Tag: M.W=100-200

75370-65-9, name is 4-Amino-1H-benzo[d]imidazol-2(3H)-one, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 75370-65-9

Amine 2bf (1.1 g, 6.7 mmol) was dissolved in 40ml of AcOEt and at0C triphosgene (1.93 g, 6.7 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 15ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound la (1 g, 6.7 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 9.5 / MeOH 0.5). The solvent was evaporated and the crude was dissolved in AcOEt (50 ml) and washed with water (1 X 30 ml) and brine. The organic phase was dried over sodium sulfate and concentrated under vacuum. The purification of the crude residue by chromatographic column gave 450 mg of a pale yellow solid. Yield = 19% ‘HNMR (DMSO, 200 MHz) delta 2.26 (3H, s), 2.59 (6H, m), 4.33 (2H, d, J = 5.6 Hz), 6.60 (2H, m), 6.87 (4H, m), 7.18 (1H, d, J = 7.6 Hz), 8.28 (1H, s), 9.96 (1H, bs), 10.60 (1H, bs); [M+1] 339.56 (C18H21N5O2 requires 339.39).

The synthetic route of 75370-65-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 38993-84-9, 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. 38993-84-9, name is (1-Methyl-1H-imidazol-5-yl)methanol belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 32C 1-methyl-1H-imidazole-5-carbaldehyde A solution of Example 32B (2.3 g, 20 mmol) in dioxane (100 mL), was treated with manganese dioxide (17.3 g, 200 mmol), heated to reflux for 16 hours, cooled to room temperature, filtered through a pad of diatomaceous earth (Celite), and concentrated to provide the desired product of sufficient purity for subsequent use without further purification. 1H NMR (300 MHz, CDCl3) delta 9.77 (d, 1H), 7.79 (s, 1H), 7.62 (s, 1H), 3.95 (d, 3H).

The synthetic route of (1-Methyl-1H-imidazol-5-yl)methanol has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wang, Wei-Bo; Curtin, Michael L.; Fakhoury, Stephen A.; Gwaltney II, Stephen L.; Hasvold, Lisa A.; Hutchins, Charles W.; Li, Qun; Lin, Nan-Horng; Nelson, Lissa Taka Jennings; O’Connor, Steve; Sham, Hing L.; Sullivan, Gerard M.; Wang, Gary T.; Wang, Xilu; US2002/19527; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 10040-98-9, The chemical industry reduces the impact on the environment during synthesis 10040-98-9, name is 4-Imidazol-1-yl-benzaldehyde, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of 5 mmol appropriate benzaldehyde and 5 mmol thiosemicarbazide in isopropanol was refluxed with a catalytic amount of acetic acid. The solid precipitate was filtered and crystallized from ethanol.

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-Imidazol-1-yl-benzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ozadali, Keriman; Unsal Tan, Oya; Yogeeswari, Perumal; Dharmarajan, Sriram; Balkan, Ayla; Bioorganic and Medicinal Chemistry Letters; vol. 24; 7; (2014); p. 1695 – 1697;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]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 705-09-9, Recommanded Product: 705-09-9

A mixture of the material so obtained, 2-difluoromethyl-lH-benzimidazole (0.435 g), potassium carbonate (1.36 g) and DMF (15 ml) was stirred under nitrogen and heated to 1100C for 24 hours. The resultant mixture was cooled, filtered and the filtrate was evaporated. There was thus obtained 4-chloro-2-(2-difluoromethylbenzimidazol-l-yl)- 6-[(35)-3-methylmorpholin-4-yl]py?midine (0.76 g) which was used without further purification.

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-(Difluoromethyl)-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/32064; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 17289-20-2, 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. 17289-20-2, name is Methyl 1-methyl-1H-imidazole-5-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A suspension of 3-methyl-3H-imidazole-4-carboxylic acid methyl ester (4.0 g, 29 mmol) and paraformaldehyde (18 g, corresponding to 570 mmol) in methanol (40 ml) was heated in a sealed vessel to 135 C. for 6 0 h. After cooling to ambient temperature, the solution was evaporated to dryness. Flash chromatography (silica, eluent dichloromethane containing 5% methanol) afforded the title compound as white crystals (56% yield). MS: m/e=171(M+H+), mp 145-147 C.

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, Methyl 1-methyl-1H-imidazole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Flohr, Alexander; Riemer, Claus; US2006/19949; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 23328-88-3, name is 2-Bromo-4-methyl-1H-imidazole, molecular formula is C4H5BrN2, 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. Recommanded Product: 23328-88-3

A mixture of 1,3,5-trifluoro-2-nitrobenzene (2.2 mL, 18.6 mmol), 2-bromo-4-methylimidazole (prepared according to EP 0514198; 3 g, 18.6 mmol) and K2CO3 (5.66 g, 41 mmol) in 80 mL DMF was stirred at RT overnight. The mixture was diluted with ethyl acetate and washed with water. Standard work up procedure followed by column purification using 10% ethyl acetate in dichloromethane as eluent provided 3.18 g (54% yield) of the product as a yellow powder. EIMS 317.9 [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 23328-88-3, its application will become more common.

Reference:
Patent; WYETH; US2010/120763; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 2302-25-2, The chemical industry reduces the impact on the environment during synthesis 2302-25-2, name is 4-Bromo-1H-imidazole, I believe this compound will play a more active role in future production and life.

4-Bromoimidazole (0.30 g, 2.04 mmol) was added to a 150 mL round bottom flask using potassium carbonate as a base (0.32 g,2.35 mmol), acetonitrile was stirred at 70 C for 30 minutes, and after cooling to room temperature, compound III (0.40 g,1.57 mmol) continued to warm to 70 C reaction, and thin layer chromatography was followed until the reaction was completed. After concentration, extraction, column chromatography separation,After drying and the like, the compound I-1-8 (0.34 g) was obtained, yield 53.7%; 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-Bromo-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Southwest University; Zhou Chenghe; Man Nabaonei·lamohan·laao·yadafu; Hu Yuanyuan; (25 pag.)CN108863964; (2018); A;,
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. 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid, A new synthetic method of this compound is introduced below., name: 1H-Benzimidazole-2-carboxylic acid

A mixture of 2-(2-tert-butylphenoxy)pyridin-3-amine (1a) (80 mg, 0.33 mmol), 1H-benzo[d]imidazole-2-carboxylic acid (54 mg, 0.33 mmol) and BOP (172 mg, 0.39 mmol) in DMF was stirred at rt for 3 days. LC-MS showed only a small amount of the desired product. The reaction was diluted with EtOAc (15 mL), washed with 1 N HCl solution, saturated sodium bicarbonate solution and brine, dried over magnesium sulfate, filtered and evaporated to give the crude product. Purification of the crude product by reverse phase preparative HPLC provided Example 71 (12 mg) as a yellow solid. LC-MS m/z 387.2 [M+H]+.

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; Bristol-Myers Squibb Company; US2007/4677; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 24134-09-6, These common heterocyclic compound, 24134-09-6, name is 5-Bromo-1,2-dimethyl-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.

A mixture of {3-chloro-5-[(methyloxy)carbonyl]phenyl}boronic acid (1.703 g, 7.94 mmol), 4-bromo-1 ,2-dimethyl-1 H-imidazole (D37a, 1.1 12 g, 6.35 mmol) and 5- bromo-1 ,2-dimethyl-1 H-imidazole (D37b, 222 mg, 1.271 mmol) as an isomeric mixture, sodium carbonate (1.347 g, 12.71 mmol) and bis(triphenylphosphine)palladium(ll) dichloride (446 mg, 0.635 mmol) in toluene (10 ml.) and ethanol (1 ml.) was stirred under reflux overnight. The reaction mixture was partitioned between dichloromethane and water and the layers separated. The aqueous layer was extracted with dichloromethane (x2) and the combined organic layers were dried (magnesium sulfate) and concentrated. The residue was acidified and purified using SCX chromatography, eluting with methanol then 2N ammonia in methanol. The basic fractions were combined and concentrated to leave the crude mixture of title compounds which was used without further purification. LC/MS (ES+ve): [M+H]+ 265, 267 (Ci3H13CIN2O2 requires [M+H]+ 265, 267)

The synthetic route of 24134-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/819; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 716-79-0, 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. 716-79-0 name is 2-Phenyl-1H-benzo[d]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: To the reaction vessel containing benzimidazole or imidazole (1mmol), alkyl halide (1mmol), 50percent NaOH (0.5mL) and anionic surfactant sodium dodecyl sulfate (5molpercent) was added and the reaction mixture was vigorously stirred at room temperature or 60°C. After the completion of reaction (TLC) followed by standard workup using ethyl acetate as extracting solvent the crude product was purified over silica-gel (60?120 mesh) using ethyl acetate?hexane (3:7) as eluent to afford pure products. Identities of the products were judged by the comparison of melting point, IR data, 1H NMR, 13C NMR and HRMS analyses.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Phenyl-1H-benzo[d]imidazole, and friends who are interested can also refer to it.

Reference:
Article; Chakraborty, Ankita; Debnath, Sudipto; Ghosh, Tanmoy; Maiti, Dilip K.; Majumdar, Swapan; Tetrahedron; vol. 74; 40; (2018); p. 5932 – 5941;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem