Category: imidazoles-derivatives

Electric Literature of 2302-25-2, 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. 2302-25-2, name is 4-Bromo-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

b) 4-Bromo-1-phenyl-1H-imidazoleA mixture of 4-bromo-lH-imidazole (3000 mg, 20.4 mmol, Eq: 1.00), iodobenzene (3.75 g, 2.05 ml, 18.4 mmol, Eq: 0.9), copper (I) iodide (194 mg, 1.02 mmol, Eq: 0.05), 8- hydroxyquinoline (148 mg, 1.02 mmol, Eq: 0.05) and cesium carbonate (8.85 g, 27.1 mmol, Eq: 1.33) was dissolved in DMF (45.0 ml) and water (4.5 ml). The mixture was stirred for 2.5 days at 130 C. The residue was diluted with ethyl acetate and washed with water, ammonium chloride sol. sat. and sodiumhydrogen carbonate sat. The organic layer was separated, dried over magnesium sulfate, filtrated and evaporated. The crude material was applied on silica gel and purified by flash chromatography over a 70 g silica gel column using heptane / ethyl acetate 10-30 % as eluent affording 4-Bromo-l -phenyl- lH-imidazole (2.345 g, 51.5%) as off-white solid. MS: m/z= 222.98 (M+)

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; WO2015/78836; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 2034-22-2, 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. 2034-22-2, name is 2,4,5-Tribromoimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a single-necked flask was added 2,4,5-tribromoimidazole (49 g, 161 mmol)Sodium sulfite (101.5 g, 806 mmol)And water (500 ml) were added and stirred at 110 C for 6 h,Ethyl acetate was added,The organic layers were combined and dried over anhydrous sodium sulfate,Rotate the ethyl acetate to give compound 6 (20.5 g, yield 89%)

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, 2,4,5-Tribromoimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hinova Pharmaceuticals Inc.; Fan, Lei; Chen, Ke; Li, Xinghai; Chen, Yuanwei; (24 pag.)CN106256830; (2016); A;,
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. 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 144689-93-0

The bromide 2 (58.08 g, 104.18 mmol, 1.0 eq), K2CO3 (18.0 g, 130.23 mmol, 1.25 eq) and KI(0.87 g, 5.21 mmol, 0.05 eq) were added to a solution of the ethyl ester 1 (25.03 g, 104.18 mmol, 1.0 eq)in DMF (230 mL). The reaction mixture was vigorously stirred at room temperature for 24 h.H2O (345 mL) was added dropwise and the resulting suspension was allowed to cool to room temperature while stirring. The solid precipitated was filtered off and washed with H2O (230 mL).The wet-cake was macerated in Me2CO (220 mL) under reflux for 30 min. The mixture was allowedto cool to room temperature. The solid was filtered off, washed with Me2CO (50 mL) and dried in airat room temperature to afford the ethyl ester 3 (62.06 g, 83%).

According to the analysis of related databases, 144689-93-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dams, Iwona; Ostaszewska, Anna; Puchalska, Maria; Chmiel, Justyna; Cmoch, Piotr; Bujak, Iwona; Bia?o?ska, Agata; Szczepek, Wojciech J.; Molecules; vol. 20; 12; (2015); p. 21346 – 21363;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 288-32-4, These common heterocyclic compound, 288-32-4, name is 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.

Cetyl chloride (1.26 mL, 17.4 mmol) was slowly added to a stirred solution of the imidazole 1.0g, 14.5 mmol in anhydrous tetrahydrofuran 20 mL under ice, under N2. The suspension wasstirred for 30 minutes and triethylamine (2.4 mL, 17.4 mmol) was added. The reaction mixture was stirred at 0 °C for 12 hours. Then the reaction mixture was filtered, and the solvent was evaporated under reduced pressure to give 1-acetylimidazole 1.53g, 13.9mmol, 94.5 as a white solid.

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tian, Qingqiang; Gan, Zongjie; Wang, Xuetong; Li, Dan; Luo, Wen; Wang, Huajun; Dai, Zeshu; Yuan, Jianyong; Molecules; vol. 23; 9; (2018);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 15788-16-6, The chemical industry reduces the impact on the environment during synthesis 15788-16-6, name is 1H-Benzo[d]imidazole-5-carboxylic acid, I believe this compound will play a more active role in future production and life.

Example 1 N2-((lH-Benzo[d]imidazol-5-yl)methyl)-N’-(5-cyclopropyl-lH-pyrazol-3-yl)pyrimidine-2,4- diamine (I- 13) step 1 : Thionyl chloride (10 mL) was added dropwise to a solution of lH-benzo[d]imidazole-5-carboxylic acid (4.8 g, 30 mmol) in MeOH (150 mL) cooled to 0 C. The reaction mixture was heated at reflux for 18 h, and then solvent (about 2/3) was concentrated under reduced pressure. After cooling, a yellow solid was precipitated from the solution and was filtered to afford 4 g (90%) of methyl lH-benzo[d]imidazole- 5-carboxylate (20): MS (ESI) m/z = 111 [M+l]+.

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-Benzo[d]imidazole-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James; LEE, Wendy; MATHIEU, Simon; RUDOLPH, Joachim; WO2013/26914; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 570-22-9,Some common heterocyclic compound, 570-22-9, name is 1H-Imidazole-4,5-dicarboxylic acid, molecular formula is C5H4N2O4, 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.

All reagents and solvents used to obtain (1) and (2) were of p.a.quality, and used without any previous purification process. A suspensionin continuous stirring of H3IDC (0.156 g, 1.00 mmol), 2,2-bipyridine (0.078 g, 0.50 mmol) and 70 lL of dipropylamine(DPA) in 10 mL of acetonitrile (MeCN), was mixed with a solutionof Cu(NO3)23H2O (0.121 g, 0.50 mmol) in 10 mL of H2O/MeCN 1:1. The deep blue slurry solution was filtered and the supernatantwas kept at room temperature for 1 day providing blue needle-likecrystals, which can be isolated by filtration. As the crystals turnedopaque under air suggesting a loss of crystallinity, for X-ray experimentsthe crystals were picked out and immediately glued toavoid any solvent loss. MW: 565.9 g/mol. Yield of 82%, based oncopper salt.

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-4,5-dicarboxylic acid, its application will become more common.

Reference:
Article; Cruz, Carlos; Spodine, Evgenia; Venegas-Yazigi, Diego; Paredes-Garcia, Veronica; Polyhedron; vol. 136; (2017); p. 117 – 124;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 3012-80-4, 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. 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 4 3-Acetyl-6-chloro-4-phenylquinolin-2(1H)-one (100 mg, 0.31 mmol) was added to a solution of NaOH (18 mg, 0.44 mmol) in EtOH (20 mL) and H2O (1 mL). The mixture was stirred at room temperature for 30 mins. Then 1-methyl-1H-benzo[d]imidazole-2-carbaldehyde (60 mg, 0.37 mmol) was added and the mixture was stirred at 35° C. overnight. The mixture was concentrated to dryness and the residue was diluted with EA (10 mL). The mixture was washed with water (10 mL), brine (10 mL) and dried over anhydrous Na2SO4. The mixture was concentrated to give a crude solid, which was purified by prep-HPLC to give 6-chloro-3-[3-(1-methyl-1H-benzoimidazol-2-yl)-acryloyl]-4-phenyl-1H-quinolin-2-one (50 mg, yield: 37percent) as a yellow solid. 1HNMR (400 MHz, DMSO-d6): delta=12.41 (brs, 1H), 7.69-7.02 (m, 13H), 7.01 (d, J=3.2 Hz, 1H), 3.88 (s, 3H). MS: m/z 440.1 (M+H+).

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-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sanford-Burnham Medical Research Institute; The Royal Institution for the Advancement of Learning / McGill University; The Government of the United States of America as Represented by the Secretary of the Department of; RONAI, Ze’ev; PINKERTON, Anthony B.; FENG, Yongmei; TOPISIROVIC, Ivan; BROWN, Kevin; HASSIG, Christian A.; (155 pag.)US2018/44324; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 24134-09-6, name is 5-Bromo-1,2-dimethyl-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 24134-09-6, Safety of 5-Bromo-1,2-dimethyl-1H-imidazole

A solution of n-BuLi (2.66 M in hexane, 19.5 mL, 51.9 mmol) in THF (100 mL) was stirred under argon at ?-70 C. while a solution of 5-bromo-1,2-dimethyl-1H-imidazole (9.13 g, 52.2 mmol) in THF [60 mL; containing 3 A molecular sieves (18 g)] was added dropwise over 8 minutes via cannula. After stirring for another 4 minutes at ?-70 C., neat ethyl methoxy(methyl)carbamate (2.96 mL, 22.7 mmol) was added dropwise over 3 minutes. This mixture was stirred at ?-70 C. for an additional 5 minutes, and the cold bath was then removed and the slurry was allowed to warm to room temperature with stirring for 1.5 hours. The reaction was then quenched with 5 M aqueous NH4Cl (15 mL), dried (Na2SO4), filtered, and concentrated under high vacuum at 80 C. The resulting orange gummy residue was triturated with hot heptane (?40 mL) and the decanted supernatant was allowed to crystallize to provide impure title compound. This was recrystallized from toluene (?30 mL) to provide, after washing the off-white crystalline filter cake with toluene (2*?3 mL), the title compound as an off-white crystalline solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-1,2-dimethyl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Fourie, Anne; Xue, Xiaohua; Cummings, Maxwell D.; Jones, William Moore; Goldberg, Steven; US2015/105366; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, 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 60-56-0, SDS of cas: 60-56-0

2-mercapto-1-methylimidazole (400 mg, 3.5 mmol) was mixed with K2CO3 (968 mg, 7 mmol) in N, N-dimethylformamide (N, N-dimethylformamide ) (7 mL), followed by addition of di-tert-butyl dicarbonate (1.1 mL, 5.2 mmol). The resulting mixture was then stirred at 60 C for 30 minutes in a nitrogen atmosphere, followed by partitioning with ethyl acetate (40 mL) and water (20 mL). The ethyl acetate layer was then collected and washed with brine (brine), dried over anhydrous MgSO4, and then concentrated under vacuum. Thereafter, the resulting residue was purified by silica gel column chromatography to give a compound (665 mg, yield 89%) as a pale yellow solid.

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; HUNGKUANG UNIVERSITY; Chan, JinFeng; Chen, MingRen; LAI, SHITING; GUO, YIQIN; (36 pag.)TW2016/7932; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 1450-93-7, These common heterocyclic compound, 1450-93-7, name is 1H-imidazol-2-amine sulfate(2:1), 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.

EXAMPLE 1 5-(alpha,alpha,alpha-Trifluoro-m-tolyl)imidazo[1,2-a]pyrimidine A mixture of 2.64 g of 2-aminoimidazole hemisulfate, 1.64 g of anhydrous sodium acetate, 4.86 g of 3-dimethylamino-3′-(trifluoromethyl)-acrylophenone and 50 ml of glacial acetic acid was refluxed for six hours. The solvent was removed in vacuo to yield a crude solid. The solid was dissolved in dichloromethane and this solution was washed with saturated aqueous sodium bicarbonate solution. The organic layer was separated and dried over powdered anhydrous sodium sulfate. This solution was passed through a short column of a hydrous magnesium silicate and the effluent was refluxed on a steam bath with the gradual addition of hexane until turbidity was noted. After cooling the desired compound was collected by filtration and gave 1.20 g of pale yellow crystals, m.p. 160-163 C.

Statistics shows that 1H-imidazol-2-amine sulfate(2:1) is playing an increasingly important role. we look forward to future research findings about 1450-93-7.

Reference:
Patent; American Cyanamid Company; US5037980; (1991); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem