 4-imidazole carboxaldehyde (from Maybridge Chemicals, United Kingdom) (35.0 g, 364 mmol) and triethylamine (55.8 mL; 400 mmol) in dichloromethane (2 L), was added a solution of triphenylmethyl chloride in dichloromethane (600 mL) while maintaining the reaction temperature at approximately 15 C. with a cooling bath. The resultant solution was warmed to room temperature and stirred for 19 h. Washed the reaction solution with a solution of saturated brine and water (1:3.5; 3*600 mL), followed by brine (1*800 mL). Dried over sodium sulfate; filtered to remove drying agent; and removed solvent under vacuum to obtain the desired tritylated product (7) as an off-white solid. MP 186.5-194 C. [Trituration of this product with ether yielded a cream-colored powder with mp 195-197 C.]

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Reference:
Patent; Shih, Neng-Yang; Aslanian, Robert G.; Piwinski, John J.; Lupo JR., Andrew T.; Afonso, Adriano; US2002/82272; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Share a compound : Imidazole-4-carbaldehyde

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.

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

Introduction of a new synthetic route about 10111-08-7

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.

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. 10111-08-7

(Reference Example 21) Synthesis of 1-isopropyl-1H-imidazole-2-carbaldehyde: 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-dimethylformamide (5.2 mL) at room temperature and the reaction liquid was stirred at 60C for 4 hours. The reaction liquid was cooled to room temperature and ethyl acetate and distilled water were added to the reaction liquid. The organic layer was washed with a 10% 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, n-hexane/ethyl acetate) to obtain 1-isopropyl-1H-imidazole-2-carbaldehyde (0.355 g, 2.57 mmol, 49%) as a colorless oil. 1H-NMR (400 MHz, CDCl3) 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). ESI-MS: m/z= 139 (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 10111-08-7, its application will become more common.

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

New learning discoveries about 1H-Imidazole

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.

288-32-4, 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. 288-32-4, name is 1H-Imidazole, A new synthetic method of this compound is introduced below.

Preparation of Imidazol-1-ylacetic acid. Into a 1-L, three-necked RB flask is charged 100g of imidazole, 40ml of DMF, 400ml of toluene, 180g of potassium carbonate and lOg of potassium iodide. After stirring for 10min, 240g of methyl chloroacetate was added slowly over a period of 1.5-2. Ohr at 25- 30C. The reaction mass was kept under stirring at 25-30 C for lhr and slowly heated to 60-65C. After maintaining at the same temperature for 2-3h reaction was found to be over by TLC. The reaction mass was cooled to 25-30C and added 200ml of ethyl acetate. The reaction mass was stirred for 20-30min and decanted the top organic layer. The residue was once again extracted with ethyl acetate (200ml). Finally water (200ml) was added to the reaction mass and stirred for 30min. Inorganic salts were removed by filtration and the filtrate extracted with ethyl acetate (2 x 200ml). All ethyl acetate extractions were combined and distilled off under vaccum to get 220g of crude mass. The crude mass was suspended in 500ml of water and refluxed for 4-5h. Reaction mass became a clear liquid. The reaction mass was treated with charcoal and distilled off water under vaccum keeping the temperature below 80C. The residue was cooled to 25-30C and added 250ml of methanol. The suspension was stirred for lh and filtered the mass. The wet cake was washed with 50ml of methanol and dried at 50-60C to get 150g of white crystalline solid of imidazol-1-ylacetic acid. Melting point is 268-269 C. Purity by HPLC is 99.2%.

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; NATCO PHARMA LIMITED; PULLA REDDY, Muddasani; USHA RANI, Vattikuti; VENKAIAH CHOWDARY, Nannapaneni; WO2005/63717; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Simple exploration of 1H-Imidazole

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.

288-32-4, 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. 288-32-4, name is 1H-Imidazole, A new synthetic method of this compound is introduced below.

Example 1. Preparation of (1-f4- (4-chlorophenvl)-2-hydroxy-n-butvll-imidazole) (IV); To a solution of 56.7 g (0.26 mol) of 1-chloro-4-chlorophenyl-2-butanol (J. of Medicinal Chemistry, 1978. Vol. 21. No. 8. p. 842) in 200 ml of toluene 36.2 g (0.9 mol) of sodium hydroxide dissolved in 100 ml of water, 6.4 g (0.028 mol) of benzyltriethyammonium chloride and 35.2 g (0.51 mol) of imidazole (III) are added. The reaction mixture is heated at 93-95 C for one hour then the temperature is returned to about 60 C, the phases are separated and to the organic layer water (100 ml) is added. The mixture is first stirred at 22-25 C for 1 hour then at 0-5 C for two hours. The crystals are separated by filtration, washed with water (2 x 35 ml) of 0-5 C to yield 74 g of wet (1- [4- (4-chlorophenyl)-2-hydroxy-n-butyl]-imidazole) which is dried at maximum 50 C in vacuo to give 61.6 g (95 %) of the product. Recrystallization from ethyl acetate gives 52.4 g (85 %) of dry product melting at 104-106 C.

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Reference:
Patent; RICHTER GEDEON VEGYESZETI GYAR RT.; WO2005/70897; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Analyzing the synthesis route of 1H-Imidazole

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.

288-32-4, 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. 288-32-4 name is 1H-Imidazole, 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.

General procedure: For the catalysis reaction, the catalyst C1 (12 mg,0.01 mmol), imidazole (1.0 mmol), aryl halide(1.0 mmol), NaOH (80 mg, 2.0 mmol), and dimethylsulfoxide (DMSO, 5 mL) were taken in a sealed tube. The reaction mixture was stirred at 100 C for 4 h and then cooled to room temperature. After adding 5 mL of H2O, the solution was extracted with ethyl acetate. The organic layer was then dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure.The N-arylated product was finally obtained by columnchromatography on silica gel.

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; Gou, Gao-Zhang; Wu, Na; Zhang, Ju-Cheng; Shi, Ling; Liu, Gui-Yang; Liu, Wei; Mang, Chao-Yong; Chi, Shao-Ming; Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical; vol. 57A; 2; (2018); p. 181 – 185;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Introduction of a new synthetic route about 288-32-4

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

288-32-4, A common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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 18) Synthesis of 1-propyl-1H-imidazole: Sodium hydride (55%, 0.966 g, 22.1 mmol) was added to a solution of imidazole (1.37 g, 20.1 mmol) in tetrahydrofuran (50.0 mL) at room temperature. The reaction liquid was stirred at the same temperature for 1 hour, and then, 1-bromopropane (5.48 mL, 60.3 mmol) was added at room temperature. The reaction liquid was stirred at the same temperature for 16 hours. The reaction liquid was filtered through Celite and washed with tetrahydrofuran, and then the filtrate and the washing solution were concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, chloroform/methanol) to obtain 1-propylimidazole (2.07 g, 18.8 mmol, 93%) as a colorless oil. 1H-NMR (400 MHz, CDCl3) delta: 0.93 (3H, t, J=7.2 Hz), 1.81 (2H, td, J=7.2, 14.4 Hz), 3.90 (2H, t, J=7.2 Hz), 6.91 (1H, s), 7.06 (1H, s), 7.46 (1H, s).

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

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

Brief introduction of 288-32-4

The chemical industry reduces the impact on the environment during synthesis 288-32-4. I believe this compound will play a more active role in future production and life.

The chemical industry reduces the impact on the environment during synthesis 288-32-4, name is 1H-Imidazole, I believe this compound will play a more active role in future production and life. 288-32-4

To a solution of imidazole 5 (2 g, 30 mmol) and sodium acetate(22 g) in 50 mL glacial acetic acid, was added a solution of Br2(4.6 mL, 90 mmol) in acetic acid (10 mL) within 30 min. The reactionmixture was stirred at room temperature for 2 h and thenpoured into 50 mL ice water. The resulting precipitate was filteredand washed with water to afford 9 as white solid (5.4 g, 59% yield);mp: 221-222 C (lit. mp 218-221 C) [42].

The chemical industry reduces the impact on the environment during synthesis 288-32-4. I believe this compound will play a more active role in future production and life.

Reference:
Article; Shirvani, Pouria; Fassihi, Afshin; Saghaie, Lotfollah; Van Belle, Siska; Debyser, Zeger; Christ, Frauke; Journal of Molecular Structure; vol. 1202; (2020);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem