Author: Jessica.F

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., Quality Control of 1H-Imidazole

General procedure: To a stirred solution of phenylboronic acid (1.0 mmol), aniline (1.0 mmol), and K2CO3 (2.0 mmol) in deionized H2O (10 mL) at room temperature was added an aqueous suspension of FePd nanowires (3.0 mol % in 3 mL of H2O). The mixture was stirred at room temperature for 5h. After completion of the reaction (as monitored by TLC), 2 M HCl was added and the catalyst was separated by applying an external magnet. The catalyst was washed with EtOAc. The mixture was extracted with EtOAc (2 * 20 mL), dried, and concentrated. The residue was subjected to gel permeation chromatography to afford pure product.

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; Nasrollahzadeh, Mahmoud; Azarian, Abbas; Ehsani, Ali; Zahraei, Ali; Tetrahedron Letters; vol. 55; 17; (2014); p. 2813 – 2817;,
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. 7098-07-9, name is 1-Ethyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C5H8N2

General procedure: As a general procedure for preparing Bronsted acidic ILs, the synthesis of 1-(4-butylsulfonic)-3-ethylimidazolium hydrogensulfate ([EImC4SO3H][HSO4]) is given as an example. To 1-ethylimidazole (10 g, 0.104 mol) in 50 mL of toluene, 1,4-butanesultone (14.2 g, 0.104 mol) dissolved in 50 mL of toluene was added dropwise under a dry nitrogen gas atmosphere. The resulting solution was refluxed with stirring at 60 °C for 24 h.After removing toluene, the product was washed thrice with 100 mL of diethyl ether to yield 1-(4-butylsulfonate)-3-ethylimidazol([EImC4SO3]) as a white powder. After dissolving [EImC4SO3] (20 g, 8.6102 mol) in 50 mL of methanol, sulfuric acid (0.84 g, 8.6102 mol) was added dropwise in an ice bath. The resulting solution was refluxed with stirring at 60 °C for 24 h. Following the reaction, methanol was removed by evaporation and then under reduced pressure, giving1-(4-butylsulfonic)-3-ethylimidazolium hydrogen sulfate ([EImC4SO3H][HSO4]) as a viscous liquid.

According to the analysis of related databases, 7098-07-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kakibe, Takeshi; Nakamura, Satoshi; Amakuni, Kiyokazu; Kishi, Hajime; Australian Journal of Chemistry; vol. 72; 2; (2019); p. 101 – 105;,
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. 96797-15-8, name is 4-Iodo-1-trityl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., category: imidazoles-derivatives

step 1.Take a 100ml single-mouth bottle and add 300mg 2-formylbenzeneboronic acid.1090 mg 1-trityl-4-iodoimidazole, 848 mg K3PO4,23mg Pd(PPh3)4, and 2ml water, 10ml DMF,Reacting at 100 C under N2 protection overnight,Complete reactionThe mixture was poured into water, and the mixture was extracted with EtOAc.Column chromatography gave 650 mg of light gray compound 26;

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 96797-15-8.

Reference:
Patent; Nanjing Huawei Pharmaceutical Development Co., Ltd.; Zhang Xiaoqing; Song Zhichun; Bao Jinyuan; (52 pag.)CN108689958; (2018); 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. 3543-73-5, name is Ethyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of Ethyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate

Example-1 Preparation of Ethyl 4-{5-[bis(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazol-2-yl}butanoate (III) Ethyl 4-[5-amino-1-methyl-1H-benzimidazol-2-yl)butanoate (II, 40.0 g, 0.153 mol) was added to 2-bromoethanol (80 mL) and agitated for 15-30 minutes. Acetonitrile (80 mL) and calcium carbonate (61.3 g, 0.61 mol) were added to the reaction mixture. The reaction mixture was heated to 80-90 C. within 2 hours and refluxed at 80-90 C. for 34-38 hours. The reaction mixture was cooled to below 70 C. and acetonitrile (80.0 mL) was added. The reaction mixture was further cooled to 20-30 C. and filtered through celite prewashed with acetonitrile. The filtrate was concentrated at 50-60 C. under vacuum till viscous mass is obtained. The viscous mass was cooled to 20-30 C. Dichloromethane (320.0 mL) was added to the viscous mass under stirring and washed with potassium carbonate solution (32.0 g in 200 mL water). The organic layer was washed with DM water twice. The organic layer (Dichloromethane) was concentrated under vacuum at 35-40 C. till viscous mass is attained. The viscous mass was dried under vacuum at 35-40 C. for one hour. Ethyl acetate (160.0 mL) was added to the viscous mass and cooled to 0-5 C. and stirred for one hour. The solid separated out was filtered and washed with ethyl acetate. The isolated solid was dissolved in dichloromethane and concentrated the solution under vacuum at 35-40 C. till viscous mass. The viscous mass was dissolved in acetone and cooled to 0-5 C. under stirring. The solid separated out was filtered, washed with acetone and dried at 40-45 C. under vacuum for 4-6 hours to give the title compound (III, 30.1 g; 56.30%), with a purity of 97.22%.

The synthetic route of 3543-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FRESENIUS KABI ONCOLOGY LIMITED; MISHRA, Bhuwan Bhaskar; KACHHADIA, Nikunj Shambhubhai; TOMAR, Vinod Singh; LAHIRI, Saswata; US2014/121383; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1219741-21-5, 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. 1219741-21-5, name is 5-Chloro-6-iodo-1H-benzo[d]imidazole-2(3H)-thione belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

K2CO3 (0.22 g, 1.61 mmol), followed by iodomethane (0.1 mL, 1.61 mmol), was added to a solution of 5-chloro-6-iodo- 1 ,3- dihydro-2H-benzimidazole-2-thione (I g, 3.22 mmol) in acetone (20 mL) at O0C. The reaction was stirred at rt for 1 h. Additional K2CO3 (1.61 mmol) and iodomethane (1.61 mmol) were added, and stirring continued at rt overnight. Volatiles were removed and the residue was partitioned between EtOAc and water. Concentration afforded the desired product as a white foam, which was used in the next step without further purification.

The synthetic route of 5-Chloro-6-iodo-1H-benzo[d]imidazole-2(3H)-thione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; METABASIS THERAPEUTICS, INC.; BOOKSER, Brett, C.; DANG, Qun; GIBSON, Tony, S.; JIANG, Hongjian; CHUNG, De Michael; BAO, Jianming; JIANG, Jinlong; KASSICK, Andy; KEKEC, Ahmet; LAN, Ping; LU, Huagang; MAKARA, Gergely, M.; ROMERO, F., Anthony; SEBHAT, Iyassu; WILSON, David; WODKA, Dariusz; WO2010/47982; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 934-22-5,Some common heterocyclic compound, 934-22-5, name is 6-Aminobenzimidazole, molecular formula is C7H7N3, 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.

Compound 226:; 1 -(1 H-Benzoimidazol-5-yl)-4-(cyclopentylimino)-5-(1 H-indol-5-yl)- imidazolidin-2-one; 1 H-Benzoimidazol-5-ylamine (1 mmol) and 1 H-lndole-5-carbaldehyde (1 mmol) were combined in methanol (2 ml, dry). After 2 hours 2ml of a solution of KOCN (KSCN) (2mmol) and Pyridinehydrochloride (2mmol) in MeOH is added was added. Finally Isocyano-cyclopentane (1 mmol) is added. The reaction was stirred at room temperature for 48h. After evaporation of the solvent the residue was purified with chromatographic methods. Yield: 0.107 g (27 %); mp: 2100C, 1H-NMR (400 MHz, DMSO-D6): 1.20-1.25 (m, 1 H, CH2), 1.38-1.56 (m, 5 H, CH2), 1.70- 1.79 (m, 1 H, CH2), 1.82-1.90 (m, 1 H, CH2), 4.08-4.14 (m, 1 H, CH2-CH), 5.91 (s, 1 H, CH-N), 6.33-6.36 (m, 1 H, Ar), 6.85 (dd, 3J=8.3 Hz, 4J=1.7 Hz, 1 H, Ar), 7.24-7.33 (m, 4 H, 3 H Ar, 1 H Benzimid), 7.52 (s, 1 H, Benzimid), 7.63 (s, 1 H, Benzimid), 7.86 (m, 1 H, NH), 8.06 (s, 1 H, Benzimid), 11.05 (s, 1 H, NH), MS m/z 399.4 (M+H)+, HPLC (254 nm): rt 2.56 min (100 %), calc: C: 69.33, H: 5.57, N: 21.09, found.: C: 63.34, H: 6.16, N: 19.04 corresponds to C23H22N6O + 2.0 H2Omolecular weight (g/mol): 398.47 EPO RT – UV254nm (min): 2.56IC50 hQC (nM): 34.5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Aminobenzimidazole, its application will become more common.

Reference:
Patent; PROBIODRUG AG; WO2008/55947; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 10351-75-4, These common heterocyclic compound, 10351-75-4, name is 1H-Benzo[d]imidazole-5,6-dicarboxylic acid, 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.

General procedure: A mixture containing Eu2O3 (0.2 mmol), MnSO4*H2O (0.3 mmol), H3bidc (0.6 mmol) and water (10 mL) was sealed in a Teflon-lined stainless steel vessel (23 mL), which was heated at 170 C for 4 days and then cooled to room temperature in 2 days. Colorless rhombic crystals of 2 were obtained and picked out, washed with distilled water and dried in air (Yield: 38.17% based on Eu).

Statistics shows that 1H-Benzo[d]imidazole-5,6-dicarboxylic acid is playing an increasingly important role. we look forward to future research findings about 10351-75-4.

Reference:
Article; Sun, Ya-Guang; Zong, Wen-Hui; Xiong, Gang; Guo, Mei-Yan; Ding, Fu; Wang, Shu-Ju; You, Li-Xin; Ren, Bao-Yi; Xu, Zhen-He; Gao, En-Jun; Polyhedron; vol. 83; (2014); p. 68 – 76;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 615-16-7, 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. 615-16-7, name is 2-Hydroxybenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 23; Preparation of 3-((2-(l,3-dimethyl-2-oxu-2)3-dihydro-l//-benzimidazol-5-yl)-2- oxoethyl)tbio) propanoic acid (23); (i) l,3-Dimethyl-l,3-dihydro-2W-bcn7.iitauiidazol-2-onc; l,3-Dihydro-2H-benziiuida7;ol-2-one (7.522 g, 56.1 mmol) was dissolved in anhydrous DIvIF (125 oil) and anhydrous potassium carbonate (46.581 g, 337 mmol) and iodomethane (21 ml, 337 mmol) were added then the mixture stirred at room temperature overnight. The reaction mixture was poured into chloroform (500 ml), filtered and the filtrate was evaporated to dryness. The resultant residue was dissolved in a mixture of ethyl acetate (150 ml) and water (100 ml). The cthyi acetate phase was washed with water (2 x 100 ml) and brine ( 100 ml), dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated to dryness to give the title compound (7,229 g, 79% yield) as a pale yellow solid.1H nmr (400 MHz1 CDCl3) delta 3.43 (s, 6H); 6.95-7.01 (m, 2H); 7.08-7.14 (m, 211).

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-Hydroxybenzimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CORTICAL PTY LTD; WO2007/70961; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 53981-69-4, 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. 53981-69-4 name is 1-(1H-Imidazol-2-yl)ethanone, 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.

To a solution of 6-bromo-3-(bromomethyl)-l,2-benzoxazole (55 mg) in acetonitrile (0.9 mL) were added potassium carbonate (78 mg) and l-(lH-imidazol-2-yl)ethanone (22 mg). After stirring for 2 hours at 80 C, the reaction was filtered and the filtrate was concentrated in vacuo. The residue was purified with OH-type silica gel column chromatography (5-60 % EtOAc in n-hexane) to give the title compound (54 mg, 89 % yield) as colorless solid. MS (ESI) m/z : 320[M+l] RT = 0.936 min. LCMS Condition : B.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(1H-Imidazol-2-yl)ethanone, and friends who are interested can also refer to it.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; TAKASHIMA, Hajime; SASAKI, Toru; TANAKA, Nozomi; OTAKE, Norikazu; TSURUTA, Risa; YAMADA, Yousuke; MATSUDA, Yohei; OGATA, Yuya; (346 pag.)WO2018/216822; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 32673-41-9, name is 4-Imidazolemethanol hydrochloride, 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 32673-41-9, Quality Control of 4-Imidazolemethanol hydrochloride

Step A 4-(Hydroxymethyl)-1-(triphenylmethyl)imidazole To a solution of 4-(hydroxymethyl)imidazole hydrochloride (35.0 g, 260 mmol) in dry DMF (250 mL) at room temperature was added triethylamine (90.6 mL, 650 mmol). A white solid precipitated from the solution. Chlorotriphenyl-methane (76.1 g, 273 mmol) in DMF (500 mL) was added dropwise. The reaction mixture was stirred for 20 hours, poured over ice, filtered, and washed with ice water. The resulting product was slurried with cold dioxane, filtered, and dried in vacuo to provide the titled product as a white solid.

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, 4-Imidazolemethanol hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US6441017; (2002); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem