Category: imidazoles-derivatives

Adding a certain compound to certain chemical reactions, such as: 96797-15-8, name is 4-Iodo-1-trityl-1H-imidazole, 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 96797-15-8, Quality Control of 4-Iodo-1-trityl-1H-imidazole

Ethyl magnesium bromide (IM) in tetrahydrofuran (12.66 mL, 12.66 mmol) was added to the solution of 4-iodo-l-trityl-lH-imidazole (4.6g, 10.55 mmol) in freshly distilled dry tetrahydrofuran (46.0 mL) at an ambient temperature and the reaction mixture was stirred for about 90 minutes. Zinc chloride (IM) (12.66 mL, 12.66 mmol) was added at an ambient temperature and was stirred for another about 90 minutes. The reaction mixture was degassed for about 20 minutes. Tetrakis(triphenylphosphine) palladium (0.61g, 0.527 mmol) and 5-bromo-2-chloro pyrimidine (2.24 g,l 1.6 mmol) was added and the reaction mixture was stirred for about 12-14 hours at about 700C. The reaction mixture was cooled and diluted with dichloromethane, washed with aqueous solution of EDTA (PH=9), brine, dried over anhydrous sodium sulphate, filtered and concentrated to form the solid, which was purified by column chromatography using ethyl acetate-hexane as eluents. Yield: 3.0g

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; RANBAXY LABORATORIES LIMITED; WO2007/60618; (2007); A2;,
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. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, A new synthetic method of this compound is introduced below., Safety of Methyl 1H-imidazole-5-carboxylate

[0174] A solution of compound 12 (18.0 g, 142.7 mmol, 1.0 eq) and hydrazine hydrate (35.7 g, 713.7 mmol, 5.0 eq) in EtOH (200 mL) was stirred at 90 C for 15 h. After cooling to room temperature, a precipitate formed. The solid was filtered, and dried under vacuum to afford compound 13 (15.0 g, 119 mmol, 83% yield) as a white crystalline solid: 1H NMR (400 MHz, DMSO-d6) 6 4.35 (br. s., 2H) 7.61 (s, 1H) 7.72 (d, J=0.88 Hz, 1H) 9.10 (br. s., 1H) 12.49 (br. s., 1H).

The synthetic route of 17325-26-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZENITH EPIGENETICS CORP.; BROWN, Samuel, David; COBURN, Craig, Alan; KHARENKO, Olesya; (103 pag.)WO2016/92375; (2016); 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. 2302-25-2, name is 4-Bromo-1H-imidazole, A new synthetic method of this compound is introduced below., COA of Formula: C3H3BrN2

43. 5-(4-Bromo-1H-imidazol-1-yl)-1,6-naphthyridin-2(1H)-one A stirred mixture containing 11.25 g of 5-bromo-1,6-naphthyridin-2(1H)-one, 16.6 g of 4-bromo-1H-imidazole and 100 ml of N-methylpyrrolidinone was heated in an oil bath at 135-140 C. for 22 hours. The reaction mixture was cooled and diluted with 200 ml of water. The resulting precipitate was collected, washed with water, air-dried, combined with 1.5 g of 5-(4-bromo-1H-imidazol-1-yl)-1,6-naphthyridin-2(1H)-one prepared in another run starting with 1 58 g of 5-bromo-1,6-naphthyridin-2(1H)-one, recrystallized twice from dimethylformamide and dried in an Abderhalden drying pistol at 90 for 22 hours, after which the sample still contained 0.2 mol of dimethylformamide per mol of product. The material was then dissolved in 100 ml of 5% aqueous sodium hydroxide solution, the solution filtered and the filtrate solidified with acetic acid.

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; Sterling Drug Inc.; US4657915; (1987); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 7098-07-9, name is 1-Ethyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: imidazoles-derivatives

The reaction end point was monitored by adding 6.16 g (10 mmol) of M1 ‘, 0.96 g (10 mmol) of 1-ethyl tasteless, 50 mL of acetonitrile at room temperature for 48 h in a dry 100 mL three-necked flask. Washed with petroleum ether (100 mL x 3), the resulting viscous liquid was again Washed with ether (100 mL x 3) to give a yellow solid, Recrystallization from methylene chloride and drying in vacuo for 24 h afforded a pale yellow solid As the target compound (B2), 7.1 g, and the yield was 99percent.

The synthetic route of 7098-07-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Central China Normal University; Zhang Aidong; Zhang Tiejiang; Duan Jiang; Tu Haiyang; (22 pag.)CN107188869; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 14813-85-5, 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. 14813-85-5, name is 1-Phenyl-1H-benzo[d]imidazol-2(3H)-one belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Starting materials 16-18 (1 mmol) and K2CO3 (2 mmol) were suspended in DMF (1.8 mL) and stirred at 25 C for 30 min. 11 and 12, respectively (1.5 mmol) were added after 30 min and the solution was stirred at room temperature overnight. To the mixture was added ethyl acetate (5 mL) and water (5 mL).The aqueous layer was extracted several times with ethyl acetate (10 mL) and the combined organic layers were washed with brine, dried over MgSO4 and evaporated to dryness.

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, 1-Phenyl-1H-benzo[d]imidazol-2(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Neudorfer, Catharina; Seddik, Amir; Shanab, Karem; Jurik, Andreas; Rami-Mark, Christina; Holzer, Wolfgang; Ecker, Gerhard; Mitterhauser, Markus; Wadsak, Wolfgang; Spreitzer, Helmut; Molecules; vol. 20; 1; (2015); p. 1712 – 1730;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 16042-25-4,Some common heterocyclic compound, 16042-25-4, name is 2-Imidazolecarboxylic acid, molecular formula is C4H4N2O2, 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.

The imidazole-2-carboxylic acid (10 g, 89.2 mmol) in suspension in thionyl chloride (160 mL) was heated to reflux, under agitation for 18 h. The reaction mixture was cooled, then filtered, washed with toluene, and dried under high vacuum to obtain a yellow solid (yield, 80-85%). M.p.: 164 C. 1H NMR (300 MHz, DMSO-d6) delta: 8.85 (s, 2H); 8.2 (s, 2H). 13C NMR (300 MHz, DMSO-d6) delta: 145.85, 144.95, 125.20, 120.15.

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

Reference:
Article; Moarbess, Georges; Guichou, Jean-Francois; Paniagua-Gayraud, Stephanie; Chouchou, Adrien; Marcadet, Olivier; Leroy, Fiona; Ruedas, Remi; Cuq, Pierre; Deleuze-Masquefa, Carine; Bonnet, Pierre-Antoine; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 268 – 274;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 144689-93-0,Some common heterocyclic compound, 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, molecular formula is C12H20N2O3, 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.

Example 1; Ethyl 4-( 1 -hydroxy- 1 -methylethyl)-2-propyl- 1 – { 4- [2-(tetrazol-5-yi)phenyl]phenyl}methyl- imidazole-5-carboxylate (3); Acetone (200 ml) was added to the weighed ethyl ester of 4-(l -hydroxy- l-methylethyl)-2- propyl-lH-imidazole-5-carboxylic acid (1; 20 g), substance 2 (46.4 g), potash (40 g), and polyethylene glycol 400 (2 g). The resulting mixture was heated to the boil for H h. After filtering off the solids the filtrate was concentrated, ethanol (350 ml) was added to the concentrated filtrate, and the suspension was heated to the boil. After it was cooled to 15 C (20 minutes), the insoluble portion was sucked off and washed with ethanol (40 ml). After drying (50 0C, in vacuo), 50.7 g of the product (85 %) was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, its application will become more common.

Reference:
Patent; ZENTIVA, A.S.; WO2007/48361; (2007); 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. 4857-06-1, name is 2-Chloro-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H5ClN2

PREPARATION 2 (1-(4-Fluorobenzyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amine Combine 2-chloro-1H-benzimidazole (17.75 g, 116 mmol) and 4-fluorobenzyl bromide (26.6 g, 141 mmol) in dimethylformamide (100 mL). Add a solution of sodium hydroxide (50 g) in water (75 mL). (Caution, exothermic). After 30 minutes, pour the reaction mixture into water (1800 mL) and stir to form a solid. After 1 hour, collect the solid by filtration, dissolve the solid in dichloromethane, and extract with water. Dry the organic layer over Na2SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on a short column of silica gel eluding with 5% ethyl acetate/dichloromethane to give a solid. Recrystallize from chloroform/hexane to give, after drying, 1-(4-fluorobenzyl)-2-chloro-1H-benzimidazole.

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; Aventis Pharmaceuticals Inc.; US6211199; (2001); B1;,
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. 615-15-6, name is 2-Methyl-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8N2

Method B. 2-Methylbenzimidazole (5 g) was added to a mixture of conc. sulfuric acid (70 mL) and water (55 mL) at 90 C. This was followed by the careful addition of powdered potassium dichromate (37 g). After 15-20 min. the mixture was quenched with ice-cold water and cooled to 0 C. Crystallization was induced by scratching the sides of the vessel. The precipitated acid was filtered, washed with water, alcohol, and finally with ether to give 19 g of the captioned product.

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 615-15-6.

Reference:
Patent; The Research Foundation of State University of New York; US5329012; (1994); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 3034-38-6, These common heterocyclic compound, 3034-38-6, name is 5-Nitro-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.

4-Nitroimidazole 6 (5.6 g, 50 mmol) was dissolved in a minimumamount of concentrated sulfuric acid and a mixture of fumingnitric acid (20 mL) and concentrated sulfuric acid (25 mL) wasadded to it. The resulting solution was refluxed for 5 h and aftercooling poured onto crushed ice and the mixture was adjusted topH 2 with sodium bicarbonate. The product was extracted byethyl acetate (3 50 mL). Concentration the extract yielded 7 asyellow crystals (3.5 g, 22 mmol); mp: 171-173 C (lit. mp166-169 cC) [41].

Statistics shows that 5-Nitro-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 3034-38-6.

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