Month: August 2021

Synthetic Route of 641571-13-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 641571-13-3 as follows.

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid (12 mg, 0.0436 mmol), 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (22.6 mg, 0.059 mmol), and TEA (7.2 mg, 0.078 mmol) were dissolved in DMF (0.2 ml), the solution was stirred at 45 C. for 30 minutes, the compound F (10.2 mg, 0.039 mmol) was then added, and the solution was stirred at 45 C. for 12 hours. After the reaction was completed, ethyl acetate was added and the reaction mixture was washed with a saturated aqueous NaCl solution. The organic layer was dried with sodium sulfate anhydrous and filtered, and then the solvent was removed under reduced pressure. The residue was crystallized to obtain a target compound 3-(4-methyl-1H-imidazol-1-yl)-N-(3-(2-oxo-2,3-dihydro-1H-thieno[3,4-b][1,4]diazepine-4-yl)phenyl)-5-(trifluoromethyl)benzamide (15.6 mg, 78%). 1H NMR (400 MHz, DMSO-d6) delta 10.71 (1H, s), 10.53 (1H, s), 8.49 (1H, s), 8.43-8.42 (2H, m), 8.26 (1H, s), 8.22 (1H, s), 8.06 (1H, dd, J=8.2, 1.4 Hz), 7.79 (1H, d, J=8.0 Hz), 7.73 (1H, s), 7.58-7.54 (2H, m), 7.04 (1H, d, J=4.0 Hz), 3.61 (2H, s), 2.20 (3H, s). (Exact mass 509.11, m/z 510.1186)

According to the analysis of related databases, 641571-13-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Industry-University Cooperation Foundation Hanyang University ERICA Campus; HAH, Jung-Mi; LEE, Jung Hun; KIM, Minjung; (30 pag.)US2018/37589; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 583-39-1, 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. 583-39-1, name is 2-Mercaptobenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General method: Benzimidazole-2-thiol (7) (1 eq) and pertinent acid chloride or acid anhydride (1.1 eq) were dissolved in pyridine (4.4 eq) under a nitrogen atmosphere. The reaction mixture was stirred overnight at room temperature. After quenching with water (10-25 ml), ethyl acetate (30-45 ml) was added. The organic phase was extracted with 3M hydrochloric acid (3 × 25 ml), dried over magnesium sulfate and concentrated under reduced pressure. The crude product was purified as stated below.

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-Mercaptobenzimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Braun, Stephan; Botzki, Alexander; Salmen, Sunnhild; Textor, Christian; Bernhardt, Guenther; Dove, Stefan; Buschauer, Armin; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 4419 – 4429;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 10111-08-7,Some common heterocyclic compound, 10111-08-7, name is Imidazole-2-carboxaldehyde, molecular formula is C4H4N2O, 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.

Step a: 1-Benzyl-1H-imidazole-2-carbaldehydeTo a solution of the compound 1H-imidazole-2-carboxaldehyde (5 g, 52.0 mmol) in methanol (20 mL) was added acetone (40 mL), potassium carbonate (21.56 g, 156.2 mmol) and tetrabutyl ammonium bromide (catalytic amount). The reaction mixture was stirred at room temperature for 1 hour followed by the addition of benzyl bromide (8.9 g, 52.0 mmol). The reaction mixture was stirred at room temperature for 4 hours. The mixture was filtered through sintered funnel and the filtrate was concentrated under reduced pressure. The residue thus obtained was purified by column chromatography using 0.5% methanol in dichloromethane to furnish the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Imidazole-2-carboxaldehyde, its application will become more common.

Reference:
Patent; Kumar, Naresh; Kaur, Jaskiran; Ray, Abhijit; Gupta, Suman; Malhotra, Shivani; Shirumalla, Rajkumar; US2010/144801; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 312-73-2, 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. 312-73-2, name is 2-(Trifluoromethyl)-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Compound II (60.00g, 0.322mol, 1.0eq.) And potassium carbonate (89.01g, 0.644mol, 2.0eq.) Were added to 600mL DMF, and iodomethane (91.4g, 0.644mol, 2.0eq) was added dropwise at 0 C. .), After the addition was completed, the reaction was performed at 25 C for 1h. TLC showed that the raw materials had reacted. The system was poured into 1L of ice water, washed with water (100mL * 2), filtered to obtain a white solid, washed with water (100mL * 2), white solid Dissolved in ethyl acetate, dried over anhydrous magnesium sulfate, and concentrated to give compound III-1 as a white solid 62.00g, yield: 97.1%

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-(Trifluoromethyl)-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Yaoshi Technology Co., Ltd.; Wang Zhengjiang; Xia Aihua; (15 pag.)CN110903245; (2020); A;,
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. 1072-62-4, name is 2-Ethyl-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Ethyl-1H-imidazole

General procedure: To a solution of (benzofuran-2-yl)(phenyl)methanol 4 (224 mg, 1 mmol) in dichloromethane (50 mL) was added methanesulfonyl chloride (1.2 mmol) and triethylamine (2 mmol) at 0 oC. The resulting mixture was stirred at room temperature for 12 h. After quenching the reaction with water (50 mL), the layers were separated. The organic phase was dried over anhydrous Na2SO4 and concentrated, and used for the next synthetic step. A mixture of the previous methanesulfonate and imidazole or substituted imidazole (3 mmol) was stirred in acetonitrile (20 ml) at reflux for 24-48 h (monitored by TLC). After cooling to room temperature, the solvent was concentrated, and the residue was diluted with EtOAc (20 mL). The organic layer was washed with water (20 mL) and brine (20 mL), dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography (silica gel, petroleum ether 60-90 oC : ethyl acetate = 3:1?1:1) to afford 6-9 in 60-75% yield (two steps) as yellow oil or powder.

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:
Article; Wang, Xue-Quan; Liu, Lan-Xiang; Li, Yan; Sun, Cheng-Jun; Chen, Wen; Li, Liang; Zhang, Hong-Bin; Yang, Xiao-Dong; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 111 – 121;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 13750-62-4, A common heterocyclic compound, 13750-62-4, name is 1-Benzyl-2-methyl-1H-imidazole, molecular formula is C11H12N2, 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: 1-Benzyl-2-methylimidazole (0.32 cm3, ?2 mmol) was dissolved in acetonitrile (10 cm3) and then slowly added to warm solution of PdCl2 (0.18 g, 1 mmol) (in the synthesis of thiocyanate complex the NH4SCN (0.15 g, 2 mmol) was added) in acetonitrile (30 cm3). The mixture was refluxed for about 2 h and after the time the reaction solution was filtered and yellow single crystals were obtained by slow evaporation of the solvent. Yield: 88% for chloride complex (1) and 92% for thiocyanate analog (2).(0006)(1): IR (KBr): 3155 nuArH; 2927 nuCH; 1543 nuCN, 1497 nuC=C; 1454, 1351 delta(C-CH in the plane); 1274, 1155 delta(N-CH in the plane); 1067 delta(CH3); 750, 695 delta(Im ring).(0007)1H NMR (400 MHz, CDCl3) delta 7.43-7.26 (m, Ph), 7.17 (d, J = 1.8 Hz, Im), 7.13-7.06 (m, Ph), 6.74 (d, J = 1.8 Hz, Im), 5.03 (s, CH2), 2.92 (s, CH3).(0008)UV-Vis (acetonitrile, lambda (nm): 401.5, 276.1, 228.4, 211.5.

The synthetic route of 13750-62-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ma?ecki; Maro?; Polyhedron; vol. 50; 1; (2013); p. 452 – 460;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 3752-24-7, 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. 3752-24-7, name is 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 1 1-[4-(4,5,6,7-tetrahydro-1H-benzimidazol-1-yl)phenyl]carboxaldehyde A mixture of 4,5,6,7-tetrahydro-1H-benzimidazole [25.6 g, 0.21 mol, prepared by following the procedure of H. Schubert and H. Fitsche, J. Prakt, Chem 4, (7), 407 (1958)], p-fluorobenzaldehyde (26 g, 0.21 mol) anhydrous K2 CO3 (29.2 g, 0.21 mol) and CuO (300 mg) in pyridine (100 ml) is heated under reflux for 18 hours. The reaction mixture is cooled, CH2 Cl2 is added and the solution is filtered. The inorganic residue is washed exhaustively with CH2 Cl2. The filtrate and the washings are combined and evaporated to dryness. The residue is dissolved in CH2 Cl2, filtered through silica gel and the filtrate is evaporated to give 15.5 g of the product, 1-[4-(4,5,6,7-tetrahydro-1H-benzimidazol-1-yl)phenyl]carboxaldehyde, mp 104-105 C.

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, 4,5,6,7-Tetrahydro-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Warner-Lambert Company; US4717730; (1988); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2963-77-1 as follows. Recommanded Product: 4-(1H-Benzo[d]imidazol-2-yl)aniline

2,3-dihydro-benzo[1,4]dioxine-6-carboxylic acid (4-formyl-phenyl)-amide (0.1 mmol, 0.0284 g), 4-(1H-benzoimidazol-2-yl)-phenylamine (0.1 mmol, 0.021 g) and NaBH(OAc)3 (1.0 mmol, 0.211 g) were stirred in DMF (2 ml) at room temperature for 24 h. Then NaBH(OAc)3 (0.5 mmol, 0.11 g) was added to the reaction. The resulting mixture was stirred at room temperature for 36 h. Water (10 ml) was added to quench the reaction. Aq. K2CO3 solution (5 %) was added to neutralize the pH to ca. 7. The formed solid was filtered and washed with water (2 x 4 ml). The title compound was obtained as brown solid (0.042 g, 88 %). 1H NMR delta 4.33-4.30 (m, 6H), 6.72-6.69 (m, 3H), 6.97 (d, J= 8.1 Hz, 1H), 7.12-7.08 (m, 2H), 7.35 (d, J= 8.1 Hz, 2H), 7.55-7.40 (m, 4H), 7.71 (d, J= 8. 1 Hz, 2H), 7.87 (d, J= 8.1 Hz, 2H), 10.02 (s, 1H), 12.41 (br s, 1H). MS m/z = 477 (M+1)

According to the analysis of related databases, 2963-77-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IMCLONE SYSTEMS INCORPORATED; WO2005/42496; (2005); 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. 13750-62-4, name is 1-Benzyl-2-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Benzyl-2-methyl-1H-imidazole

General procedure: A solution mixture of the intermediate 3 (818 mg, 1.5 mmol) and 1,2-dimethyl imidazole (173 mg, 1.8 mmol) in acetonitrile (2 mL) was heated at 70 C for 30 h. The solvent was removed under reduced pressure, and the residue was washed with a mixture solvent (hexane/ethyl acetate = 10:1) and dried in vacuo to give an intermediate 4a, to which HCl solution (3 mL, 4 M in dioxane) was added. The reaction mixture was stirred at room temperature for 5 h and the precipitation was filtered and washed with hexane to give the Boc deprotected intermediate, which was used for the next step directly without further characterization. The Boc deprotected intermediate was subsequently neutralized by Na2CO3 (159 mg, 1.5 mmol) in MeOH (2 mL). The mixture was stirred for 5 h and the solvent was removed to dryness. The solid residue was dissolved in dry CH2Cl2 and filtered, and concentrated to give the product 5a as a white solid (550 mg, 68% yield for 2 steps).

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:
Article; Kang, Guowei; Lin, Silong; Shiwakoti, Atul; Ni, Bukuo; Catalysis Communications; vol. 57; (2014); p. 111 – 114;,
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. 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H6F2N2

Step b): 4-(4-chloro-6-(2-(difluoromethvn-1 H-benzordlimidazol-l -ylVI ,3,5-triazin-2- vDmorpholine (25).Compound 24 (425 muetaetaomicronIota, 1 .0 eq.) was dissolved in DMF (2 mL) and cooled to -5C, treated with anhydrous potassium carbonate (1.44 eq.) and 2-(difluoromethyl)-1 /-/- benzo[c/]imidazole (1 .4 eq.), stirred for 30 min and further stirred at RT for 4 h. The reaction mixture was diluted with water and the precipitate was filtered and washed with small amounts of water. Purification was done by silica gel flash column chromatography.

The synthetic route of 705-09-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF BASEL; CMILJANOVIC, Vladimir; CMILJANOVIC, Natasa; GIESE, Bernd; WYMANN, Matthias; WO2011/114275; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem