Category: imidazoles-derivatives

Adding a certain compound to certain chemical reactions, such as: 10364-94-0, name is (1H-Imidazol-1-yl)(phenyl)methanone, 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 10364-94-0, category: imidazoles-derivatives

General procedure: To a solution of substrate (100 mg) in 2.5 mL MeCN (dry) and 0.15 mL DMF (dry) was added DBU(0.2 equiv.), and the mixture was allowed to stir at 50 C for 10 min. 1-Benzoylimidazole (1.1 equiv.) in 0.5 mL MeCN (dry) was added to the reaction mixture in two portions and it was allowed to stir at 50C for 8 h. MeCN was removed under reduced pressure and the resulting mixture was purified by flashcolumn chromatography (ethyl acetate/petroleum ether = 1:1 to 10:1) to afford benzoylated products.

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Reference:
Article; Lu, Yuchao; Hou, Chenxi; Ren, Jingli; Xin, Xiaoting; Xu, Hengfu; Pei, Yuxin; Dong, Hai; Pei, Zhichao; Molecules; vol. 21; 5; (2016);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 31722-49-3, 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. 31722-49-3, name is 1H-Imidazole-2-carbonitrile belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

SYNTHESIS EXAMPLE 1 Synthesis of 2-cyano-1-dimethylsulfamoylimidazole (Compound No. 1) Thirty grams of 2-cyanoimidazole, 53.4 g of anhydrous potassium carbonate and 600 ml of acetonitrile were mixed at room temperature. After reacting for 2 hours at the refluxing temperature, the reaction mixture was cooled, and 55.6 g of dimethylsulfamoyl chloride was added thereto. The mixture was reacted again at the refluxing temperature for 2 hours. After completion of the reaction, the reaction mixture was poured into water. Extraction with methylene chloride was carried out. After washing with water, the extract was dried over anhydrous sodium sulfate. The solvent was removed by distillation. The obtained residue was purified by silica gel column chromatography (developing solvent: methylene chloride) to give 28.0 g of 2-cyano-1-dimethylsulfamoylimidazole (Compound No. 1) having a melting point of from 74 to 76 C.

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-2-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ishihara Sangyo Kaisha, Ltd.; US4995898; (1991); 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. 2301-25-9, name is 1-(4-Nitrophenyl)-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-(4-Nitrophenyl)-1H-imidazole

33.2 1-(4-aminophenyl)-1H-imidazole: 1-(4-nitrophenyl)-1H-imidazole (4.4 g; 23.5 mmoles) is put in solution in anhydrous methanol (140 ml) and palladium on carbon (0.44 g) is added to the medium. The reaction medium is placed under hydrogen for 4 hours. The catalyst is filtered off and the solvent is evapored to dryness. The expected product is obtained in a virtually pure state with a yield of 89% (3.3 g). NMR 1H (CDCl3, 100 MHz, delta): 6.61-6.69-6.95-7.05 (4s, 4H, Arom. H), 6.88 (t, 1H, Arom. H imidazole), 7.07 (s, 1H, Arom. H imidazole), 7.52 (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 2301-25-9.

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

Adding a certain compound to certain chemical reactions, such as: 3304-70-9, name is Dimethyl 4,5-imidazoledicarboxylate, 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 3304-70-9, Recommanded Product: Dimethyl 4,5-imidazoledicarboxylate

Dimethyl 1H-imidazole-4,5-dicarboxylate (8 g, 43 mmol) was added with about 50 to 100 ml of ammonia solution. The mixture was stirred at 10 to 120 C. for 2 to 24 hours. A large amount of white solid was precipitated. After filtration, the filter cake was washed with 50 ml of water and then washed with 50 ml of ethanol, and dried at 40 C. in an oven to obtain a product. 1HNMR (DMSO, 500 MHz): delta 10.437 (1H,s), delta 9.043 (2H,s), delta 7.769 (1H,s), delta 7.681 (2H, s)

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Reference:
Patent; GUANGZHOU INSIGHTER BIOTECHNOLOGY CO.,LTD.; PENG, Xianfeng; QIN, Zonghua; (15 pag.)US2018/370921; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-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 51605-32-4, HPLC of Formula: C7H10N2O2

(1) Ethyl 4-methyl-1H-imidazole-5-carboxylate (7.5 g, 48.7 mmol) was dissolved in acetonitrile (120 mL), N-bromosuccinimide (10.4 g, 58.4 mmol) was added thereto, and the mixture was stirred at room temperature for 3 hours. After the reaction, saturated aqueous sodium hydrogen carbonate was added and the mixture was extracted twice with ethyl acetate. After washing the organic layer with saturated aqueous sodium chloride, it was dried over anhydrous sodium sulfate. After concentrating the organic layer, the residue was purified by column chromatography to obtain ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate (3.6 g): 1H-NMR (CDCl3) delta: 4.35 (2H, q, J=7.1 Hz), 2.51 (3H, s), 1.37 (3H, t, J=7.1 Hz).

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:
Patent; TEIJIN PHARMA LIMITED; MIYAMOTO, Hidetoshi; NOZATO, Hisae; MARUYAMA, Akinobu; (16 pag.)US2017/144987; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 50995-95-4, 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. 50995-95-4, name is 2-Propylimidazole, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 16 8-(2-n-Propyl-1H-imidazol-1-yl)-7-nitro[1,2,4]triazolo[4,3-a]quinoxaline-1,4(2H,5H)-dione The title compound was prepared from 8-fluoro-7-nitro[1,2,4]triazolo[4,3-a]quinoxaline-1,4(2H,5H)-dione and 2-n-propylimidazole by a method analogous to the method described in example 11. M.p. 260C decomp. 1-NMR (DMSO-d6: delta 13.3 (1H, s), 12.3 (1H, s), 8.50 (1H, s), 8.05 (1H, s), 7.25 (1H, d), 7.00 (1H, d), 2.35 (2H, t), 1.55 (2H, q), 0.85 (3H, t).

The chemical industry reduces the impact on the environment during synthesis 2-Propylimidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVO NORDISK A/S; EP698024; (1997); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 614-97-1, name is 5-Methyl-1H-benzo[d]imidazole, molecular formula is C8H8N2, 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. HPLC of Formula: C8H8N2

Step B – Synthesis of Compounds 26C and 26D; To a solution of compound 26B (24.5 mmol) in CH3CN (65 mL) was added di- tertbutyl dicarbonate (5.89 g, 27.0 mmol), triethylamine (3.76 mL, 27.0 mmol) and 4- dimethylamino pyridine (300 mg, 2.45 mmol) and the resulting reaction was heated to 80 0C and allowed to stir at this temperature for 1.5 hours. The reaction mixture was cooled to room temperature, concentrated in vacuo, and the residue obtained was purified using flash column chromatography (silica gel, EtOAc/Hexanes 5-20%) to provide a mixture of isomeric compounds 26C and 26D (5.38 g, 94.3% yield over steps A and B).; Step B – Synthesis of Compounds 3OC and 3OD; To a solution of compound 3OB (24.5 mmol) in CH3CN (65 mL) was added di- tertbutyl dicarbonate (5.89 g, 27.0 mmol), triethylamine (3.76 mL, 27.0 mmol) and 4- dimethylamino pyridine (300 mg, 2.45 mmol) and the resulting reaction was heated to 80 0C and allowed to stir at this temperature for 1.5 hours. The reaction mixture was cooled to room temperature, concentrated in vacuo, and the residue obtained was purified using flash column chromatography (silica gel, EtOAc/Hexanes 5-20%) to provide a mixture of isomeric compounds 3OC and 3OD (5.38 g, 94.3% yield over steps A and B).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 614-97-1, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WO2009/32124; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 41716-18-1, 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. 41716-18-1, name is 1-Methyl-1H-imidazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

tert-butyl{1-[4-(5-{2-[(1-methyl-1H-imidazol-4-yl)carbonyl]hydrazino}-3-phenyl-1,6-naphthyridin-2-yl)phenyl]cyclobutyl}carbamate (1-7) To a round bottom flask was added tert-butyl{1-[4-(5-hydrazino-3-phenyl-1,6-naphthyridin-2-yl)phenyl]cyclobutyl}carbamate (1-6) (3.94 g, 8.18 mmol), EDC (1.34 g, 10.6 mmol), HOBt (1.44 g, 10.6 mmol), 1-methyl-1H-imidazole-4carboxylic acid (1.34 g, 10.6 mmol), and DMF (40 mL). The reaction mixture was heated to 60¡ã C. while stirring under an atmosphere of nitrogen in a hot oil bath. After 45 minutes the reaction mixture was permitted to cool to room temperature, suspended in ethyl acetate, washed with a saturated solution of sodium bicarbonate, followed by water, brine, dried over sodium sulfate, filtered, and concentrated in vacuo to give tert-butyl{1-[4-(5-{2-[(1-methyl-1H-imidazol-4-yl)carbonyl]hydrazino}-3-phenyl-1,6-naphthyridin-2-yl)phenyl]cyclobutyl}carbamate (1-7) as red foam. MS (M+H)+: observed=590.3, calculated=590.69.

The chemical industry reduces the impact on the environment during synthesis 1-Methyl-1H-imidazole-4-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Kelly, Michael J.; Layton, Mark E.; Sanderson, Philip E.; US2008/161317; (2008); A1;,
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, Quality Control of Methyl 1H-imidazole-5-carboxylate

/V-chlorosuccinimide (0.318 g, 2.4 mmol) was added to a stirred solution of methyl 1 H-imidazole-4-carboxylate (0.300 g, 2.4 mmol) in CH3CN (16 mL). The reaction mixture was stirred for 12 h in the dark and then concentrated. The white residue was taken up in EtOAc, satd. aqueous Na2S (10 mL) was added and the solution was stirred for 15 min. The organic layer was isolated, dried (Na2SO4), concentrated and the crude product was purified by column chromatography (20-70% EtOAc/hexanes) to afford the title compound (0.061 g, 16%) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 11.05 (br. s., 1 H), 7.85 (s, 1 H), 3.81 (s, 3 H). ES-LCMS: m/z 160.9, 162.9 (M+1 ).

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:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/154271; (2008); A1;,
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. 616-47-7, name is 1-Methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 616-47-7

General procedure: n-BuLi (1.67 M solution in hexane, 1.32 mL, 2.2 mmol) was added dropwise into a solution of p-bromochlorobenzene (383 mg, 2.0 mmol) in THF (3 mL) at -78 C for 30 min. Then, ethyl formate (1.6 mL, 20 mmol) was added to the mixture and the obtained mixture was stirred at -78 C. After 3 h at the same temperature, I2 (1523 mg, 6 mmol), K2CO3 (1382 mg, 10 mmol) and EtOH (3 mL) were added at -78 C and the mixture was stirred for 14 h at rt. The reaction mixture was quenched with satd aq Na2SO3 (5 mL) and was extracted with CHCl3 (3¡Á20 mL). The organic layer was washed with brine and dried over Na2SO4 to provide ethyl 4-chlorobenzoate in 77% yield. If necessary, the product was purified by short column chromatography (SiO2:hexane:EtOAc=9:1) to give pure ethyl 4-chloro-1-benzoate as a colorless oil.

The synthetic route of 616-47-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 68; 24; (2012); p. 4701 – 4709;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem