Month: July 2021

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. 79917-88-7, name is 1,3-Dimethyl-1H-imidazol-3-ium chloride, A new synthetic method of this compound is introduced below., Quality Control of 1,3-Dimethyl-1H-imidazol-3-ium chloride

(1) Take 10g mass purity1,3-dimethyl-imidazolium chloride 25mL of distilled water was added to dissolve the solid, was added 55mL of 30percent concentration of hydrofluoric acid, stirred and heated to 50oC in the original closed;(2) reaction of starting material at least sufficient 3h, then heated to 100oC, excess hydrogen fluoride was evaporated and the product gas of hydrogen chloride gas, tail gas absorption using calcium oxide, not dehydrated to give 1,3-dimethyl-imidazol-fluorinated ionic liquids;(3) not to dehydrated 1,3-dimethylimidazolidinone fluorinated ionic liquid was diluted with distilled water was added, the volume is not dehydrated 1,3-dimethyl-fluorinated ionic liquid with distilled water, is less than 1:50, was added to the AgNO3 solution was diluted, if precipitation production, continue to add 20mL hydrofluoric acid, repeating (1) and (2) step until no precipitate was produced, purified non-dehydrated 1,3-dimethylimidazolidinone fluoride ionic liquids;(4) dewatering the non-purified non-dehydrated 1,3-dimethylimidazolidinone fluoride at 120oC ionic liquid was dried under high vacuum at least 48h, in addition to the depth of water, in addition to hydrogen fluoride, to give a viscous liquid of viscosity liquid detection, viscous liquid was added to distilled water, distilled water with viscous liquid volume ratio of less than 1:50, sealed and heated to 30oC, with hydrogen detector dilution residual amount of hydrogen fluoride, if the reading is greater than> 0.1ppm, continue to 120oC and dried under high vacuum in addition to fluorideHydrogen until the concentration of hydrogen fluoride test <0.1ppm; detecting if the hydrogen fluoride concentration <0.1ppm, the resultant liquid is 1,3-dimethylimidazolidinone fluorinated ionic liquids, weighing 8.52g. The synthetic route of 79917-88-7 has been constantly updated, and we look forward to future research findings. Reference:
Patent; Beijing University; Li, Zhongning; Zhong, Xiongwei; Xiong, Ting; Hu, Xianwei; Xu, Junli; Wang, Zhaowen; Gao, Bingliang; Yu, Jiangyu; (27 pag.)CN103992275; (2016); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 35203-44-2, 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 35203-44-2 as follows.

General procedure: A solution of N-alkylimidazole (10 mmol, 2 equivalents) and Dibromoalkane (5 mmol, 1 equivalent) was refluxed in toluene (20 mL) for 24?30 h. The reaction mixture was allowed to cool and toluene was decanted leaving a sticky solid behind. The sticky solid was washed three times with dry THF and finally with diethyl ether once. Solvent was removed under vacuum to get a white amorphous hygroscopic powder (88?94 percent yield). NMR spectra were recorded in D2O and/or DMSO-d6.

According to the analysis of related databases, 35203-44-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Aher, Sainath Babaji; Bhagat, Pundlik Rambhau; Research on Chemical Intermediates; vol. 42; 6; (2016); p. 5587 – 5596;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-carboxylate, 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. Computed Properties of C7H10N2O2

Methyl 2-fluoro-5-nitrobenzoate (21.9 g, 0.11 mol) and ethyl 4-methyl-5-imidazole-carboxylate (15.4 g, 0.1 mol) were dissolved in DMSO (150 mL). Cesium carbonate (32.6 g, 0.1 mol) was added and the mixture was stirred at RT for 24 h. TLC analysis (ethyl acetate) showed a new spot with Rf 0.4. The reaction mixture was poured into ice water and left to stand for 3 hours. A precipitate could be seen at the bottom of the flask. The solid was isolated by filtration, after washing with water several times. The product (31.3 g) was obtained in yield 94percent. 1H NMR (300 MHz, CDCl3): dH 1.45 (3H, t, J = 7.1 Hz, COOCH2CH3), 2.33 (3H, s, NCCH3), 3.72 (3H, s, COOCH3), 4.39 (2H, q, J = 7.1 Hz, COOCH2CH3), 7.47 (1H, s, NCHN), 7.52 (1H, d, J = 8.6 Hz, CCHCHCNO2CH), 8.53 (1H, dd, J = 8.6 and 2.8 Hz, CCHCHCNO2CH), 8.94 (1H, d J = 2.8 Hz, CCHCHCNO2CH).

The synthetic route of 51605-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jackson, Alexander; Guilbert, Benedicte B.; Plant, Stuart D.; Goggi, Julian; Battle, Mark R.; Woodcraft, John L.; Gaeta, Alessandra; Jones, Clare L.; Bouvet, Denis R.; Jones, Paul A.; O’Shea, Dennis M.; Zheng, Penny Hao; Brown, Samantha L.; Ewan, Amanda L.; Trigg, William; Bioorganic and Medicinal Chemistry Letters; vol. 23; 3; (2013); p. 821 – 826;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, 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 17325-26-7, SDS of cas: 17325-26-7

For methyl 1-tritylimidazole-4-carboxylate (6), trityl chloride(1.77 g, 6.35 mmol) was first stirred into a solution of 5 (0.80 g,6.3 mmol) in DMF (20 mL) under N2. NEt3 (0.98 mL, 7.0 mmol) wasthen added, and the mixture stirred for 16 h at r.t. before being pouredover ice; the cold mixture was then filtered and the isolated solid waswashed with H2O (2 × 5 mL), and then dried in vacuo at r.t. for 24 h.Yield: 2.01 g (86%). 1H NMR (CDCl3): delta 7.65 (s, 1H, H5-Im), 7.52 (s, 1H,H2-Im), 7.03-7.36 (m, 15H, Ph3C), 2.42 (s, 3H, CH3-Im). ESI-MS: 369(M+), 243 (CPh3). Anal. Calcd. for C24H20N2O2: C, 78.24; H, 5.47; N,7.60. Found: C, 78.35; H, 5.6; N, 7.4.

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

Reference:
Article; Kennedy, David C.; James, Brian R.; Inorganic Chemistry Communications; vol. 78; (2017); p. 32 – 36;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 1632-83-3, name is 1-Methylbenzimidazole, 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. Application In Synthesis of 1-Methylbenzimidazole

General procedure: 4.3 General procedure for CuO-catalyzed arylation and alkenylation of 1,3-azole (0012) Under argon, 0.5mmol of the bromobenzene or bromoalkene was added to the reaction mixture containing 0.25mmol of the benzoxazole, 0.5mmol K2CO3, 0.025mmol CuO, and 0.075mmol PPh3, followed by the addition of 2mL dry diglyme. The sealed reaction tube was stirred at 160C for 5-24h. After cooling, the reaction mixture was centrifuged to remove solid and separated the organic phase. Then, organic phase was extracted and dried over anhydrous MgSO4, and concentrated under reduced pressure after filtered. The residue was purified by column chromatography on silica gel eluted to afford corresponding product.

The synthetic route of 1-Methylbenzimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Wu; Tian, Yujie; Zhao, Na; Wang, Yuanyuan; Li, Jia; Wang, Zhenghua; Tetrahedron; vol. 70; 36; (2014); p. 6120 – 6126;,
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: A mixture of CuatCu2O NPs nanocomposite (5 mol% ofCu), Cs2CO3(1.5 mmol), N-heterocycle (1.0 mmol), aryl halide(1.0 mmol), and DMSO (2 mL) under air was stirred for 1 h at 110 C.After completion of the reaction as indicated by TLC, the heterogeneous mixture was cooled to room temperature and diluted with ethyl acetate (10 mL). The mixture was filtered through a pad of celite. The filtrate was concentrated and then residue was purified by column chromatography (SiO2, ethyl acetate and n-hexane) to yield pure product. The catalysts were recovered by simple filtration and washed extensively with acetone and deionized water and then drying in the air.

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 288-32-4.

Reference:
Article; Movahed, Siyavash Kazemi; Dabiri, Minoo; Bazgir, Ayoob; Applied Catalysis A: General; vol. 481; (2014); p. 79 – 88;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 288-32-4,Some common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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 25 mL flask with a magnetic stirring bar was charged with CuI(9.6 mg, 0.05 mmol), metformin (0.1 mmol), Cs2CO3 (652 mg,2.0 mmol), imidazole (1.0 mmol), an aryl halide (1.1 mmol), andDMF (5 mL). The mixture was stirred for 10 min at room temperature,and then heated to 110?C for the appropriate amount of time(see Table 2). The progress of the reaction was monitored by TLC.After completion of the reaction, the mixture was extracted with EtOAc (5 1 mL) and the organic phase separated and evaporated. Further purification by column chromatography gave the desired coupled product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-Imidazole, its application will become more common.

Reference:
Article; Ghorbani-Vaghei, Ramin; Hemmati, Saba; Veisi, Hojat; Tetrahedron Letters; vol. 54; 52; (2013); p. 7095 – 7099;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 6160-65-2, 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. 6160-65-2, name is 1,1′-Thiocarbonyldiimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of thiocarbonyldiimidazoe (206 mg, 1.10 mmol) in DCM (3 mL) at 0C, a solution of tertbutyl 4(3aminophenyl)piperidine1carboxylate (160 mg, 0.58 mmo) in DCM (2 mL) was added dropwise and the mixture was stirred at rt for 3 h. The reaction mixture was cooled again to 0 00 and a solution of ammonia in MeOH 7N (2 mL) was added dropwise. The reaction mixture was stirred at rt for 16 h. Water was added andextracted with DCM. Purification by flash chromatography, silica gel, gradient hexane to 50% acetone afforded the desired product (180 mg, 93% yield) as white foam, 1H NMR (400MHz, ODd3) 6 ppm: 8,16 (bs, 1H), 7.39 (t, J=7.6Hz, 1H), 7.18 (d, J7.6Hz, 1H), 7.12 (d, J=76Hz, 1H), 7.09 (m, 1H), 6.17 (bs, 2H), 4.26 (m, 2H), 2.81 (m, 2H),2.68 (m, IH), 1.83 (m, 2H(, 1.62 (m, 2H), 1.50 (m, 9H).

The synthetic route of 1,1′-Thiocarbonyldiimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; CUEVAS CORDOBES, Felix; ALMANSA-ROSALES, Carmen; GARCIA LOPEZ, Monica; WO2015/91939; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 870837-18-6, 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 870837-18-6 as follows.

General procedure: A suspension of indolinone (0.3mmol), aldehyde (0.3mmol) and pyridine (30muL) in methanol (1mL) were heated under microwave irradiation at 100 C for 30 minutes. The reaction mixture was cooled to room temperature and the resulting precipitate was removed by filtration, carefully washed with methanol and dried in vacuo. When no precipitate was observed methanol was removed under vacuum and the residue was purified by silica gel chromatography to give the desired product.

According to the analysis of related databases, 870837-18-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Goering, Stefan; Taymans, Jean-Marc; Baekelandt, Veerle; Schmidt, Boris; Bioorganic and Medicinal Chemistry Letters; vol. 24; 19; (2014); p. 4630 – 4637;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1003-91-4, name is 2,4,5-Tribromo-1-methylimidazole, 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 1003-91-4, COA of Formula: C4H3Br3N2

To a solution of N-methylimidazole (1.64 g, 19.97 mmol) and sodium acetate (25 g, 300 mmol) in acetic acid (180 mL) at room temperature was added bromine (9.6 g, 60.07 mmol) dropwise as a solution in 20 mL acetic acid. The resulting mixture was stirred for 2.5 h at room temperature. Acetic acid was removed in vacuo, the residue was suspended in 500 mL water and stirred at room temperature for 10 minutes. The resultant precipitate was filtered, washed with water and dried under high vacuum to give 2,4,5-tribromo-l-methyl- lH-imidazole (1.82 g, 29% – some product remained in the mother liquor) as a light yellow powder. Used without further characterization. To a suspension of the tribromide (1.82 g, 5.71 mmol) in 45 mL water was added sodium sulfite (13 g, 103 mmol) and the resulting mixture was stirred at rapid reflux for 24 h. After cooling to room temperature, organics were extracted with ether (3 chi 75 mL), dried over magnesium sulfate, filtered and concentrated to give 1.61 g of a mixture of tri-, di- and monobromoimidazoles. This mixture was re-subjected to the reduction conditions (same quantity of sodium sulfite) using 15 mL of 3: 1 water/acetic acid as solvent and heating in a sealed vessel at 130 C for 60 h. After cooling to room temperature, the pH of the reaction mixture was adjusted to 9-10 by addition of 2 N sodium hydroxide. Organics were extracted with ether (3 chi 50 mL), dried over magnesium sulfate, filtered and concentrated to give crude 4-bromo-l -methyl- lH-imidazole (571 mg, ca. 62%). Used without further characterization.. 4-Butyl-l -methyl- lH-imidazole (95 mg, 22 %) was synthesized as in Example 3.1 using 4-bromo-l -methyl- lH-imidazole (571 mg, ca. 3.53 mmol) in place of 5-bromo-2- formylfuran and propylboronic acid (372 mg, 4.24 mmol) in place of hexylboronic acid. Used without further characterization. To a solution of diisopropylamine (0.13 mL, 0.918 mmol) in 2 mL anhydrous tetrahydrofuran at – 0C was added -butyllithium (0.34 mL, 2.5 M in hexanes) dropwise. The solution was stirred while warming to -20 C over 20 minutes. After cooling to -78 C, 4-butyl-l -methyl- lH-imidazole (95 mg, 0.765 mmol) was added dropwise as a solution in 2 mL anhydrous tetrahydrofuran. The resulting solution was stirred for 40 minutes at -78 C. Dimethylformamide (0.24 mL, 3.06 mmol) was added and the solution stirred while warming to room temperature. The reaction mixture was poured into 15 mL of 1 N hydrochloric acid and stirred for 5 minutes. The pH of the reaction mixture was adjusted to 7-8 by careful addition of saturated sodium bicarbonate solution. Organics were extracted with dichloromethane (3 chi 20 mL), dried over magnesium sulfate, filtered and concentrated. The crude residue was subjected to chromatography on silica gel with gradient elution (5-50% ethyl acetate in hexanes) to give l -methyl-4-propyl-lH-imidazole-2-carbaldehyde (9 mg, 8%) as an off-white solid. Used without further characterization.

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, 2,4,5-Tribromo-1-methylimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; PROVID PHARMACEUTICALS INC.; EBRIGHT, Richard H.; EBRIGHT, Yon W.; SHEN, Juan; BACCI, James; HIEBEL, Anne-Cecile; SOLVIBILE, William; SELF, Christopher; OLSON, Gary; WO2013/192352; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem