Month: May 2021

Reference of 253453-91-7, The chemical industry reduces the impact on the environment during synthesis 253453-91-7, name is 2-Chloro-1-methyl-1H-imidazole, I believe this compound will play a more active role in future production and life.

Example XXIV Preparation of 2-Chloro-3-methyl-3H-imidazole-4-carboxylic acid To a 1-L, three-necked, round-bottomed flask equipped with a magnetic stirrer, nitrogen inlet and an addition funnel is added 2-chloro-1-methyl-1H-imidazole (1 equiv.) and THF (0.5 M). The reaction mixture is cooled to -78 C. and n-BuLi (2.5 M in hexanes, 1.05 equiv.) is added. The resulting mixture is stirred for 1 h and a solution of CO2 is bubbled into the solution. After the addition is complete, the cooling bath is removed and the reaction is allowed to warm to rt. The reaction mixture is quenched with satd. aq. NH4Cl, transferred to a separatory funnel, and extracted with EtOAc. The organic layer is washed with water, brine and dried over anhydrous Na2SO4. After filtration, the solvents are evaporated under reduced pressure to yield the product. The material is purified by recrystallization or column chromatography.

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-Chloro-1-methyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jones, Todd K.; Mani, Neelakandha; US2005/250948; (2005); 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. 253453-91-7, name is 2-Chloro-1-methyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 253453-91-7

To a solution of 2-chloro-1-methyl-1H-imidazole (92.8 g, 796 mmol) (see the Supporting Information for the synthesis) in anhydrous THF (1.8 L) was added dropwise a solution of t-BuLi (336 mL, 2.5 M, 840 mmol) in hexane at -60 C with stirring over 2 h. After the addition, a solution of (SS)-4 (221.6 g, 799 mmol) in anhydrous THF (1.0 L) was added dropwise to the above solution over 1 h at the same temperature. The resulting mixture was warmed from -60 C to r.t. with stirring overnight. TLC (PE-EtOAc, 1:1) showed the expected spot (Rf = 0.3). The mixture was poured into sat. aq NH4Cl (1 L) and extracted with EtOAc (3 × 0.8 L). The organic layers were combined, washed with brine (1 L), dried (Na2SO4), and concentrated. The crude product was purified by flash column chromatography on silica gel (PE-EtOAc, 10:1 ? 2:1) to give the title compound; yield: 189.9 g (60%); yellow solid; Rf = 0.3 (EtOAc-PE, 1:1).

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 253453-91-7.

Reference:
Article; Chen, Yantao; Goldberg, Frederick W.; Xiong, Jian; Wang, Shujun; Synthesis; vol. 47; 5; (2015); p. 679 – 691;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 40828-54-4, name is 1H-Benzo[d]imidazole-2-sulfonic acid, molecular formula is C7H6N2O3S, 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. SDS of cas: 40828-54-4

STEP A 2-(3-Hydroxypropylamino)benzimidazole Heat at 145-150 C. for two hours a mixture of 5 g (25 mmol) of 2-benzimidazolesulfonic acid and 5.7 ml (75 mmol) of 3-aminopropanol. Cool to 90 C. and add 15 ml of cold water, with vigorous stirring, until a precipitate is formed. Maintain at a temperature of approximately 4 C. for one night, filter the title compound precipitate, wash with cold water and dry. Yield: 95% Melting point: 139-140 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 40828-54-4, its application will become more common.

Reference:
Patent; Adir Et Compagnie; US5623073; (1997); 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. 914306-50-6, name is 1-(2,6-Diisopropylphenyl)-2-phenyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 914306-50-6

A 50 mL Schlenk tube flask was charged with iV-(2,6-diisopropyl phenyl)-2- phenylimidazole (7.60 g, 25 mmol), tris(acetylacetonate)iridium(III) (2.45 g, 5.0 mmol) and tridecane (1 mL). The reaction mixture was stirred under a nitrogen atmosphere and heated at 240 0C for 48 hours. After cooling, the solidified mixture was washed first with absolute ethanol followed by hexane. The residue was further purified by a silica gel column to give EPO fac-vacbeta (1.5 g). The product was further purified by vacuum sublimation. 1H and MS results confirmed the desired compound. lambdamax of emission = 476, 504 nm (CH2Cl2 solution at room temperature), CIE = (0.22, 0.43).

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 914306-50-6.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; WO2006/121811; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 5851-49-0, A common heterocyclic compound, 5851-49-0, name is 2-Heptyl-1H-benzo[d]imidazole, molecular formula is C14H20N2, 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.

2-Heptyl-benzimidazole (0.09 g, 0.42 mmol) was dissolved in acetonitrile (5 mL), potassium hydroxide (0.03 g, 0.53 mmol) was added and the mixture was refluxed for 30 min. 2-(Bromomethyl)naphthalene (0.11 g, 0.50 mmol) was added and the mixture was refluxed overnight.

The synthetic route of 5851-49-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shelton, Kerri L.; DeBord, Michael A.; Wagers, Patrick O.; Southerland, Marie R.; Williams, Travis M.; Robishaw, Nikki K.; Shriver, Leah P.; Tessier, Claire A.; Panzner, Matthew J.; Youngs, Wiley J.; Bioorganic and Medicinal Chemistry; vol. 25; 1; (2017); p. 421 – 439;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 29518-68-1, These common heterocyclic compound, 29518-68-1, name is 2-(1H-Benzo[d]imidazol-2-yl)ethanamine, 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: 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.

Statistics shows that 2-(1H-Benzo[d]imidazol-2-yl)ethanamine is playing an increasingly important role. we look forward to future research findings about 29518-68-1.

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

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. 68282-52-0, name is 2,4-Dimethyl-1H-imidazole-5-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C6H8N2O

88a) tert-butyl 4-(((2,5-dimethyl-1H-imidazol-4-yl)methyl)amino)-1-piperidinecarboxylate N-(tert-butoxycarbonyl-4-piperidinyl)amine (4.8 g), 2,5-dimethylimidazole-4-carbaldehyde (3.0 g) and acetic acid (1.7 ml) were dissolved in 1,2-dichloroethane (50 ml), under ice-cooling, sodium triacetoxyborohydride (7.7 g) was added thereto, and mixed at room temperature for 15 hours. The reaction solution was poured into an aqueous potassium carbonate solution, and extracted with chloroform. The extract was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and then the residue was purified with silica gel column to obtain a pale yellow oily title compound (8.0 g, quantitative). NMR (CDCl3) delta:1.27-1.40 (2H, m), 1.45 (9H, s), 1.85-1.90 (2H, m), 2.15 (3H, s), 2.31 (3H, s), 2.66-2.80 (3H, m), 3.71 (2H, s), 4.00-4.18 (2H, m), 6.06 (2H, brs).

The synthetic route of 68282-52-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1695961; (2006); A1;,
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 65039-05-6 as follows. category: imidazoles-derivatives

Add to a 100 mL round bottom flaskGlyphosate 1.69g (10mmol),Methanol (40 mL) and potassium hydroxide 0.62 g (11 mmol),Magnetic stirring at 50C,After the reaction solution is clarified,1-butyl-3-methylimidazolium iodide 2.66 g (10 mmol) was added,The reaction was stirred at room temperature for 0.75 hours.Dichloromethane (3 x 20 mL) was added for extraction.After the extraction is completed,The organic phase is washed once with saturated saline solution.Distilled and washed onceRotary evaporation,And dried in a vacuum drying oven to give a yellow oily liquid,Yield 90%.

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:
Patent; Zhejiang Academy Of Agricultural Sciences; Yu Jianzhong; He Hongmei; Zhang Changpeng; Xu Zhenlan; Wu Min; Zhang Chunrong; He Kaiyu; Zhu Yahong; Yu Ruixian; Zhao Hua; (8 pag.)CN107987104; (2018); 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. 256518-97-5, name is 2-Chloro-5-iodo-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 256518-97-5

2-Chloro-6-iodo-1H-benzimidazole (2.34 g, 8.4 mmol) was added to the reaction vessel under nitrogen atmosphere.Isopropyl boric acid (0.81 g, 9.2 mmol),Tetrakistriphenylphosphine palladium (0.09g, 0.08mmol),Potassium carbonate (3.48g, 25.2mmol),Toluene 60mL, ethanol 20mL and distilled water 20mL,Stir at 120 C for 3 h.After the end of the reaction, the reaction was quenched with distilled water, extracted with ethyl acetate, and the organic layer was dried over MgSO 4After purification by silica gel column chromatography, Intermediate 21-3 (1.23 g, 75%) was obtained

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 256518-97-5.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Dong Xiuqin; Cai Hui; (20 pag.)CN108727274; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

78597-27-0, name is 6-Iodo-1H-benzo[d]imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 6-Iodo-1H-benzo[d]imidazole

To a solution of (4-(3 -ethynylimidazo [1,2 -bjpyridazin-6-yl)phenyl)(4-methylpiperazin- 1- yl)methanone (30 mg, 0.089 mmol), and 5-iodo-1H-benzo[djimidazole in a mixture of THF and DMF (2:1, 1.5 mL) was added PdC12(PPh3)2 (3.0 mg, 0.004 mmol), Cul (1.6 mg, 0.0086 mmol), Et3N (1 mL) and then the reaction mixture was stirred? at room temperature for 12 h. The reaction mixture was concentrated in vacuo to dryness and the residue was purified by column chromatography (silica gel, eluent CH2C12/MeOH 95:5-9O: 10) to afford (4-(3-((1H- benzo [di imidazol-5-yl)ethynyl)imidazo [1 ,2-bjpyridazin-6-yl)phenyl)(morpholino)methanone (90 mg, 67%, AUC HPLC 99%) as a yellow solid. ?H NMR (400 MHz, DMSO-56) 5 (ppm):8.35 (s, 1H), 8.32 (d, J= 9.5 Hz, 1H), 8.21 (d, J= 8.4Hz,2H),8.20(s, 1H), 7.96(d, 1=9.5Hz, 1H),7.91 (s, 1H), 7.70(d, 1= 8.2Hz, 1H), 7.63 (d, J= 8.4 Hz, 2H), 7.49 (dd, J= 8.2, 1.2 Hz, 1H),3.79-3.32 (m, 8H); ?3C NMR (100 MHz, DMSO-d6) 5 (ppm: 168.52, 151.31, 143.81, 138.66,138.31, 137.19, 135.74, 127.84, 127.13, 126.34, 125.42, 117.50, 114,82, 112.69, 99.59,74.78, 66.04, 47.66; MS (ESI) mlz 449 [C26H20N602+Hjt

The synthetic route of 78597-27-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH (A*STAR); NACRO, Kassoum; CHENNAMANENI, Lohitha Rao; (62 pag.)WO2019/13703; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem