Category: 162356-38-9

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. 162356-38-9, name is 2-(2-Bromophenyl)-1H-imidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(2-Bromophenyl)-1H-imidazole

Step K 1-(4-Toluenesulfonyl)-2-(2-bromophenyl) imidazole A solution of 2.50 g (11.6 mmol) of 2-(2-bromophenyl)imidazole in 10 mL of methylene chloride was treated with 1.9 mL of triethylamine (13.8 mmol), 2.64 g (13.8 mmol) of p-toluenesulfonyl chloride and 100 mg of 4-dimethylaminopyridine. The reaction mixture was stirred at room temperature for 15 minutes then transferred to a separatory funnel and washed with water, 5percent aqueous citric acid, saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride. The organic layer was removed, dried over magnesium sulfate, filtered and solvents removed under vacuum. The crude product was chromatographed on silica, eluding with hexane/ethyl acetate (1:1), to give 4.16 g (11.0 mmol 95percent) of the product which was recrystallized from hexane. FAB-MS: calculated for C16 H13 BrN2 O2 S 376,378; found 377,379 (M+H, 50percent). 1 H NMR (200 MHz, CDCl3): 2.32 (s, 3H), 7.09 (d, 2 Hz, 1H), 7.12 (d, 8 Hz, 2H), 7.28 (m, 5H), 7.46 (m, 1H), 7.57 (d, 2 Hz, 1H).

The synthetic route of 162356-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5583130; (1996); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 162356-38-9, These common heterocyclic compound, 162356-38-9, name is 2-(2-Bromophenyl)-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.

General procedure: First, 100 mmol 2-phenylimidazole derivative introduced 400 ml of triethylamine. And continuously added with stirring 200 ml alkynyl, 6 mmol triphenylphosphine, 6 mmol of copper iodide (I) and 3 mmol of palladium acetate (II). The reaction mixture was then stirred for 20 hours at 80 . After cooling, the reaction mixture was diluted with 400 ml of methylene chloride, to separate a solid via filtration through a bed of salt C The filtrate was evaporated to dryness. The residue was dissolved in 300 ml of methylene chloride, 100 ml of concentrated aqueous ammonia with individual cleaning solution three times, and then washed three times with 100 ml of water, and dried over magnesium sulfate. After the solvent was removed in vacuo, the crude product was adsorbed onto silica gel (5 grams per gram of crude product silicone), and loaded into a silica gel column. First with dichloromethane to remove byproducts, but will be converted to THF solvent to elute the product. With spherical fractionating tube distillation or sublimation, resulting in the manipulation of the vacuum pump oil / solids release low-boiling components.

The synthetic route of 162356-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; STOESSEL, PHILIPP; HEIL, HOLGER; JOOSTEN, DOMINIK; PFLUMM, CHRISTOF; GERHARD, ANJA; BREUNING, ESTHER; (214 pag.)TWI520958; (2016); B;,
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. 162356-38-9, name is 2-(2-Bromophenyl)-1H-imidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(2-Bromophenyl)-1H-imidazole

Step K 1-(4-Toluenesulfonyl)-2-(2-bromophenyl) imidazole A solution of 2.50 g (11.6 mmol) of 2-(2-bromophenyl)imidazole in 10 mL of methylene chloride was treated with 1.9 mL of triethylamine (13.8 mmol), 2.64 g (13.8 mmol) of p-toluenesulfonyl chloride and 100 mg of 4-dimethylaminopyridine. The reaction mixture was stirred at room temperature for 15 minutes then transferred to a separatory funnel and washed with water, 5percent aqueous citric acid, saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride. The organic layer was removed, dried over magnesium sulfate, filtered and solvents removed under vacuum. The crude product was chromatographed on silica, eluding with hexane/ethyl acetate (1:1), to give 4.16 g (11.0 mmol 95percent) of the product which was recrystallized from hexane. FAB-MS: calculated for C16 H13 BrN2 O2 S 376,378; found 377,379 (M+H, 50percent). 1 H NMR (200 MHz, CDCl3): 2.32 (s, 3H), 7.09 (d, 2 Hz, 1H), 7.12 (d, 8 Hz, 2H), 7.28 (m, 5H), 7.46 (m, 1H), 7.57 (d, 2 Hz, 1H).

The synthetic route of 162356-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5583130; (1996); 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. 162356-38-9, name is 2-(2-Bromophenyl)-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., name: 2-(2-Bromophenyl)-1H-imidazole

Example 20 2-[2-({4-[(2,4-difluorophenoxy)methyl]phenyl}sulfonyl)plienyl]-l/r-imidazole; 2-(2-Bromophenyl)-lH-imidazole (WO 9407486; 1.0 g, 4.48 mmol) was dissolved in TEtaF (11 mL) and DMF (11 mL) and cooled to 00C. Sodium hydride (60percent dispersion in mineral oil, 197 mg, 4.93 mmol) was added and the reaction stirred for 20 min. 2-(Trimethylsilyl)ethoxymethyl chloride (0.79 mL, 4.93 mmol) was added and the reaction stirred overnight at room temperature. The reaction was quenched with MeOH then partitioned between water and Et2O. The organic layer was dried over MgSO4 and EPO concentrated in vacuo. The residue was purified by flash column chromatography, then used according to the method of Example 15 Step 1, followed by SEM-deprotection using trifluoroacetic acid in dichloromethane, to give the title compound. 1H NMR (500 MHz, DMSO): delta 12.10 (1 H, s), 8.24 (1 H, d, J 6.9 Hz), 7.77-7.71 (2 H, m), 7.65 (2 H, d, J 8.0 Hz), 7.53-7.50 (3 H, m), 7.29 (1 H, t, J 8.6 Hz), 7.23- 7.18 (2 H, m), 6.99 (1 H, t, J 7.6 Hz), 6.90 (1 H, s), 5.20 (2 H, s); m/z (ES+) 427 [MH+].

According to the analysis of related databases, 162356-38-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2006/97766; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem