Month: May 2021

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

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. 50591-22-5, name is 1-Methyl-1H-benzo[d]imidazol-5-ol, A new synthetic method of this compound is introduced below., SDS of cas: 50591-22-5

To a solution of intermediate 1 (250 mg, 772 umol, 1 .0 eq) and lH-Benzimidazol-5-ol, 1 -methyl- (149 mg, 1.0 mmol, 1.3 eq) in THF (lOmL) was added PPh3 (263 mg, 1.0 mmol, 1.30 eq.) and DIAD (203 mg, 1.0 mmol, 1.3 eq). The mixture was stirred at 15 C for 2 hrs. The solvent was removed. The residue was purified by flash column on silica: eluent: gradient from 0% to 50% ethyl acetate/ petroleum ether and second purification eluent: gradient from 0 % to 5% MeOH / DCM and intermediate 80 (240 mg, 61.6%) yield) was obtained as a colorless solid.

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; JANSSEN PHARMACEUTICA NV; WU, Tongfei; BREHMER, Dirk; BEKE, Lijs; BOECKX, An; DIELS, Gaston Stanislas Marcella; LAWSON, Edward Charles; MEERPOEL, Lieven; PANDE, Vineet; PARADE, Marcus Cornelis Bernardus Catharina; SCHEPENS, Wim Bert Griet; SUN, Weimei; THURING, Johannes Wilhelmus John F.; VIELLEVOYE, Marcel; (186 pag.)WO2018/65365; (2018); A1;,
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

Related Products of 29518-68-1, 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. 29518-68-1, name is 2-(1H-Benzo[d]imidazol-2-yl)ethanamine belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Starting amino compound (0.238 mmol) was dissolved in THF (25 mL) and triethylamine (10 drops) was added to the stirred solution. Acyl halide (0.149 mmol) was added dropwise to the stirred solution, which was then heated under reflux for 3h. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in EtOAc and washed with aq. K2CO3 solution followed by brine. The organic layer was then dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 1-5 methanol/DCM v/v.

The synthetic route of 2-(1H-Benzo[d]imidazol-2-yl)ethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Elshihawy, Hosam; Helal, Mohamed A.; Said, Mohamed; Hammad, Mohamed A.; Bioorganic and Medicinal Chemistry; vol. 22; 1; (2014); p. 550 – 558;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 30086-64-7,Some common heterocyclic compound, 30086-64-7, name is Hexahydro-1H-benzo[d]imidazole-2(3H)-thione, molecular formula is C7H12N2S, 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 mixture of alkyl chloroglyoxalates (5 mmol), cyclohexyl isocyanide (Cy-CN,5 mmol), and thiourea derivatives (5 mmol) was added to a mixture of GO-H2PO4(0.1 g) in acetonitrile for 2 h at 50 C. The catalyst was removed by filtration, and the solvent was evaporated to yield 4-hydroxy-thiazolidine-4-carboxylates. All products are solid and purified by recrystallization in ethanol.

The synthetic route of 30086-64-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Abdouss, Majid; Asadi, Elham; Daghlavi, Amneh; Ghasemi, Mohammad Hadi; Kowsari, Elaheh; Research on Chemical Intermediates; (2020);,
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

Electric Literature of 154094-97-0, 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. 154094-97-0 name is 2-(1H-Imidazol-1-yl)ethanamine hydrochloride, 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: At room temperature, to a red solution of compound 2 (150 mg,0.5 mmol) and triethylamine (0.14 mL, 1.0 mmol) in chloroform(40 mL), thionyl chloride (2.5 mL) was added dropwise. Themixture was stirred and heated under reflux for 5 h. The mixturegradually became a red solution. The reaction solution was then cooled to room temperature. The solvent was evaporated underreduced pressure. The residue was obtained under reduced pressurefor a period to get rid of most of the residual SOCl2 to give an orange solid residue. 4-(Dimethylamino)pyridine (70 mg,0.6 mmol) and different amine or alcohol derivative (1.80 mmol) inchloroform (30 mL) were added dropwise to the resultant residue.The reaction mixture instantaneously became a red solution. Thereaction mixture was heated under reflux for 5 h, and cooled toroom temperature. The solvent was evaporated under reducedpressure. The crude product was purified by silica gel columnchromatography to give the target compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(1H-Imidazol-1-yl)ethanamine hydrochloride, and friends who are interested can also refer to it.

Reference:
Article; Yu, Le-Mao; Zhang, Xiao-Ru; Li, Xiao-Bing; Yang, Yuan; Wei, Hong-Yu; He, Xi-Xin; Gu, Lian-Quan; Huang, Zhi-Shu; Pommier, Yves; An, Lin-Kun; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 525 – 533;,
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

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. 41270-74-0, name is 5-Phenyl-1H-imidazole-2-carboxylic acid, A new synthetic method of this compound is introduced below., Quality Control of 5-Phenyl-1H-imidazole-2-carboxylic acid

To a solution of intermediate 12-g (229 mg, 0.44 mmol) in DMF, cooled to 0¡ã C., were sequentially added 5-phenyl-1H-imidazole-2-carboxylic acid (195 mg, 0.87 mmol), HATU (220 mg, 0.57 mmol) and DIPEA (310 uL, 1.78 mmol) and the reaction mixture was stirred at 0¡ã C. for 1 hour. Saturated aqueous ammonium chloride and ethyl acetate were added; the organic layer was separated, washed with saturated aqueous ammonium chloride, saturated aqueous NaHCO3 and brine, dried over anhydrous MgSO4, filtered and concentrated in vacuo. Purification by silica gel chromatography provided intermediate 60-a as a white foam.

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; Pharmascience Inc.; Laurent, Alain; Proulx, Melanie; Rose, Yannick; Denissova, Irina; Dairi, Kenza; Jarvis, Scott; Jaquith, James B.; (189 pag.)US9284350; (2016); B2;,
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. 10394-39-5, name is 5-Methoxy-1-methyl-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C9H10N2O

To a solution of 5-methoxy-l-methyl-lH-benzo[d]imidazole (500 mg, 3.08 mmol) in CH2C12 (6 ml) was added BBr3 (3.1 g, 12.33 mmol) dropwise at 0C. After addition, the mixture was stirred for 2 h at 0C. The mixture was then quenched by slow addition to ice water (50 mL). The resulting mixture was extracted with CH2C12 (2×20 mL). The combined organic layers were washed with brine (30 mL), dried over Na2S04 and concentrated to give the title compound (100 mg, 21.9%) as a white solid which was used in next step without further purification. LCMS (m/z): 149.1 (M+l).

The synthetic route of 10394-39-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; BORIACK-SJODIN, Paula, Ann; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100730; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem