Category: 288-32-4

288-32-4, A common compound: 288-32-4, name is 1H-Imidazole, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

EXAMPLE 1 68 g of imidazole are dissolved in 245 g of a 37% strength by weight aqueous formaldehyde solution, 28 g of potassium hydroxide are added to the solution, and the mixture is refluxed for 3 hours. 1.3 liters of 65% strength nitric acid are heated at the boil in a stirred flask equipped witb a 50 cm column having a reflux divider, a contact thermometer and a dropping funnel. The reaction mixture containing the oligohydroxymethylimidazole compounds is then added dropwise to the boiling nitric acid in the course of 1 hour, and the mixture boils under reflux with vigorous evolution of nitrous gases. 30 minutes after the dropwise addition is complete, the evolution of these gases ceases. About 500 g of a 5-8% strength nitric acid are distilled off in the course of from 5 to 6 hours at from 100 to 102 C. and with a reflux ratio of 10:1. The reaction mixture is cooled in an ice bath, and the precipitated crystals are filtered off under suction, washed with 150 ml of water and dried. 50 g of imidazole-4,5-dicarboxylic acid having a purity of 96.6% (according to HPLC) and a melting point of 287-289 C. (decomposition) are obtained. The filtrate is cooled with ammonia water and thus neutralized, and is brought to pH 4 with formic acid.

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, 1H-Imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASF Aktiengesellschaft; US4550176; (1985); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

288-32-4, A common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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.

200.0 ml (1.84 mol) of N,N-dimethylsulfamoyl chloride,147.0 g (2.16 mol) of imidazole and 280 ml of triethylamine were added to 2.5 L of anhydrous diethyl ether with stirring.Stir at room temperature for 16 h. After the reaction is completed, the reaction solution is filtered.The filter cake was washed with 1.5 L of diethyl ether.The filtrate was combined and the filtrate was dried over anhydrous Na Residues, distillation residues to obtain products:305.1g.(0.4 mmHg), placed to form a colorless crystal.Yield: 94.75%

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chenxin Pharmaceutical Co., Ltd.; Wang Qianying; Bie Fenxia; Gong Ruo; Li Zhongjing; Jiang Ruiling; (7 pag.)CN109608400; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

288-32-4, 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.

General procedure: Imidazole (3)/benzimidazole(5) (10 mmol) was dissolved in 10 ml of DMSO and solid NaOH(15 mmol) was then added it. The resulting pale yellow suspensionwas stirred in air at room temperature for 1.5 h, after which, thealkyl bromides or benzyl chlorides (15 mmol) were added andallowed to react until completion (TLC). Water (50 ml) was thenadded and the products were extracted with ethyl acetate. Combinedorganic layers were washed several times with water, thenwith brine, dried over Na2SO4 and subjected to chromatographicpurification over silica (100-200 mesh) using MeOH: EtOAc 5:95(v/v) as the mobile phase. Compounds 4a-f were isolated as yellowoils whereas, the compounds 7a-e were white solid. Spectroscopic data of the N-alkyl imidazoles are in accord with earlier literatureand thus are not shown here [30].

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; Chatterjee, Tanmay; Kumar, N. Tanmaya; Das, Samar K.; Polyhedron; vol. 127; (2017); p. 68 – 83;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

288-32-4, name is 1H-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. 288-32-4

The imidazole was weighed into a round-bottomed flask containing 51% anhydrous tetrahydrofuran and shaken for use.Lithium hydride( 168,221] 11] 1 0 1)Under ice-cooling conditions, was slowly added to a solution containing 51] 11 anhydrous tetrahydrofuran.Flask, shake ready; in the ice bath and nitrogen protection conditions, the imidazole solution slowly dropping into the lithium hydride solution, and then 1-Chloro-3-bromopropane (1 mL, 10 mmol) in tetrahydrofuran was slowly added dropwise to the above mixed solution under a nitrogen atmosphere, and 25 C for 24 h. The reaction was quenched by slow addition of distilled water until a clear layer was formed; and the vacuum was distilled at room temperature to remove tetrahydro-Furan; extraction with carbon dioxide (5 X 5 mL), combining organic layers, and evaporation of carbon dioxide to give intermediate 1. Preparation of the middleThe structure was confirmed by 1Hz NMR, 13C NMR. Said intermediate 1 has the following structure:

Statistics shows that 288-32-4 is playing an increasingly important role. we look forward to future research findings about 1H-Imidazole.

Reference:
Patent; Taizhou University; Ying, Anguo; Chen, Gang; Yang, Jianguo; Hou, Hailiang; Hu, Huanan; (11 pag.)CN105439908; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

288-32-4, Name is 1H-Imidazole, 288-32-4, 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.

In a 50 mL round-bottomed flask, imidazole (1 mmol), phenylboronicacid (1.2 mmol), K2CO3 (1.5 mmol), nanocatalyst (15mol% with respect to imidazole substrate) were added andstirred in MeOH-H2O (1:1) under air at r.t. for the requiredtime, monitoring by TLC. After completion, the mixture wasdiluted with H2O and the product was extracted with EtOAc(3¡Á). The combined extracts were washed with brine (3¡Á) anddried over Na2SO4. The product was purified using columnchromatography (60-120 mesh silica gel, eluting with EtOAc-hexane). The product was isolated as white solid. 1H NMR (400MHz, CDCl3): delta = 7.87 (s, 1 H), 7.50-7.47 (m, 2 H), 7.40-7.35 (m,3 H), 2.28 (m, 1 H), 7.21 (s, 1 H) ppm. 13C NMR (100 MHz,CDCl3): delta = 137.4, 135.6, 130.3, 129.9, 127.6, 121.6, 118.3 ppm.

Statistics shows that 1H-Imidazole is playing an increasingly important role. we look forward to future research findings about 288-32-4.

Reference:
Article; Borah, Raju Kumar; Raul, Prasanta Kumar; Mahanta, Abhijit; Shchukarev, Andrey; Mikkola, Jyri-Pekka; Thakur, Ashim Jyoti; Synlett; vol. 28; 10; (2017); p. 1177 – 1182;,
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. 288-32-4, name is 1H-Imidazole, A new synthetic method of this compound is introduced below., 288-32-4

(a) 2,4,5-Tribromo-lH-imidazole[00355] To a solution of imidazole (60 g, 0.88 mol) in chloroform (360 mL) was added bromine (138 g, 1 mol) in chloroform (100 mL) dropwise at room temperature. Then the mixture was stirred for 1 h. After removing the solvent, the residue was suspended in hot water, filtered and dried in vacuo to provide 64 g of the desired product as a white solid. GC-MS: 304 (M+).

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; SUNOVION PHARMACEUTICALS INC.; CAMPBELL, John, Emerson; HEWITT, Michael, Charles; JONES, Philip; XIE, Linghong; WO2011/150156; (2011); A2;,
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. 288-32-4, name is 1H-Imidazole, A new synthetic method of this compound is introduced below., 288-32-4

c: 1-Benzyl-2-chloromethyl-imidazole, oxalate A solution of imidazole (13.6 g, 200 mmol) in 33% aqueous sodium hydroxide is heated to 100 C. for 10 min, the water is removed in vacuo and the crystalline sodium salt is dried at 0.1 mBar and 160 C. for 40 min. The salt is dissolved in 100 ml acetonitrile and is added benzylbromide 23.8 ml, 200 mmol). After stirring at 50 C. for 30 min, the mixture is concentrated in vacuo and the formed NaBr is removed by trituration in ethylacetate and filtration. On concentration in vacuo 1-benzyl-imidazole is obtained as an orange oil.

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; NeuroSearch A/S; US5296493; (1994); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

288-32-4, Adding some certain compound to certain chemical reactions, such as: 288-32-4, name is 1H-Imidazole, 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 288-32-4.

33.1 1-(4-nitrophenyl)-1H-imidazole: 9 g (64.5 mmoles) of potassium carbonate and 5 g (3.75 ml; 35.2 mmol) of 1-fluoro-4-nitrobenzene are added to a solution of 2 g of imidazole (29.4 mmol) in 14 ml of DMF. The reaction mixture is agitated for 1.5 hours at 110 C. Ethyl acetate (50 ml) is added to the medium which is washed 3 times with 50 ml of water. The organic phases are dried over magnesium sulphate and concentrated under vacuum. 4.4 g of product are thus obtained (yield=80%) in the form of a clear oil and used without further purification in the following stages. NMR 1H (CDCl3, 100 MHz, delta): 6.92 (t, 1H, Arom. H imidazole), 7.16 (s, 1H, Arom. H imidazole), 7.24-7.32-8.18-8.27 (4s, 4H, Arom. H), 7.59 (s, 1H, Arom. H imidazole).

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:
Patent; Chabrier de Lassauniere, Pierre Etienne; Auvin, Serge; Bigg, Dennis; Auguet, Michel; Harnett, Jeremiah; US2003/78420; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 dry flask was charged with the nitrogen containing heterocycles (1.5 mmol), aryl halides (1 mmol), potassium carbonate(2 mmol) and CuMeSal (0.01 mmol) then anhydrous DMSO (5 ml) was added. The reaction mixture was stirred at 110C, open to air, for 3h , cooled to room temperature, filtered, and the precipitate was washed with DMSO (2 ml) then stirred with ice water (30 ml) and extracted with ethyl acetate (3 ¡Á 50 ml),dried over sodium sulfate and the solvent was removed under reduced pressure.The residue was purified by chromatography or recrystallization as indicated with each compound.

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; Farahat, Abdelbasset A.; Boykin, David W.; Tetrahedron Letters; vol. 55; 19; (2014); p. 3049 – 3051;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The chemical industry reduces the impact on the environment during synthesis 288-32-4, name is 1H-Imidazole, I believe this compound will play a more active role in future production and life. 288-32-4

Compound XIII (880g, 12.9mol, 1.0eq.) In the autoclave 50L, 12L DMF were dissolved, cooled To below 0 ¡ãC, triethylamine (1308g, 12.9mol, 1.0eq. ) The reaction was kept 30min, 0 ¡ã C solution of the following threePhenyl chloride (3605.0g, 12.9mol, 1.0eq. ) In DMF (16L), drops Bi, 15 ¡ã C overnight with stirring 16 h. Thereaction mixture was poured into water, large amount of solid precipitated, suction filtered, the filter cake washedwith water, drained, dried to obtain compound XIV-1 White The solid 3835.1g, Yield: 95.6percent.

The chemical industry reduces the impact on the environment during synthesis 288-32-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PharmaBlock Sciences (Nanjing), Inc.; MAO, JUN; ZHU, JINGWEI; SHU, QINGNING; ZHAO, SHUHAI; YANG, MINMIN; WU, XIHAN; (14 pag.)CN104086553; (2016); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem