Tag: M.W=200-300

Electric Literature of 92807-02-8, 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. 92807-02-8, name is Methyl 2-mercapto-1H-benzo[d]imidazole-4-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

(b) [2-BENZYLSULFANYL-1 BBENZIMIDAZOLE-4-CARBOXYLIC] acid amide (40) [0130] Sodium hydride (60% dispersion in mineral oil, 47 mg, 1.18 [MMOL)] was suspended in 2 mL DMF at 0 [C.] To this was added 165 mg of 2-mercapto-1 H- benzimidazole-4-carboxylic acid methyl ester (0.79 [MMOL)] in 2 mL DMF via canula. After rinsing with an additional 2 mL DMF the reaction was stirred for 10 minutes, at which time 115 muL of benzyl bromide (0.97 [MMOL)] was added via syringe. The reaction was stirred overnight, with warming to 23 [C.] After quenching with sat. NH4CI the solvent was removed by evaporation. The resulting crude solid was dissolved in 50 mL water and extracted with EtOAc (x3). The organic layer was dried [(MGS04),] filtered and concentrated. The material was filtered through a plug of silica gel utilizing 5% [ET2O/CH2CI2] as eluent and taken on to the next step. [0131] The methyl ester was converted to the amide using the method described by Jagdman et al. (Synth. Commun. (1990) 20: 1203-1208), with use of 6 equivalents of sodium methoxide, to give 95 mg of product (0.33 [MMOL,] 41 % overall) as a white solid. [0132] IR (KBr) 3443,3148, 3080,3003, 2960,2987, 1660,1597, 1579,1512, 1467, 1404,1244, 976,752, [706 CM~1. 1 H NMR (ACETONE-D6) o 4.] 69 (s, [2H),-6.] 84 (br s, 1 H), 7.22- 7.36 (m, 4H), 7.51-7. 55 (m, 2H), 7.58 (dd, [1H, J=] 1.1, 8.1 Hz), 7.95 (dd, [1H, J=] 1.1, 7.7 Hz), 9.31 (br s, 1 H), 11.91 [(BR S, 1 H). HPLC RT = 6. 137 MIN. HRMS CALCD FOR C15H12N30S+NA] 306. [0677,] found 306.0669. Anal. [(C1SHL3N3OS)] C, H, N, S.

The synthetic route of Methyl 2-mercapto-1H-benzo[d]imidazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2003/106430; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 10057-46-2, 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. 10057-46-2, name is 2-Amino-5-(trifluoromethyl)benzoimidazole, This compound has unique chemical properties. The synthetic route is as follows.

2-(2,3-Dih drobenzofuran-5-yl)-N-(5-(trifluoromethyl)-lH-bcnzo[Patent; 4SC DISCOVERY GMBH; LEBAN, Johann; ZAJA, Mirko; WO2014/202638; (2014); A1;,
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. 78597-27-0, name is 6-Iodo-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 6-Iodo-1H-benzo[d]imidazole

Preparation 23 Preparation of a Mixture OF 6-IODO-1- [3- (TETRAHYDRO-PYRAN-2-YLOXY)-PROPYL]-LH- benzoimidazole and 5-IODO-1- [3- (TETRAHYDRO-PYRAN-2-YLOXY)-PROPYL]-LH- benzoimidazole Stir 5-IODO-LH-BENZOIMIDAZOLE (U. S. S. R. pat. 1616911,30 Dec. 1990; 2.0 g, 8.2 mmol), 2- (2-bromoethoxy) tetrahydro-2H-pyran (4.0 mL, 26.5 mmol), sodium hydride (0.78 g, 32.8 mmol) in DMF (20 mL) at room temperature for 2 h. Extract the product with 3: 1 CHLOROFORM/ISOPROPYL alcohol and wash with saturated sodium chloride. Dry the organic phase over sodium sulfate and filter to give a dark yellow oil. Purify by silica gel flash chromatography eluting with dichloromethane to 10% THF/90% dichloromethane to afford a light yellow oil as a mixture of the two titled compounds (2.59 g, 83%). MS (electrospray, m/z) 387.1 (M+1).

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; ELI LILLY AND COMPANY; WO2004/50659; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 33469-36-2,Some common heterocyclic compound, 33469-36-2, name is 2-Phenyl-4-(trifluoromethyl)-1H-imidazole, molecular formula is C10H7F3N2, 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: Avessel containing 2-(2,6-dimethoxyphenyl)-4-(trifluoromethyl)-1H-imidazole (A) (3.734 g, 13.7 mmol) was chargedwith 18 mL of 3.75 N sodium hydroxide.The vessel was equipped with a condenser and heated in a 100 C oil bathfor 22 h. The mixture was cooled,diluted with 20 mL of water and washed once with 20 mL of ethyl acetate. The pH of the aqueous part was adjusted toca. 3 with 3 M HCl. The turbid solutionwas placed in a refrigerator for 5 h before collecting a solidprecipitate. The filtrate wasrefrigerated overnight to yield a smaller second crop for a combined recoveryof 3.202 g (94%) of 2-(2,6-dimethoxyphenyl)-1H-imidazole-4-carboxylic acid (B) as a pale pink solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Phenyl-4-(trifluoromethyl)-1H-imidazole, its application will become more common.

Reference:
Article; Hershberger, Paul M.; Hedrick, Michael P.; Peddibhotla, Satyamaheshwar; Mangravita-Novo, Arianna; Gosalia, Palak; Li, Yujie; Gray, Wilson; Vicchiarelli, Michael; Smith, Layton H.; Chung, Thomas D.Y.; Thomas, James B.; Caron, Marc G.; Pinkerton, Anthony B.; Barak, Lawrence S.; Roth, Gregory P.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 1; (2014); p. 262 – 267;,
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. 1038408-36-4, name is 6-Bromo-1-isopropyl-2-methyl-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., Product Details of 1038408-36-4

Under nitrogen protection, TCHP (460 mg) and Pd(Oac)2 (230 mg) were added into the mixture of 228 6-bromo-2-methyl-1-isopropyl-1H-benzo[d]imidazole (2.30 g, 9.10 mmol), 27 bis(pinacolato)diboron (3.50 g, 13.6 mmol) and 28 potassium acetate (2.70 g, 27.3 mmol) in anhydrous 29 DMSO (25 mL), and the reaction was reacted under nitrogen protection at 100 C. for 2 hrs. After cooling to room temperature, the reaction was quenched by adding 48 water, extracted with ethyl acetate (100 mL¡Á3), the organic layer was combined, washed with brine, dried over anhydrous sodium sulfate, concentrated under reduced pressure, and the filtrate was separated on column chromatography (eluant:petroleum ether/ethyl acetate (v/v)=2:1), to afford 1.60 g of a brown-yellow solid, yield was 58.6%. LC-MS(APCI): m/z=301.2 (M+1).

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; Shenzhen TargetRx, Inc.; Wang, Yihan; Ren, Xingye; Jin, Jian; Li, Huanyin; Ai, Yixin; (162 pag.)US2019/152954; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1207457-15-5, 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. 1207457-15-5, name is tert-Butyl 2-bromo-1H-imidazole-1-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 11 compound 8Peptide a (0.34 g, 0.00053 mol) , b (0.26 g, 0.0011 mol), tetrakis(triphenylphosphine)palladium(0) (0.031 g, 0.000026 mol) and sodium bicarbonate (0.22 g, 0.0026 mol) were suspended in dimethoxyethane and water in a 40 ml microwave vessel, degased and filled under an N2 atmosphere. The process was repeated 2x. Microwaved at 1500C for 20 min at which point the reaction was complete. LCMS showed desired product peak.The reaction mixture was diluted with CH2Cl2, washed with IN NaOH, extracted by CH2Cl2 2x, dried and concentrated. Purified by ISCO chromatography (4Og colunm, 0-50% EtOAc/Hexane). Intermediate c was reacted with TFA in methylenechloride for 30 mins and concentrated. LCMS showed 4 major peaks, DP peak at 1.32 min. The compound was dissolved in DMF, purified by prep HPLC (5%-30% 20 min, flow rate was reduced to 30 ml/min) and lyophilized to give 22 mg of compound 8 as a white loose powder.

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, tert-Butyl 2-bromo-1H-imidazole-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; DUDLEY, Dannette; FLYGARE, John, A.; NDUBAKU, Chudi; WO2010/17035; (2010); A2;,
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. 65039-05-6, name is 1-Butyl-3-methylimidazolium iodide, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 65039-05-6

General procedure: In a 50-mL, two-necked flask, 1-butyl-3-methylimidazolium chloride (5 mmol), selenium (5 mmol), Na2CO3 (10 mmol), H2O (5 mL), and a magnetic stirring bar were placed. Then, the reaction mixture was vigorous stirring under refluxing condition for 4 h. After the reaction was complete, and the resultant mixture was filtered, and the solvent evaporated under reduced pressure. Further purification by recrystallization or column chromatography on silica gel gave the pure product. All the products were characterized by NMR and HRMS. Detailed characterization of the previously known compounds from Table 2 arepresented in the Supplemental Materials.

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 65039-05-6.

Reference:
Article; Tian, Fengshou; Chen, Yahong; Li, Peng; Lu, Shiwei; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 189; 9; (2014); p. 1391 – 1395;,
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. 65039-05-6, name is 1-Butyl-3-methylimidazolium iodide, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H15IN2

To a stirred solution of 1-alkyl-3-methylimidazolium iodides (1 mmol) in H2O (10 ml) was added slowly a solution of AgF (1 mmol) in H2O (10 ml). After stirring at room temperature for 2 h, the mixture was filtrated and the water was evaporated under reduced pressure at room temperature. The crude residue was dissolved in anhydrous methanol. The subsequent filtration and the evaporation of the solvent under reduced pressure to give the corresponding product in quantitative yields.

According to the analysis of related databases, 65039-05-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhu, Zhi-Qiang; Jiang, Ming-Yue; Zheng, Chang-Ge; Xiao, Ji-Chang; Journal of Fluorine Chemistry; vol. 133; (2012); p. 160 – 162;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 255064-10-9, name is 6-Bromo-4-methyl-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 255064-10-9, category: imidazoles-derivatives

6-Bromo-4-methyl-lH-benzo[d]imidazole (1.02 g, 4.83 mmol) was dissolved in tetrahydrofuran (10 mL) at room temperature with stirring under nitrogen. 3,4-Dihydro-2H-pyran (3.5 mL, 38.4 mmol) and methanesulfonic acid (0.032 mL, 0.48 mmol) were added and the resulting mixture heated at 75 0C for 49 h. The resulting mixture was cooled to room temperature, diluted with ethyl acetate and washed with saturated aqueous sodium bicarbonate and brine. The organics were dried over magnesium sulfate, filtered and concentrated under reduced pressure. Flash chromatography (50-100 percent ethyl acetate in hexanes) gave the desired product (1.32 g, 4.47 mmol, 93 percent yield) as a light yellow solid. MS (ESI) m/z 295.1 [M] +, 297.3 [M+2]+.

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; SIGNAL PHARMACEUTICALS, LLC; ELSNER, Jan; HARRIS, Roy, L.; LEE, Branden; MORTENSEN, Deborah; PACKARD, Garrick; PAPA, Patrick; PERRIN-NINKOVIC, Sophie; RIGGS, Jennifer; SANKAR, Sabita; SAPIENZA, John; SHEVLIN, Graziella; TEHRANI, Lida; XU, Weiming; ZHAO, Jingjing; PARNES, Jason; MADAKAMUTIL Loui; FULTZ Kimberly; NARLA, Rama K.; WO2010/62571; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 342789-81-5,Some common heterocyclic compound, 342789-81-5, name is 1-Butyl-3-methylimidazolium methanesulfonate, molecular formula is C9H18N2O3S, 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.

5.2-1-butyl-3-methylimidazolium hexafluorophosphate (BMI.BF4)A mixture formed by 1,3-dimethyl imidazolium methanesulfonate (BMI.CH3SO3) (5.80 g; 24.6 mmol), sodium hexafluorophosphate (5.00 g; 29.8 mmol) and water (5.0 mL) was stirred at room temperature for 30 minutes. The resulting mixture, made up by two phases, was extracted with dichloromethane (3¡Á10 mL). The combined organic extract was washed with water (2¡Á20 mL) and dried with anhydrous sodium carbonate. The solvent was evaporated under vacuum and heated (80 C.), which produced the desired ionic liquid BMI.PF6 (6.64 g; 95% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Butyl-3-methylimidazolium methanesulfonate, its application will become more common.

Reference:
Patent; PETROLEO BRASILEIRO S.A. – PETROBRAS; US2008/45723; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem