Category: imidazoles-derivatives

Adding a certain compound to certain chemical reactions, such as: 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, 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 1615-14-1, HPLC of Formula: C5H8N2O

The zinc containing ionic liquid catalyst based on1-alkylimidazole, (RIm)2ZnX2, was prepared by a metalinsertion reaction as follows.27 For the synthesis of(RIm)2ZnX2, an ethanol solution (100 mL) containing1-alkylimidazole (40 mmol) was added to an ethanolsolution containing zinc halide (20 mmol). This mixturewas stirred for 2 h at 50 C, after which the mixturewas filtered. A crystal solid was obtained after drying at 100 C for 24 h under vacuum. The products were named(Im)2ZnCl2 (ZnCl2, N-imidazole), (MIm)2ZnCl2 (ZnCl2,1-methylimidazole), (EIm)2ZnCl2 (ZnCl2, 1-ethylimidazole),(BIm)2ZnCl2 (ZnCl2, 1-butylimidazole), (HEIm)2ZnCl2 (ZnCl2, 1-(2-hydroxyethyl)imidazole), (EIm)2ZnBr2(ZnBr2, 1-ethylimidazole) and (EIm)2ZnI2 (ZnI2,1-ethylimidazole).

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:
Article; Kim, Dong-Woo; Park, Dae-Won; Journal of Nanoscience and Nanotechnology; vol. 14; 6; (2014); p. 4632 – 4638;,
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. 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-(1H-Imidazol-1-yl)ethanol

Compound A 1.12 g and compound B 0.95 g were added to a round bottom flask.Placed in a constant temperature oil bath at 65 C for 1 h20 mL of dichloromethane was added as a solvent to the round bottom flask.Then, the reaction was continued for 18 hours; after the reaction was completed, the solvent was evaporated under reduced pressure at 40 C.A white solid was obtained, washed several times with tetrahydrofuran, and dried in a vacuum oven.Obtaining intermediate I (quaternary ammonium alcohol) in a bottle for use, the yield of the intermediate is 91%,

According to the analysis of related databases, 1615-14-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shenzhen University; Chen Shiguo; Gu Jingwei; (36 pag.)CN109879823; (2019); 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. 50995-95-4, name is 2-Propylimidazole, A new synthetic method of this compound is introduced below., COA of Formula: C6H10N2

EXAMPLE 83 A mixture of 2-chloro-4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]oxazole (500 mg), 2-propylimidazole (1.10 g), potassium carbonate (1.38 g) and N,N-dimethylformamide (10 ml) was stirred at 120-130 C. for 4 hours. The reaction mixture was poured into water (100 ml), the resulting solid precipitate was filtered, air-dried and recrystallized from acetone-hexane to give 4-(4-chlorophenyl)-5-[3-(2-methoxyphenoxy)propyl]-2-(2-propyl-1-imidazolyl)oxazole as pale yellow prisms (233 mg, 39%). Melting point 89-90 C.

The synthetic route of 50995-95-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6605629; (2003); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 172499-76-2,Some common heterocyclic compound, 172499-76-2, name is Ethyl 3-(1H-imidazol-2-yl)propanoate, molecular formula is C8H12N2O2, 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 suspension of tBuOK (1.1 equiv. or 2.2 equiv.) and the imidazole derivative (1.0 equiv.) in DMF (6 mL/mmol) was stirred at rt for 1 h. The reaction mixture was treated with the corresponding alkyl bromide or alkyl mesylate (1.3 equiv. or 2.0 equiv.) and the temperature was raised up to 60 C and stirred at this temperature for 72 h. The solution was then diluted with EtOAc (20 mL/mmol) and washed three times with brine and H2O. The organic layers were dried over MgSO4, filtered, and concentrated. The crude product was purified by CC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 3-(1H-imidazol-2-yl)propanoate, its application will become more common.

Reference:
Article; Kerscher-Hack, Silke; Renukappa-Gutke, Thejavathi; Hoefner, Georg; Wanner, Klaus T.; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 852 – 880;,
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. 10394-38-4, name is 1-Methylbenzoimidazol-5-amine belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Methylbenzoimidazol-5-amine

Step 2 To the product from Step 1 (2.31 g, 15.7 mmol) in water (30 mL) at 0 C. was added conc. HCl (3.14 mL, 37.9 mmol). Sodium nitrite (1.16 g, 16.8 mmol) in water (5 mL) was added portionwise to the stirring solution of amine over a period of 30 minutes. The reaction was stirred at 0 C. for an additional 25 minutes and then added portionwise to a stirring 40-45 C. solution of potassium ethyl xanthate (2.93 g, 18.3 mmol) in water (10 mL). The reaction was stirred at 45 C. for an additional 30 minutes and then cooled to room temperature. The mixture was extracted with Et2O (2×75 mL). The organic extracts were concentrated in vacuo to give a yellow oil. The crude oil was purified by silica gel chromatography to give the desired xanthate ester as a yellow oil (1.68 g, 42%). 1H-NMR (400 MHz, CDCl3): delta 8.02 (s, 1H), 7.90 (s, 1H), 7.45 (m, 2H), 4.62 (q, 2H), 4.11 (s, 3H), 1.33 (t, 3H).

The synthetic route of 10394-38-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KALYPSYS, INC.; US2007/27184; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 570-22-9, 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 570-22-9 as follows.

A mixture of Zn(NO3)2·6H2O (0.0291g, 0.1mmol), Hcptpy (0.0277g, 0.05mmol), and H3idc (0.0126g, 0.1mmol) in distilled water (10mL) that adjusted the pH value to 4.5 with 0.5molL-1 NaOH aqueous solution was placed in a Teflon-lined tainless steel vessel (25mL), heated to 180 for 72h and then cooled to room temperature at a rate of 5/h. The yellow sheet crystalline products of 2 were obtained, washed with distilled water (5mL), and dried in air to give 0.0321g (yield 61.8% based on Zn). Anal. Calc. for C49H31N8Zn2O11 (%): C, 56.67; H, 3.00; N, 10.79. Found: C, 56.52; H, 3.08; N, 10.32%. IR(KBr, cm-1): 3133(s), 1596(m), 1548(m), 1401(vs), 1251(w), 1132(w), 870(w), 829(m), 784(m), 707(m), 634(w), 517(w).

According to the analysis of related databases, 570-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yuan, Fei; Wang, Ting-Ting; Hu, Huai-Ming; Li, Chuan-Ti; Zhou, Chun-Sheng; Wang, Xiaofang; Xue, Ganglin; Journal of Solid State Chemistry; vol. 251; (2017); p. 79 – 89;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 144689-93-0, 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. 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

20L reactor was added 300.0g (1.25mol) imidazole mono-, 1043.6g (1.87mol) BBTT, 44.8g (1.87mol) of lithium hydroxide and 7kg acetonitrile. The reaction system was increased to 70-75 5h, TLC or HPLC in control, raw reaction was complete. After cooling to 30-45 system To the system was added in portions 280.6g (5.0mol) of potassium hydroxide and 700g of water to form a solution. Plus complete, insulation reaction 4-5h, TLC or HPLC in control, raw reaction was complete. After 300g of water added to the system dropwise acetic acid adjusted to pH 5.5 to 6.5. After stirring for 1h incubation continued cooling to room temperature, filtered, the filter cake washed with a small amount of acetone to obtain 777.4g of intermediate 5 run. HPLC: 95.9%,Yield: 90.4%.

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, Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu Bang Pharmaceutical Co., Ltd.; Zhao, Guangrong; Huan, Shuang; Zhao, Huayang; Liu, Liping; Chen, Guoping; Tang, Jingyu; (19 pag.)CN105481842; (2016); 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. 288-32-4, name is 1H-Imidazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1H-Imidazole

General procedure: The zwitterionic surfactants synthesis was performed by adaptation of a literature procedure [22],which consists of two steps: the synthesis of an akyl imidazole molecule followed an alkylationutilizing 1,3-propane sultone. An imidazole solution (1.30 g, 0.0191 mol) in acetonitrile (10 mL) was added to a round-bottom flask containing potassium hydroxide (0.76 g, 0.013 mol) and potassium carbonate (0.50 g, 0.0036 mol).Then, a solution of n-alkyl bromide (0.012 mol) was added dropwise to the mixture, and the reaction proceeded for 16 h at 80 C under continuous stirring. After this period, the solids were removed byfiltration and the solution was diluted in 100 mL of ethyl acetate and washed three times with 50 mLof distilled water. The organic phase was dried with anhydrous magnesium sulfate, filtrated and thesolvent was evaporated under vacuum, giving a yellow residue. The given product was characterizedby 1H-NMR in CDCl3.

According to the analysis of related databases, 288-32-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Modenez, Iago A.; Sastre, Diego E.; Moares, Fernando C.; Marques Netto, Caterina G.C.; Molecules; vol. 23; 9; (2018);,
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. 16681-59-7, name is 2-Bromo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-1-methyl-1H-imidazole

Compound 7a (100 mg, 268 mumol), 2-bromo-1-methyl-1H-imidazole (65 mg, 402 mumol), triethylamine (73 muL, 541 mumol), and dimethylformamide (2 mL) were combined in a sealed tube. The mixture was sparged for 2 minutes with nitrogen, and bis(triphenylphosphine) palladium dichloride (19 mg, 27 mumol) was added followed by copper iodide (10 mg, 53 mumol). The mixture was sparged again with nitrogen and stirred for 20 minutes at 70 C under microwave irradiation. The reaction was diluted with ethyl acetate (50 mL), washed with a saturated solution of ammonium chloride (50 mL). The organic phase was dried over sodium sulfate and concentrated under reduced pressure and purified by flash chromatography on silica gel (DCM/MeOH: 96/4) to give compound 83 (62 mg, 137 mumol, 51%).1H NMR (400 MHz, Acetone- d6) delta 9.51 (s, 1H), 8.35 (s, 1H), 7.99 (ddd, J = 13.2, 7.4, 2.6 Hz, 1H), 7.57- 7.48 (m, 1H), 7.34 (dt, J = 10.5, 9.0 Hz, 1H), 7.14 (d, J = 1.2 Hz, 1H), 6.92 (d, J = 1.2 Hz, 1H), 4.46 (d, J = 5.8 Hz, 2H), 3.75 (s, 3H), 3.70 (s, 3H), 2.46 (s, 3H), 2.32 (s, 3H). 19F NMR (377 MHz, Acetone-d6) delta -139.91- -140.01 (dt, J = 22.1, 11.6 Hz), -147.12- – 147.23 (dt, J = 20.5, 10.4 Hz). MS (ESI): m/z [M+H]+ calcd for C23H22F2N5O3 : 454.4, found: 454.4

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; EMORY UNIVERSITY; SCHINAZI, Raymond F.; BOUCLE, Sebastien; AMBLARD, Franck; SARI, Ozkan; BASSIT, Leda; (169 pag.)WO2017/156255; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 1003-21-0, The chemical industry reduces the impact on the environment during synthesis 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, I believe this compound will play a more active role in future production and life.

A solution of 5-bromo-1-methyl-1H-imidazole (25.0 g, 155 mmol; dried over 3 A molecular sieves, then filtered) in DCM (310 mL) was stirred in an ice bath while iPrMgCl (72 mL, 2.01 M solution in THF, 145 mmol) was added rapidly dropwise under argon via pressure-equalizing addition funnel. Residual iPrMgCl was rinsed down with 50 mL THF, and the ice bath was removed and the reaction stirred for 25 minutes. A solution of tert-butyl 4-formylpiperidine-1-carboxylate (27.6 g, 130 mmol) in THF (65 mL) was added dropwise over ?5 minutes via pressure-equalizing addition funnel at room temperature. After stirring 1 hour at room temperature, the yellow mixture was quenched with 5 M aqueous NH4Cl (250 mL) in one portion. The organic layer was dried (Na2SO4), filtered, and concentrated to provide the crude title compound as a clear light amber oil.

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

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Fourie, Anne; Xue, Xiaohua; Cummings, Maxwell D.; US2015/105404; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem