Tag: M.W=100-200

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. 2302-25-2, name is 4-Bromo-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Bromo-1H-imidazole

(Example 177) 2-(4-{2-Fluoro-5-[3-(6-methylpyridin-2-yl)-1H-pyrazol-4-yl]phenyl}-1H-imidazo1-1-yl)ethanol (Compound No. 2-700) (177a) 4-Bromo-1-{2-(trityloxy)ethyl}-1H-imidazole 2-Bromoethanol (1.4 mL, 20 mmol) was dissolved in methylene chloride (50 mL), and triethylamine (3.5 mL, 25 mmol) and trityl chloride (7.0 g, 25 mmol) were added thereto. The resulting mixture was stirred at room temperature for 6 hr. To this reaction solution, water was added. After extraction with ethyl acetate, the organic layer was dried with anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (Yamazen, eluding solvent: hexane/ethyl acetate) to obtain 4.4 g (yield: 60%) of 2-bromoethyl trityl ether as a white solid. N,N-Dimethylformamide (10 mL) was added to a mixture of the resulting 2-bromoethyl trityl ether (1.9 g, 5.1 mmol) and 4-bromoimidazole (0.68 g, 4.6 mmol). The resulting mixture was cooled to 0C, and sodium hydride (60%, oil, 0.22g, 5.5 mmol) was added thereto. The mixture was warmed to room temperature and then stirred for 6 hr. To this reaction solution, water was added. After extraction with ethyl acetate, the organic layer was dried with anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (Yamazen, eluting solvent: hexane/ethyl acetate) to obtain 1.4 g (yield: 69%) of the title compound as a white solid. 1H-NMR (400 MHz, CDCl3) delta ppm: 7.45 (1H, s), 7.29-7.22 (15H, m), 6.89 (1H, s), 4.00 (2H, t, J = 4.9 Hz), 3.36 (2H, t, J = 4.9 Hz).

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 2302-25-2.

Reference:
Patent; Sankyo Company, Limited; EP1798229; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 45676-04-8, 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 45676-04-8 as follows.

To a 250 mL three-necked flask, 6.8 g of N-tert-butylimidazole and 9.3 g (molar ratio 1: 1) of chloroform were added to a reactor equipped with a magnetic stirrer, a heating apparatus and a condensing apparatus, and toluene was added as a solvent , 2.5 g of sodium hydride as the catalyst, at 90 C, stirring reaction 12h, separation and purification of N-tert-butyl imidazole. 6.2 g of the above product and 6.2 g (molar ratio 1: 1) of chloromethyltrimethylsilane were added to a reaction vessel equipped with a magnetic stirrer, a heating apparatus and a condensing apparatus, 100 mL of toluene as a solvent, argon gas, 120 C for 24 h, and purified to obtain N-methylsilyl (trimethyl) imidazole type ionic liquid.

According to the analysis of related databases, 45676-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hangzhou Normal University; Bai, Ying; Peng, Jiajian; Yang, Xioaling; Zhang, Fengxiang; Li, Jiayun; Xiao, Wenjun; (8 pag.)CN106380487; (2017); A;,
Imidazole – Wikipedia,
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Synthetic Route of 4856-97-7, 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. 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

1H-benzimidazolyl methanol (2 g, 13.5 mmol) and sodium hydroxide (0.8 g, 20.3 mmol) were dissolved in 20 ml of water.Potassium permanganate (63.9 g, 41 mmol) was added under cooling and stirred at 80 C overnight.After the reaction is completed, the mixture is filtered, and the pH of the filtrate is adjusted to about 3 to precipitate a brown solid.The product was dried to about 1.76. Yield: 78%.

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, (1H-Benzoimidazol-2-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; China Pharmaceutical University; Wang Jinxin; Shang Yanguo; Song Meng; (13 pag.)CN110156708; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 7152-24-1, 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. 7152-24-1, name is 2-(Methylthio)benzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 2.01 g (0.01 mol) of 4-methoxy-3-nitrobenzyl chloride (1), 0.01 mol of heterocycle 3-6, and 1.38 g (0.01 mol) of potassium carbonate in 20 mL of DMF was stirred for 5 h at 80-90 C. The mixture was cooled to room temperature, poured into 70 mL of water, and left overnight in the cold, and the precipitate was filtered off, dried, and recrystallized.

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, 2-(Methylthio)benzimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Harutyunyan; Russian Journal of Organic Chemistry; vol. 52; 1; (2016); p. 76 – 79; Zh. Org. Khim.; vol. 52; 1; (2016); p. 83 – 86,4;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 16681-59-7, 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. 16681-59-7, name is 2-Bromo-1-methyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

Compound A1 (16.1 g, 100 mmol) was sequentially added to the flask under argon gas protection.Compound B1 (12.3 g, 105 mmol), Pd(PPh3) 4 (2.31 g, 2 mmol),Toluene (300 ml), aqueous sodium carbonate (2M, 150 ml),Stir under reflux for 8 hours. After cooling the above reaction solution to room temperature,Extract with toluene and combine the organic phases.The organic phase is washed with saturated brine, and the organic phase is dried and concentrated.Column chromatography was carried out using silica gel as a stationary phase to give Compound D1.

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-1-methyl-1H-imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Han Chunxue; Sun Jing; (31 pag.)CN108892690; (2018); A;,
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 60-56-0 as follows. name: 1-Methyl-1H-imidazole-2(3H)-thione

Add 1-methylimidazole-2-thiol (0.25 g, 2.16 mmol) to a 50 mL round bottom flaskAnd potassium carbonate (0.89g, 6.48mmol) (20mL) in acetonitrile was stirred at room temperature for 1 hour and nitrogen.Intermediate IX (0.70 g, 2.16 mmol) was then added to the reaction mixture.Stirring was carried out at 80 C for 12 hours under reflux. Thin layer chromatography was followed until the end of the reaction.The solvent is distilled off under reduced pressure, and then concentrated, extracted, and separated by column chromatography.After drying and the like, the compound IV (400 mg) was obtained in a yield of 51.7%.White solid, melting point > 250 C.

According to the analysis of related databases, 60-56-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Southwest University; Zhou Chenghe; Ba Tini·nasaiya; Li Zhenzhen; (17 pag.)CN109535176; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 23814-14-4, 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. 23814-14-4, name is 2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 9; 2-Oxo-N-(2-oxo-2,3-dihydro-1 H-benzo [d] imidazol-5-yl)-2,3-dihydro-1 H- benzo[d]imidazole-5-carboxide (referred to as DC-0051-Bl); The amide was synthesized by reacting 2-oxo-2, 3-dihydro-lH- benzoimidazolyl-5-carboxylic acid with 5-amino-2, 3-dihydro-lH-benzoimidazol-5- one in the presence of 1,3- N, N-diisopropylcarbodiimide and 1- hydroxybenzotriazole. 1,3- N, N-Diisopropylcarbodiimde (0.504 g; 4 mmol) was added to a solution of 2-oxo-2,3-dihydro-lH-benzoimidazole-5-carboxylic acid (0.448 g; 2.5 mmol), 5- amino-2-oxo-2,3-dihydro-lH-benzoimidazole and 1-hydroxybenzotriazole (0.34 g; 2.5 mmol) in anhydrous N, N-dimethylformamide (10 ml). The reaction mixture was stirred at 40 C for 12 hours. The precipitated product was isolated by filtration of the reaction mixture followed by washing three more times with N, N-dimethylformamide (3 ml). The product was dissolved in dimethylsulfoxide (5ml) and precipitated by diluting the solution with acetonitrile (60 ml). Filtration and drying under vacuum gave 2-Oxo-N-(2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)-2,3-dihydro-1H- benzo [d]imidazole-5-carboxide (also referred to as DC-0051-B1) (0.22 g; 28%). ¹H NMR ((CD3)2SO 10.62 (1H, s, NH), 10.53 (1H, s, NH), 9.98 (lH, s, NH) 7.65 (1H, d, J 8Hz) 7.55 (2H, bs) 7.23 (1H, d, J 8Hz) 7.05 (1H, d, J 8Hz) 7.85 (1H, d, J 8Hz).

The synthetic route of 2-Oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROTEOTECH, INC.; WO2005/113489; (2005); A1;,
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. 16681-56-4, name is 2-Bromo-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 16681-56-4

To 2-bromo-lH-imidazole (0.073 g, 0.5 mmol), 3-(bromomethyl)pyridine hydrobromide (0.139 g, 0.550 mmol) and potassium carbonate (0.223 g, 1.614 mmol) was added acetone (15 mL). This mixture was stirred for 18 h at RT. The solvent was then removed in vacuo yielding a brown residue. This residue was then partitioned between ethyl acetate (35 mL) and water (35 mL) and the phases separated. The aqueous phase was then extracted twice with ethyl acetate (2×35 mL), the organics combined and then dried using a hydrophobic frit. The solvent was then removed in vacuo yielding a yellow oil as the title compound (107 mg, 0.449 mmol, 90%). LCMS (System B): tRET = 0.56 min; MH+ 238, 240.

The synthetic route of 16681-56-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; BAXTER, Andrew; BIT, Rino, Antonio; BROWN, John, Alexander; HIRST, David; HUMPHREYS, Philip; JONES, Katherine, Louise; PATEL, Vipulkumar, Kantibhai; (124 pag.)WO2018/41964; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 4856-97-7, 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 4856-97-7 as follows.

To 1.2 eq. (2.3 g, 0.041 mol) of KOH dissolved in a 50percent (v/v) water?ethanol mixture (14 mL), 5.1 g (0.034 mol) of 1-(1H-benzimidazol-2-yl) methanol was added. The solution was cooled to 0 °C, and 5 mL of dimethyl sulfate was added dropwise over 30 min (the temperature of the mixture did not exceed 5 °C). The mixture was kept under stirring at 0 °C for 30 min and at room temperature for additional 15 min. The solid obtained was recovered by filtration and washed with water, giving the title compound as a white solid. It was purified by recrystallization from a mixture of CH3CN/EtOH. White solid; Yield: 4 g (72percent); M.p. 122?124 °C; 1H NMR (250 MHz, CDCl3): delta 7.76?7.64 (m, 1H), 7.29?7.19 (m, 3H), 5.13 (OH, br s, 1H), 4.88 (CH2, s, 2H), 3.81 (N-CH3, s, 3H); FT-IR (4000?600 cm?1): 3450?2800, 1639, 1454, 1312, 1007, 860, 744, 567; UV?vis (MeOH) (lambdamax, nm (logepsilon, M?1 cm?1): 280(5.35), 268(5.18), 244(5.14), 219(5.06).

According to the analysis of related databases, 4856-97-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Benhassine, Anfel; Boulebd, Houssem; Anak, Barkahem; Bouraiou, Abdelmalek; Bouacida, Sofiane; Bencharif, Mustapha; Belfaitah, Ali; Journal of Coordination Chemistry; vol. 71; 2; (2018); p. 311 – 328;,
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. 10040-98-9, name is 4-Imidazol-1-yl-benzaldehyde, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 10040-98-9

General procedure: To a solution of an aromatic ketone (3 mmol) in EtOH (15 mL), anaromatic aldehyde (3 mmol) and KOH (3 mmol) were added and the reaction mixture was stirred for 8 h at room temperature. On completion, the reaction mixture was concentrated under vacuum, the residue was dissolved in EtOAc (30 mL) and washed with water, then brine, dried over anhydrous Na2SO4 and concentrated under vacuum to afford the target compounds, which were purified by column chromatography on silica gel (hexane/EtOAc = 7/1).

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 10040-98-9.

Reference:
Article; Fu, Dong-Jun; Zhang, Sai-Yang; Song, Jian; Liu, Yin-Chao; Zhang, Li; Zhao, Ruo-Han; Zi, Xiao-Lin; Liu, Hong-Min; Zhang, Yan-Bing; Journal of Chemical Research; vol. 40; 10; (2016); p. 620 – 623;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem