Category: imidazoles-derivatives

Related Products of 17289-19-9, These common heterocyclic compound, 17289-19-9, name is Methyl 1-methyl-1H-imidazole-4-carboxylate, 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.

To a solution of methyl 1-methyl-1H-imidazole-4-carboxylate (14.3 mmol, 2 g) in CCl4 (40 mL), NBS (15.3 mmol, 2.72 g) and AIBN (0.715 mmol, 117 mg) were added. The reaction mixture was heated for 4 h at 60 C and then cooled to RT. The solvent was evaporated. The reaction crude was purified by flash chromatography over silica gel using an elution of 8% methanol in ethyl acetate to afford 529 mg (Yield: 17%) of the title compound 18. 1H NMR (400 MHz, CDCl3): delta 7.59 (1H, s), 3.91 (3H, s), 3.67 (3H, s); ESI-MS: m/z 219 [M + H]+

The synthetic route of 17289-19-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nino, Patricia; Caba, Marta; Aguilar, Nuria; Terricabras, Emma; Albericio, Fernando; Fernandez, Joan-Carles; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 55B; 9; (2016); p. 1117 – 1130;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 288-32-4, These common heterocyclic compound, 288-32-4, name is 1H-Imidazole, 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: Imidazole was chosen as the model substrate for theN-arylation reaction in presence of electrospun CuO NFsas catalyst. The reaction flask was packed with 0.1 mM ofCuO NFs, 5 ml of DMF followed by the charging of imidazole(1 mM) and bromobenzene (1 mM) at 110 C withconstant stirring. The progress of the reaction was monitoredby thin layer chromatography (TLC). After completion,the catalyst was separated by centrifuge and washedseveral times with water and ethyl acetate for re-use. Theproduct was isolated by evaporation of solvent in vacuumand purified. The obtained product was characterized withFT-IR for functional group identification and GC-MS for structural confirmation.

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

Reference:
Article; Sukumar, Thenmozhi; Nallasamy, Dharmaraj; Journal of Nanoscience and Nanotechnology; vol. 18; 1; (2018); p. 234 – 241;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 2963-77-1, These common heterocyclic compound, 2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline, 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: Using a typical scale of 1.0 mmol, 1 (1.0 mmol) was dissolved inanhydrous pyridine (2 mL) in a small round-bottomed flask and themixture was cooled to 40 C after which the acid chloride(2.0 mmol; purchased or prepared as above) in dry THF or DMF(2 mL) was added dropwise over 20 min with vigorous stirring.After 2-6 h the reaction mixturewaswarmed to room temperatureand the solvent reduced under pressure. Without using a work-upthe crude product was purified by column chromatography directlyusing MeOH/DCM mixtures (1:99 to 2:8).

The synthetic route of 2963-77-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; L’abbate, Fabrizio P.; Mueller, Ronel; Openshaw, Roxanne; Combrinck, Jill M.; de Villiers, Katherine A.; Hunter, Roger; Egan, Timothy J.; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 243 – 254;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 1450-93-7, A common heterocyclic compound, 1450-93-7, name is 1H-imidazol-2-amine sulfate(2:1), molecular formula is C6H12N6O4S, 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.

1.1. 7-(pyrimidin-4-yl)-1 H-imidazo[1,2-a]pyrimidin-5-one A mixture containing 2.9g (15 mmol) of 3-oxo-3-(pyrimidin-4-yl)-propionic acid ethyl ester (prepared by analogy to the method described in patent DE 2705582), 2g (15 mmol) of 2-aminoimidazole hemisulfate and 1.2g (15 mmol) of ammonium acetate was heated at 140?C during 18 h. The cooled mixture was treated with 30ml of acetonitrile and filtered and the precipitate was added to water and heated at reflux temperature for 30 min. The resulting solution was cooled and the precipitate recovered by filtration. The crude product thus obtained was recrystallised from ethanol to give 1.75g of pure product as a gray solid. Mp: 345-346?C

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; SANOFI-SYNTHELABO; MITSUBISHI PHARMA CORPORATION; EP1340759; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 33543-78-1,Some common heterocyclic compound, 33543-78-1, name is Ethyl 1H-imidazole-2-carboxylate, molecular formula is C6H8N2O2, 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.

A mixture of ethyl lH-imidazole-2-carboxylate (1.96 g, 14.0 mmol), 3,5-dichloro-2- fluoropyridine (1.80 g, 10.8 mmol), potassium carbonate (2.24 g, 16.2 mmol), and NMP (54 mL) was heated at 115 0C for 6 h, allowed to cool to rt, and then poured into EtOAc (200 mL). The mixture was washed with water (200 mL), washed with brine (200 mL x 2), dried, filtered, concentrated, and purified by silica gel chromatography (4:1–>1 :1; hexanes: EtOAc) to give ethyl l-(3,5-dichloropyridin-2-yl)-lH-imidazole-2- carboxylate. 1H NMR (400 MHz, DMSO-d6): delta 8.68 (d, IH), 8.62 (d, IH), 7.78 (d, IH), 7.36 (d, IH), 4.15 (q, 2H), 1.13 (t, 3H); LCMS: 286.1 (M+H)+.

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

Reference:
Patent; KALYPSYS, INC.; WO2009/117421; (2009); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 2466-76-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2466-76-4 name is 1-(1H-Imidazol-1-yl)ethanone, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

The amine precursor 16 (100,7 mg, 0.240 mmol, 1 eq.) was dissolved in 1 ml of DMF, acetylimidazole (31.7 mg, 0.288 mmol, 1.2 eq) and DIPEA (0.090 ml, 0.48 mmol, 2 eq.) wereadded to the solution. After stirring the mixture for 48h at room temperature, the solvent was evaporated under reduced pressure to give the corresponding crude, which was purified by HPLC using a gradient of 5percent to 95percent v/v acetonitrile in 0.1percent aqueous solution of formic acid to yield the titled compound. Yield: 91 mg, 0.187 mmol (78percent). 1H NMR (400 MHz, CDCI3) 9.25 (1H, 5), 8.70 (1H, 5), 7.97 (1H, t, J=6.5 Hz), 7.15 (1H, d, J=7.5 Hz), 6.83-6.80 (2H, m),6.72 (1H, d, J=8.8 Hz), 4.92-4.88 (1H, m), 4.57 (1H, 5), 4.52-4.42 (2H, m), 4.26-4.14 (2H, m), 3.59 (1H, dd, J=2.9, 11.1 Hz), 2.53-2.45 (4H, m), 2.24-2.17 (1H, m), 1.85 (3H, 5), 0.83 (9H, 5); 13C NMR (101 MHz, ODd3) O 171.8, 171.2, 155.9, 150.7, 148.1, 132.8, 131.7, 131.0, 124.2, 120.6, 117.1, 70.3, 58.1, 57.7, 57.1, 39.8, 35.5, 34.8, 26.3, 22.6, 16.0. HRMS (ESI) m/z: [M+H] calculated for: C24H32N405S: 488.21; observed: 484.3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(1H-Imidazol-1-yl)ethanone, and friends who are interested can also refer to it.

Reference:
Patent; UNIVERSITY OF DUNDEE; CIULLI, Alessio; MANIACI, Chiara; HUGHES, Scott J.; TESTA, Andrea; (111 pag.)WO2018/189554; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 1849-01-0, name is 1-Methyl-1H-benzo[d]imidazol-2(3H)-one, 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. Computed Properties of C8H8N2O

To a solution of N-[(2-chloropyridin-3-yl)methyl]-N-pyridin-3-ylpyridin-3-amine (59 mg, 020 mmol) and l-methyl-2-benzimidazolinone (45 mg, 0.30 mmol) in dry pyridine (1 mL) was added potassium acetate (51 mg, 0.512 mmol), cuprous chloride (11.6 mg, 0.117 mmol), and copper powder (31 mg, 0.487 mmol). This mixture was sealed and heated at 120 C for 4 days. The cooled reaction was diluted with NaHCtheta3 solution and the product extracted into methylene chloride. This solution was dried over anhydrous sodium sulfate, filtered, and the solvent evaporated This residue was subjected to chromatography on silica gel eluting with a 20-100% acetone/hexane gradient to give the title compound after trituration with diethyl ether as a white solid.IH-NMR (500 MHz, CDCl3): delta 8.54 (IH, d, J=3.7Hz), 8.36 (2H, v br s), 8.25 (2H, v br s), 7.95 (IH, d, J=7.3Hz), 7.33 -7.38 (3H, m), 7.27(1H, m), 7.18 -7.21 (2H, m) , 7.12 (IH, t, J=7.8Hz), 7.05-7.08 (2H, m), 5.36 (IH, v br s), 4.88 (IH, v br s), 3.47(3H, s). m/e (m+1): 409.2.

The synthetic route of 1-Methyl-1H-benzo[d]imidazol-2(3H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2007/89735; (2007); A2;,
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. 57531-38-1, name is 5-Chloro-4-nitro-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C3H2ClN3O2

To a stirred solution of Imidazole compound in DCM (10.0 vol); DMAP and TEA were added at room temperature under nitrogen atmosphere and was kept for stirring for about 30 minutes, then compound-3 was dissolved in DCM (5.0 vol) and was added slowly to it and stirred for another 2.0 hrs. On completion of the reaction, the reaction mass was diluted with water. The layers were separated and aqueous layer was extracted twice with DCM (5.0 vol). The organic layer was washed with water and brine solution and dried over anhydrous Na2S04 under reduced pressure to get yield Compound-4 (Yield 75%).

The synthetic route of 57531-38-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KANDULA, Mahesh; WO2014/68506; (2014); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 7098-07-9, 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. 7098-07-9, name is 1-Ethyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of Zn(CH3COO)22H2O (0.1705 g, 0.8 mmol), NH4VO3(0.1404 g, 0.8 mmol), eIM (0.3 mL), and H2O (8 mL) was heated at about 120 ¡ãC for 72 h. After the mixture was cooled to room temperature, yellow crystals were isolated from the mixture.Yield: 76percent (based on NH4VO3); Anal. Calcd. for C30H48Zn2N12V4O12(percent): C, 32.63; H, 4.35; N, 15.23. Found: C, 32.76; H, 4.41; N, 15.21.

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

Reference:
Article; Niu, Yan-Hong; Yang, Song; Li, Ji-Kun; Xu, Yan-Qing; Hu, Chang-Wen; Chinese Chemical Letters; vol. 27; 5; (2016); p. 649 – 654;,
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. 15965-31-8, name is 5-Chloro-1H-imidazole, A new synthetic method of this compound is introduced below., COA of Formula: C3H3ClN2

To a vial charged with 3 -(5- bromo-6-methoxypyridin-2-yl)-4-(4-methoxybenzyl)-5-(7-methylbenzofuran-2-yl)-5 ,6- dthydro-4H-1,2,4-oxadiazine, fraction (II) Example 6B (100 mg, 0.19 mmol, 1.0 equiv.), 4- chloro-1H-imidazole (40.4 mg, 0.38 mmol, 2.0 equiv.), and K3P04 (81.2 mg, 0.38 mmol, 2.0 equiv.) under N2 atmosphere was added degassed 4:1 PhMe:dioxane solvent mixture (0.80 mL). To a second vial charged with Pd2(dba)3 (7.00 mg, 0.008 mmol, 4.0 mol%) and Me4-di- t-BuXPhos (CAS 857356-94-6, 7.40 mg, 0.02 mmol, 8.0 mol%) under N2 atmosphere was added degassed 4:1 PhMe:dioxane solvent mixture (0.40 mL). This mixture was stirred for 3minutes at 120 C to provide a dark red solution which was cooled to RT and transferred to the first vial. The reaction was degassed by bubbling with N2 for 5 minutes and then sealed. The reaction mixture was stirred at 120 C for 16 h. The reaction was cooled to RT and filtered through a pad of celite which was washed thoroughly with EtOAc. The filtrate was concentrated, and the residue was purified by normal phase chromatography on silica (0-5% MeOH / DCM) to afford the product (90.0 mg, 86%) as a white solid. LCMS (ES+) [M+Hj+: 544.2/546.1.

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; FORUM PHARMCEUTICALS INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; MCRINER, Andrew, J.; (451 pag.)WO2016/201168; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem