Category: imidazoles-derivatives

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. 152628-02-9, name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole

To a 100 mL flask was added 2-n-propyl-4-methyl-6- (1′-methylbenzimidazol-2-yl) benzimidazole1.0 g (3.3 mmol), N-methylpyrrolidone4 g of potassium tert-butoxide and 0.4 g (3.6 mmol) of potassium tert-And stirring was started with a magnetic stirrer.While cooling to below 10 C.,A solution of 1.2 g (3.5 mmol) of 4′-bromomethylbiphenyl-2-carboxylic acid tert-butyl ester dissolved in 4.1 g of N-methylpyrrolidone was added dropwise over 2 hours. After the dropwise addition, the mixture was stirred at an internal temperature of 0 to 10 C. for 2 hours. As a result of sampling the reaction solution and conducting liquid chromatography analysis, it was found that 2 – n – propyl – 4 – methyl – 6 – (1 ‘- methylbenzimidazol – 2 – yl) benzimidazole was not detected and 4’ – [[4- Methyl-6- (1-methyl-1 H-benzimidazol-2-yl) -2-propyl- 1 H- benzimidazol- 1 – yl] methyl] biphenyl-2-carboxylic acid tert-butyl ester was 86.0% Area percentage) was generated.

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 152628-02-9.

Reference:
Patent; DNP FINE CHEMICALS UTSUNOMIYA COMPANY LIMITED; MATSUMOTO, TAKAFUMI; IKEDA, SHIN; SUZUKI, YOSHINOBU; (12 pag.)JP5711888; (2015); B2;,
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. 57531-37-0, name is 2-Chloro-5-nitroimidazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Chloro-5-nitroimidazole

Example 3 Preparation of 2-chloro-1-(2,3-dihydroxy-2-methylpropyl)-4-nitroimidazole 2-Chloro-4-nitro-1H-imidazole (6.78 g, 46 mmol) and 2-methyloxiran-2-ylmethyl 4-nitrobenzoate (12 g, 51 mmol) were dissolved in ethyl acetate (24 ml), and triethylamine (1.3 ml, 9.2 mmol) was added to the solution. The resulting mixture was stirred under reflux for 14 hours. The reaction mixture was concentrated under reduced pressure, and methylene chloride (40 ml) was added to the residue. The resulting precipitates were filtered off, and dissolved in methanol (120 ml). To the solution, potassium carbonate (318 mg, 2.3 mmol) was added, and the resulting mixture was stirred at room temperature for 1 hour. To the resulting mixture, 6 N hydrochloric acid (0.8 ml) and magnesium sulfate (8 g) were added in this order with cooling on ice-bath, and the resulting mixture was stirred for 30 minutes. Insoluble matters were removed by filtration through Celite, and the filtrate was concentrated under reduced pressure. To the residue, ethyl acetate (6 ml) and toluene (60 ml) were added. The resulting precipitates were filtered off and dried at 50C to afford 2-chloro-1-(2,3-dihydroxy-2-methylpropyl)-4-nitroimidazole (7.88 g, yield 72%) as a white powder. 1H-NMR (DMSO-d6) deltappm: 1.02 (3H, s), 3.25 (2H, d, J = 5.3 Hz), 4.04 (2H, s), 4.98 (1H, s), 5.10 (1H, t, J = 5.4 Hz), 8.29 (1H, s).

According to the analysis of related databases, 57531-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; EP1555267; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 17228-38-5, 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. 17228-38-5, name is N-Methyl-1H-benzo[d]imidazol-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

2-((5R,8aS)-3-Chloro-5-methyl-5,6,8a,9-tetrahydro-8H-7, 1 0-dioxa-2,4,4b-triaza-phenanthren-1 -yl)-propan-2-ol (154,51 mg; 0,500 mmol; 100,00 mol%), (1H-benzimidazol-2-yl)-methyl-amine (73,59 mg; 0,500 mmol; 100,00 mol%), tris(dibenzylideneacetone)dipalladium(0) (91,57 mg; 0,100 mmol; 20,00 mol%) and dicyclohexyl-(2?,4?,6?-triisopropyl-biphenyl-2-yl)-phosphane (95,34 mg; 0,200 mmol; 40,00 mol%) were dissolved in dioxane (1,36 ml; 15,845 mmol;31 69,00 mol%), lithium tert-butoxide (1,0 M solution in tetrahydrofuran)(700,00 p1; 0,700 mmol; 140,00 mol%) was added and the mixture was stirredfor 1 h at 80 00. The reaction mixture was purified by column chromatography(petroleum benzene I ethyl acetate) to afford the product as yellow solid(14.8mg, 6.5%); LCMS (method C): 1 .29 mm (purity 89.6%); [MH+] 411 .3 mlz;1H NMR (400 MHz, DMSO-d6)o 13.08 (5, 1H), 7.42 (d, J 7.1 Hz, 1H), 7.37-7.23 (m, 1 H), 7.16-7.00 (m, 2H), 5.37 (5, 1 H), 4.69-4.57 (m, 1 H), 4.35 (dd,J = 10.9, 3.2 Hz, 1 H), 3.97 – 3.84 (m, 2H), 3.81 (d, J = 11 .5 Hz, 1 H), 3.74 -3.71 (m, 1 H), 3.65 (dd, J = 11 .6, 3.3 Hz, 1 H), 3.29 (5, 3H), 3.23 – 3.09 (m, 1 H),1 .52 (5, 3H), 1 .51 (5, 3H), 1 .27 (d, J = 6.8 Hz, 3H).

The chemical industry reduces the impact on the environment during synthesis N-Methyl-1H-benzo[d]imidazol-2-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK PATENT GMBH; BURGDORF, Lars; DORSCH, Dieter; TSAKLAKIDIS, Christos; (189 pag.)WO2017/202748; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 2735-62-8, These common heterocyclic compound, 2735-62-8, name is 2-(1-Methyl-1H-benzo[d]imidazol-2-yl)acetonitrile, 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: To a solution of nitrile (33a, b, 36a-f, i) (1.0mmol) in pyridine (2.5mL) was added 2-mercaptoacetic acid or 37a-c (1.0mmol), and the mixture was stirred at reflux for 8h. After addition of H2O (10mL), the mixture was extracted with EtOAc (3×10mL) and the combined organic layers were washed with brine (30mL) and dried (MgSO4). Evaporation of the solvent followed by chromatography (hexane-EtOAc, 1:1) of the residue gave thiazole (5, 6, 10, 14, 16-20 and 24).

The synthetic route of 2735-62-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sogame, Shinya; Suenaga, Yoshihito; Atobe, Masakazu; Kawanishi, Masashi; Tanaka, Eiichi; Miyoshi, Shiro; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 250 – 258;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 32673-41-9, The chemical industry reduces the impact on the environment during synthesis 32673-41-9, name is 4-Imidazolemethanol hydrochloride, I believe this compound will play a more active role in future production and life.

(a) [1-(4-Chlorobenzyl)-1H-imidazol-4-yl]methanol 4-Chlorobenzylchloride (1.2 g) was dissolved in N,N-dimethylformamide (20 ml), 4(5)-hydroxymethylimidazole hydrochloride (1.0 g) and potassium carbonate (4 g) were added and the mixture heated at 90 C. for 20 hours. Water and ethyl acetate were added, the organic phase was separated, washed with brine, dried and the solvent removed by evaporation. The residue was purified by chromatography (dichloromethane:methanol, 9:1) to give the product as a mixture of regioisomers (0.5 g). This material was used in the next step 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, 4-Imidazolemethanol hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AstraZeneca UK Limited; US6566376; (2003); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 288-32-4,Some common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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 solution of imidazole 5 (20.4 g, 0.3 mol) in 95% sulfuric acid(60 mL), was heated up to 70 C and 60 mL of 65% nitric acid wasadded dropwise thereto. The temperature of the resulting mixturewas then elevated to 100 C and refluxed for 5 h. The reaction solutionwaspoured onto 100 g crushed ice and neutralized with 25%ammonia solution. Filtration, washing and drying were furtherperformed to give 6 as a white solid (23 g, 67% yield); mp:311-312 C (lit. mp 310-311 C) [40].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-Imidazole, its application will become more common.

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

Reference of 137049-00-4, 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. 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows.

Vi) l-Methyl-lH-imidazole-4-sulfonic acid (4-chloro-benzyl)-(2-ethyl-4,4-dimeihyl- l-oxo-l,2,3,4-tetrahydro-isoquinolin-7-yl)-amideTo a stirred solution of 7-(4-chloro-benzylamino)-2-ethyl-4,4-dimethyl-3,4-dihydro-2H-isoquinolin-l-one (17 mg, 0.05 mmol) and pyridine (9 mul, 0.11 mmol) in anhydrous acetonitrile (1 ml) was added 1 -methyl- lH-imidazole-4-sulfonyl chloride (20 mg, 0.11 mmol) and the reaction heated to 150C in a microwave for 0.5 hrs. The solvent was evaporated in vacuo and the crude residue purified by preparative tic (5% methanol in dichloromethane) to afford the title compound as a colourless solid (5 mg, 21%). HPLC retention time 4.42 min. Mass spectrum (ES+) m/z 487 (M+H).

The chemical industry reduces the impact on the environment during synthesis 1-Methyl-1H-imidazole-4-sulfonyl chloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; XENTION LIMITED; HAMLYN, Richard, John; MADGE, David; MULLA, Mushtaq; WO2010/139953; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 3314-30-5, 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. 3314-30-5, name is 1H-Benzo[d]imidazole-2-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The equimolar aldehyde 3a?3d (1 mmol) and substituted phenylhydrazine 5a?5s (1 mmol) weremixed in CH3OH (10 mL) and stirred at room temperature [18]. After about 2 h, the reaction wascompleted (monitored by TLC). The residual crude was purified via silica gel column chromatogramusing a gradient mixture of petroleum ether and ethyl acetate to obtain the pure target compounds6a?6ai (in 45?80percent yield).

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

Reference:
Article; Wang, Xing; Chen, Yong-Fei; Yan, Wei; Cao, Ling-Ling; Ye, Yong-Hao; Molecules; vol. 21; 11; (2016);,
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. 864076-05-1, name is Methyl 4-bromo-1-methyl-1H-imidazole-2-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: 864076-05-1

To a suspension of methylamine hydrochloride (78.6 mg, 1.16 mmol, Eq: 3) in dioxane (3.88 ml) was added dropwise 2 M trimethylaluminum in toluene (582 mu, 1.16 mmol, Eq: 3) (slight gas evolution) and the mixture was stirred for 30 minutes at room temperature. Then methyl 4- bromo-1 -methyl-1H-imidazole-2-carboxylate (0.085 g, 388 muiotaetaomicron, Eq: 1) was added and the mixture was heated to reflux overnight. The reaction mixture was quenched with 120 ul of water (strong gas evolution) and the mixture was stirred for 15 minutes at room temperature. Then sodium sulfate was added and the stirring was continued for 1 hour. The suspension was filtered and washed with dichloromethane and dichloromethane/methanol 9: 1. The obtained solution was concentrated in vacuo. The residue was purified by chromatography on silica gel to afford the desired product as a white solid (51 mg, 60 percent). MS (m/z) = 218.1, 220.1 [(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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GAUFRETEAU, Delphine; KOLCZEWSKI, Sabine; PLANCHER, Jean-Marc; STOLL, Theodor; HALM, Remy; (85 pag.)WO2017/76852; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 670-96-2, 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. 670-96-2, name is 2-Phenyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a 25 ml two-necked round-bottom flask was placed a mixture of aryl iodide (1 mmol), indole (1.5 mmol), CuI (0.1 mmol), K2CO3 (2 mmol), and DMSO (1 mmol) in 2 ml glycerol. The reaction mixture was heated in an oil bath at 120C for 24 h with continuous stirring. After completion of reaction monitored by TLC, the reaction mixture was cooled to room temperature and was extracted with diethyl ether three times (3×10 ml). The combined organic layers were washed with brine solution and dried over anhydrous Na2SO4 and concentrated in vacuo. The crude product was purified by column chromatography on silica gel (60-120 mesh) to provide the N-aryl indole in 88% yield. The remaining glycerol/copper catalytic mixture was reused for further recycling study by adding fresh DMSO (1 mmol) to the catalytic system. All the products are well known in the literature and were confirmed by comparison of their spectroscopic data with literature data.

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-Phenyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yadav, Dilip Kumar T.; Rajak, Sanil S.; Bhanage, Bhalchandra M.; Tetrahedron Letters; vol. 55; 4; (2014); p. 931 – 935;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem