Month: August 2021

Adding a certain compound to certain chemical reactions, such as: 714273-83-3, name is 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde, 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 714273-83-3, Recommanded Product: 5-(tert-Butyl)-1H-imidazole-4-carbaldehyde

Example 1 Preparation of 5-(tert-butyl)-1H-imidazole-4-carbaldehyde-d (deuterium aldehyde compound b), as Show in the Following Figure The specific process for preparing the compound comprises the following step: 5-(tert-butyl)-1H-imidazole-4-carbaldehyde (304 mg, 2 mmol) was weighed and added into a dry and round bottom flask with a volume of 50 mL, and nitrogen was aerated for protection. anhydrous EtOH (5 mL) and NaBD4 (420 mg, 10 mmol) was added into the reaction flask under nitrogen. The resultant mixture was reacted overnight at room temperature. To the quenching reaction, 10 mL water was added. The organic phase was extracted by ethyl acetate. The product was spin-dryed and to be used for the next step directly. 10 mL acetone and MnO2 (1.7 g, 20 mmol) was added, and reaction was carried out overnight at room temperature. Carrying out suction filtration via the sand core funnel, spin-drying the solvent, carrying out column chromatography isolation and purification to obtain off-white solid of 5-tert-butyl-1H-imidazole-4-carbaldehyde-d (199 mg, 1.3 mmol), with yield of 65%. 1H NMR (400 MHz, DMSO-d6) delta 6.97 (s, 1H), 6.66 (s, 1H) 1.05 (s, 9H); MS (ESI) m/z 154.10 (M+H)+ (calcd for C8H12DN2O 154.10).

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; MARINE BIOMEDICAL RESEARCH INSTITUTE OF QINGDAO CO., LTD.; LI, Wenbao; SUN, Tianwen; WANG, Shixiao; ZHAO, Jianchun; CAI, Bing; GUAN, Huashi; (17 pag.)US2018/140600; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 5465-29-2, These common heterocyclic compound, 5465-29-2, name is 2-Propylbenzimidazole, 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 solution of 10.0 mmol of compound 1a-1d in 14 mL of concentrated sulfuric acid was heated to 100-105C, 14 mL (0.26 mol) of 30% aqueous hydrogen peroxide was added dropwise with stirring,and the mixture was stirred for 1 h at 130C. After cooling, the mixture was poured into water and adjusted to pH 4, and the precipitate was filtered off.

Statistics shows that 2-Propylbenzimidazole is playing an increasingly important role. we look forward to future research findings about 5465-29-2.

Reference:
Article; Brusina; Nikolaev; Ramsh; Piotrovskii; Russian Journal of Organic Chemistry; vol. 52; 10; (2016); p. 1528 – 1530; Zh. Org. Khim.; vol. 52; 10; (2016); p. 1533 – 1535,3;,
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. 52099-72-6, name is 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C10H10N2O

200 g of Intermediate 1 was added to 1 L of DMF, and 50 g of sodium hydroxide was added.187g of 1,2-dibromoethane was added dropwise; after the addition was completed,Stir at room temperature for 4 hours, concentrate, and add the residual liquid to water.Filtration, washing with water, drying, to obtain 284 g of intermediate 2, the yield was 87%;

According to the analysis of related databases, 52099-72-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing Faen Chemical Co., Ltd.; Wang Kunpeng; Han Yuelin; (6 pag.)CN108456173; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1072-84-0, A common heterocyclic compound, 1072-84-0, name is 1H-Imidazole-4-carboxylic acid, molecular formula is C4H4N2O2, 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.

The nitroimidazole carboxylic acid was readily obtained by nitration of imidazole carboxylic acid (Scheme 2) as previously described [11,23].

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; Jean-Claude, Bertrand; US2012/283280; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 939-70-8, The chemical industry reduces the impact on the environment during synthesis 939-70-8, name is 1-(1H-Benzo[d]imidazol-2-yl)ethanone, I believe this compound will play a more active role in future production and life.

General procedure: A 10%solution of NaOH (5 ml) in EtOH was added to a solutionof 2-acetylbenzimidazole (4) (1.6 g, 0.01 mol) in absoluteEtOH (20 ml) at 0C with stirring. Then the solution of anaromatic aldehyde (0.01 mol) in absolute EtOH (10 ml)was added dropwise. The reaction mixture was stirred for12 h at room temperature. After completion of reaction(monitored by TLC), the reaction mixture was poured ontocrushed ice. The separated solid was filtered off, washedwith water, and dried. The residue was purified by columnchromatography (silica gel, eluent 10% ethyl acetate inpetroleum ether) to afford pure benzimidazole-derived chalcone 5a-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, 1-(1H-Benzo[d]imidazol-2-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Meshram, Gangadhar A.; Vala, Vipul A.; Chemistry of Heterocyclic Compounds; vol. 51; 1; (2015); p. 44 – 50; Khim. Geterotsikl. Soedin.; vol. 51; 1; (2015); p. 44 – 50,7;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 15965-54-5, name is 2-Chloro-5-methoxy-1H-benzo[d]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. Recommanded Product: 15965-54-5

Reference Example 52 5-Methoxy-2-chlorobenzimidazole (0.55 g), thiourea (0.2 g) and ethanol (10 ml) were refluxed for 2 hours. To the reaction mixture was added a solution of 1-methyl-8-chloromethyl-1,2,3,4-tetrahydroquinoline hydrochloride (0.51 g) and sodium hydroxide (0.3 g) in water (5 ml) and the mixture was refluxed for 5 hours. After completion of the reaction, ethanol was distilled off and water was added to the resulting residue, and the mixture was extracted with chloroform. After drying over anhydrous magnesium sulfate, chloroform was distilled off. The resulting residue was purified by silica gel column chromatography [eluent: n-hexane-ethyl acetate (4:1)] to give 8-(5-methoxy-2-benzimidazolyl)thiomethyl-1-methyl-1,2,3,4-tetrahydroquinoline (0.62 g). NMR (CDCl3)delta: 1.60-2.00 (2H, m), 2.70 (2H, t, J=7Hz), 2.73 (3H, s), 2.83-3.23 (2H, m), 3.73 (3H, s), 4.30 (2H, s), 6.67-7.40 (6H, m), 12.50 (1H, br.) In a manner analogous to Reference Example 52, the same compounds as those obtained in Examples numbered between 35 and 156 were produced using appropriate starting materials.

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

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; EP239129; (1991); B1;,
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. 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. Recommanded Product: 4-Bromo-1H-imidazole

[00328] To a flask was added 4-bromo-5H-imidazole (approximately 455 mg, 3.1 mmol) in N-methylpyrrolidine (6 mL) and 3,5-difluoropyridine (366 mg, 3.1 mmol) and potassium carbonate (429 mg, 3.1 mmol). The reaction was heated at 100 C for 12 hours. LCMS showed the formation of the product. The reaction was filtered and the crude product was purified by reverse phase chromatography (CI 8 100 g column (ISCO);10-90% water/acetonitrile with a trifluoroacetic acid modifier) to afford purified product. The fraction were combined and neutralized with an SPE-CO3H cartridge to afford the desired product.

The synthetic route of 2302-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; COLLIER, Philip, N.; DAVIES, Robert, J.; DENINNO, Michael, Paul; DOYLE, Elisabeth; FRANTZ, James, Daniel; GOLDMAN, Brian, Anthony; GRILLOT, Anne-Laure; KOLPAK, Adrienne, Lynne; KRAUSS, Raul, Eduardo; LEDFORD, Brian; LIAO, Yusheng; MAGAVI, Sanjay, Shivayogi; MALTAIS, Francois; PEROLA, Emanuele; RYU, Elizabeth, Jin-Sun; SYKEN, Joshua; TANG, Qing; WANG, Tiansheng; (221 pag.)WO2018/106643; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole, molecular formula is C5H7BrN2, 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. Application In Synthesis of 5-Bromo-1,2-dimethyl-1H-imidazole

Example 67: (4-chloro-3-(4-fluorobenzyl)-2-methoxyquinolin-6-yl)bis(1,2-dimethyl-1H-imidazol-5-yl)methanol A solution of n-BuLi (2.5 M in hexanes, 0.24 mL, 0.6 mmol) was added dropwise by syringe to a solution of 5-bromo-l ,2-dimethyl-lH-imidazole (107.8 mg, 0.616 mmol) in dry THF (6 mL) in a dry ice-acetone bath. After 1-2 minutes, (4-chloro-3-(4-fluorobenzyl)-2-methoxyquinolin~6- yl)( 1 ,2-dimethyl- lH-imidazol-5-yl)methanone (0.217 g, 0.512 mmol, Intermediate 46: step b) in dry THF (2 mL) was added to the mixture via syringe. After 5 minutes, the reaction was removed from the cold bath and was allowed to warm to ambient temperature overnight. The reaction was quenched with saturated aqueous ammonium chloride. Water was added and the aqueous mixture was extracted with dichloromethane. The combined organic layers were dried (Na^SC ), filtered, and concentrated to dryness. The crude product was purified by flash column chromatography (silica gel 0-10% MeOH-DCM) to provide the title compound, NMR (400 MHz, CDC13) delta 8.23 (d, J = 2.2 Hz, 1H), 7.63 (d, J = 8.7 Hz, 1H), 7.37 (dd, J = 8.8, 2.1 Hz, i l l). 7.30 – 7.25 (m, 2H), 6.97 – 6.92 (m, 21 1). 6.19 (s, 1H), 6.12 (s, 21 1). 4.22 (s, 2H), 4.07 (s, 3H), 3.37 (s, 6H), 2.24 (s, 6H); MS m/e 520.2 [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 24134-09-6, its application will become more common.

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; WO2015/57205; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem