Category: 16681-56-4

Rosca, Dragos-Adrian’s team published research in Journal of the American Chemical Society in 2017 | CAS: 16681-56-4

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Formula: C3H3BrN2

Formula: C3H3BrN2In 2017 ,《Ruthenium-Catalyzed Alkyne trans-Hydrometalation: Mechanistic Insights and Preparative Implications》 was published in Journal of the American Chemical Society. The article was written by Rosca, Dragos-Adrian; Radkowski, Karin; Wolf, Larry M.; Wagh, Minal; Goddard, Richard; Thiel, Walter; Fuerstner, Alois. The article contains the following contents:

[Cp*RuCl]4 (1) has previously been shown to be the precatalyst of choice for stereochem. unorthodox trans-hydrometalations of internal alkynes. Exptl. and computational data now prove that the alkyne primarily acts as a four-electron donor ligand to the catalytically active metal fragment [Cp*RuCl] but switches to adopt a two-electron donor character once the reagent R3MH (M = Si, Ge, Sn) enters the ligand sphere. In the stereodetermining step the resulting loaded complex evolves via an inner-sphere mechanism into a ruthenacyclopropene which swiftly transforms into the product. In accord with the low computed barriers, spectral and preparative data show that the reaction is not only possible but sometimes even favored at low temperatures Importantly, such trans-hydrometalations are distinguished by excellent levels of regioselectivity when unsym. alkynes are used that carry an -OH or -NHR group in vicinity of the triple bond. A nascent hydrogen bridge between the protic substituent and the polarized [Ru-Cl] unit imposes directionality onto the ligand sphere of the relevant intermediates, which ultimately accounts for the selective delivery of the R3M- group to the acetylene C-atom proximal to the steering substituent. The interligand hydrogen bonding also allows site-selectivity to be harnessed in reactions of polyunsaturated compounds, since propargylic substrates bind more tightly than ordinary alkynes; even the electronically coupled triple bonds of conjugated 1,3-diynes can be faithfully discriminated as long as one of them is propargylic. Finally, properly positioned protic sites lead to a substantially increased substrate scope in that they render even 1,3-enynes, arylalkynes, and electron-rich alkynylated heterocycles amenable to trans-hydrometalation which are otherwise catalyst poisons. In the experiment, the researchers used 2-Bromo-1H-imidazole(cas: 16681-56-4Formula: C3H3BrN2)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Formula: C3H3BrN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Danovich, D. K.’s team published research in Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya in 1989 | CAS: 16681-56-4

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. SDS of cas: 16681-56-4

In 1989,Danovich, D. K.; Turchaninov, V. K. published 《Basicity of azoles. 2. Relationship with the energy of nonbonding electrons and reorganization energy of the π- and σ-electronic systems of the base upon ionization and protonation》.Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya published the findings.SDS of cas: 16681-56-4 The information in the text is summarized as follows:

Linear relationships between proton affinity (AM1) and ionization potential (Green’s function AM1 quantum-chem. method) were observed for series of imidazoles and pyrazoles and explained with a thermodn. cycle which took explicit account of the differences in electronic reorganization (relaxation) energy of the π- and σ-electronic systems of the azole cation and cation radical relative to the neutral mol. The results came from multiple reactions, including the reaction of 2-Bromo-1H-imidazole(cas: 16681-56-4SDS of cas: 16681-56-4)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. SDS of cas: 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Wardman, P.’s team published research in International Journal of Radiation Oncology, Biology, Physics in 1982 | CAS: 16681-56-4

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Application In Synthesis of 2-Bromo-1H-imidazole

Application In Synthesis of 2-Bromo-1H-imidazoleIn 1982 ,《Radiosensitization by non-nitro compounds》 appeared in International Journal of Radiation Oncology, Biology, Physics. The author of the article were Wardman, P.; Anderson, R. F.; Hodgkiss, R. J.; Parrick, J.; Smithen, C. E.; Wallace, R. G.; Watts, M. E.. The article conveys some information:

The effects of non-nitro compounds on the radiosensitivity of hypoxic Chinese hamster V79-379A or Escherichia coli AB 1157 cells in vitro are outlined. Imidazole derivatives substituted with several alternative electron-withdrawing groups are described; the dicyanovinyl function conferred considerable radiosensitizing activity. 2,4,5-Tribromoimidazole and 2,4-DNP may show unusual radiosensitizing activity because of interference with oxidative phosphorylation. Attempts to influence radiosensitivity by compounds potentially capable of depleting intracellular SH groups are also described.2-Bromo-1H-imidazole(cas: 16681-56-4Application In Synthesis of 2-Bromo-1H-imidazole) was used in this study.

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Application In Synthesis of 2-Bromo-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Barlin, Gordon B.’s team published research in Journal of the Chemical Society [Section] B: Physical Organic in 1967 | CAS: 16681-56-4

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Synthetic Route of C3H3BrN2

In 1967,Barlin, Gordon B.; Batterham, Thomas J. published 《The proton magnetic resonance spectra of some diazoles, triazoles, and tetrazoles》.Journal of the Chemical Society [Section] B: Physical Organic published the findings.Synthetic Route of C3H3BrN2 The information in the text is summarized as follows:

The N.M.R. spectra of various charged species from 33 azoles have been measured. In N-methyl-imidazoles and -1,2,4-triazoles the sites of protonation have been determined, and the cations appear to be stabilized by amidinium type resonance. Solvent effects are discussed. 27 references.2-Bromo-1H-imidazole(cas: 16681-56-4Synthetic Route of C3H3BrN2) was used in this study.

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Synthetic Route of C3H3BrN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Carter, S. R.’s team published research in Polymer Preprints (American Chemical Society, Division of Polymer Chemistry) in 2002 | CAS: 16681-56-4

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Product Details of 16681-56-4

In 2002,Carter, S. R.; Rimmer, S. published 《Smart hyperbranched polymers for the purification of biomolecules》.Polymer Preprints (American Chemical Society, Division of Polymer Chemistry) published the findings.Product Details of 16681-56-4 The information in the text is summarized as follows:

The use of a SMART polymer such as polyNIPAM allows for a hyperbranched structure to respond to small changes in temperature, pH or ionic strength. A hyperbranched SMART polymer with ligands situated at chain-ends should allow for multi-point attachment to biomacromols. in response to a change in an external stimulus. The hyperbranched poly-NIPAM polymers, where the chain termini are functionalized with an imidazole group, was prepared using the radical addition fragmentation termination (RAFT) methodol. The RAFT technique allows for control over the degree of branching by varying the proportion of dithionate ester to NIPAM. The RAFT agent 4-vinylbenzylimidazole dithioate was synthesized from 4(5)-imidazoledithioic acid and 4-vinylbenzyl chloride in DMF solvent using cesium carbonate as base. The pure product was achieved in moderate yield (27%) by repeated column chromatog. using silica and alumina sorbents. The synthetic procedure developed allowed the production of several series of macro-ligands with various mol. sizes, distances between ligands and spatial arrangement of ligands. The polymers can form multi-point attachments to specific sites on a biomacromol. so that changes in these mol. parameters will be a means of selectively targeting particular biomols. In the experiment, the researchers used 2-Bromo-1H-imidazole(cas: 16681-56-4Product Details of 16681-56-4)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Product Details of 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

9/8/2021 News The important role of 16681-56-4

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 16681-56-4.

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. 16681-56-4, name is 2-Bromo-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C3H3BrN2

I -((2S,3R,4R)-2-cyclopropyl-3-methyl-4-(pyrimidin-2-ylamino)-6-(4 ,4,5,5-tetramethyl- 1,3,2-dioxaborolan-2-yl)-3,4-dihydroq uinolin- I (2H)-yl)ethanone (for a preparation see Intermediate 388, 51mg, 0.114 mmol), 2-bromo-IH-imidazole (33.4 mg, 0.227 mmol), potassium carbonate (47.2 mg,0.341 mmol) and PdCI2(PPh3)2 (15.97 mg, 0.023 mmol) were combined in a mixture of I ,4-dioxane(2 mL) and water (0.667 mL) and heated in the microwave reactor at 120 C for I h. The reactionmixture was diluted with EtOAc (25 mL) and water (25 mL). The mixture was run through a 2.5 gcelite cartridge and the layers were separated. The aqueous phase was washed with EtOAc (2x25mL). The organic extracts were dried by passing through a hydrophobic frit and the solvent evaporated in vacuo to give the crude (86 mg). Purification was undertaken by flash column chromatograhpy. The crude material was loaded onto a 10 g silica column and eluted using a graduating solvent system of 0-15% methanol in DCM. Appropriate fractions were combined and thesolvent removed in vacuo to give the product (15.5 mg) as a clear oil.LCMS (2 mm Formic): Rt = 0.56 mi [MH] = 389.

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 16681-56-4.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

2-Sep-21 News Simple exploration of 16681-56-4

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

Adding a certain compound to certain chemical reactions, such as: 16681-56-4, name is 2-Bromo-1H-imidazole, 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 16681-56-4, Quality Control of 2-Bromo-1H-imidazole

In a 10 mL vial was added N-(2,4-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-4-(pyridin-2-ylmethoxy)benzamide (0.25 g, 0.55 mmol), 2-bromo-1H-imidazole (0.12 g, 0.82 mmol), and Cs2CO3 (0.44 g, 1.36 mmol) in dioxane (5 mL) to give a brown suspension. The reaction mixture was diluted with water (2 mL). Nitrogen was bubbled in for 20 min before Pd(PPh3)4 (0.063 g, 0.05 mmol) was added. The reaction was heated at 110 C for 4 h under microwave conditions. The reaction mixture was concentrated under reduced pressure. The residue was purified by Gilson HPLC (MeCN/0.1% TFA in water). To the purified product was added HCl in Et2O (0.5 mL, 1 mmol). The mixture was concentrated in vacuo to give the HCl salt of the title compound (10 mg, 4.2%). 1H NMR (DMSO-d6) ? 2.31 (s, 3H), 2.36 (s, 3H), 5.32 (s, 2H), 7.18 (d, 2H), 7.39(s, 1H), 7.45 (br s, 1H), 7.61 (s,2H), 7.84 (s, 2H), 7.96 (m, 3H), 8.63 (d,1H), 9.90 (s, 1H), 14.54 (br s, 1H); MS (M+H+) = 399.

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

Reference:
Article; Yang, Bin; Hird, Alexander W.; Bodnarchuk, Michael S.; Zheng, Xiaolan; Dakin, Les; Su, Qibin; Daly, Kevin; Godin, Robert; Hattersley, Maureen M.; Brassil, Patrick; Redmond, Sean; John Russell, Daniel; Janetka, James W.; Bioorganic and Medicinal Chemistry; vol. 28; 2; (2020);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Simple exploration of 16681-56-4

The synthetic route of 16681-56-4 has been constantly updated, and we look forward to future research findings.

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. 16681-56-4, name is 2-Bromo-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 16681-56-4

To 2-bromo-lH-imidazole (0.073 g, 0.5 mmol), 3-(bromomethyl)pyridine hydrobromide (0.139 g, 0.550 mmol) and potassium carbonate (0.223 g, 1.614 mmol) was added acetone (15 mL). This mixture was stirred for 18 h at RT. The solvent was then removed in vacuo yielding a brown residue. This residue was then partitioned between ethyl acetate (35 mL) and water (35 mL) and the phases separated. The aqueous phase was then extracted twice with ethyl acetate (2×35 mL), the organics combined and then dried using a hydrophobic frit. The solvent was then removed in vacuo yielding a yellow oil as the title compound (107 mg, 0.449 mmol, 90%). LCMS (System B): tRET = 0.56 min; MH+ 238, 240.

The synthetic route of 16681-56-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; BAXTER, Andrew; BIT, Rino, Antonio; BROWN, John, Alexander; HIRST, David; HUMPHREYS, Philip; JONES, Katherine, Louise; PATEL, Vipulkumar, Kantibhai; (124 pag.)WO2018/41964; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Introduction of a new synthetic route about 16681-56-4

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.

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. 16681-56-4, name is 2-Bromo-1H-imidazole, A new synthetic method of this compound is introduced below., COA of Formula: C3H3BrN2

Intermediate E-0 (13.6 g) was dissolved in 80 mL of NMP and compound 275-4 (6.5 g) and Na2C03 (4.6 g) were added. The solution was stirred at 90 C for 6 h, then NMP was removed under reduced pressure. The residue was dissolved in EtOAc, washed with water and purified by silica gel flash chromatography (PE: EA= 2: 1) to give compound 275-5 as a yellow 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; ELAN PHARMACEUTICALS, INC.; NEITZ, R., Jeffrey; TROUNG, Anh, P.; GALEMMO, Robert, A.; YE, Xiaocong, Michael; SEALY, Jennifer; ADLER, Marc; BOWERS, Simeon; BEROZA, Paul; ANDERSON, John, P.; AUBELE, Danielle, L.; ARTIS, Dean, Richard; HOM, Roy, K.; ZHU, Yong-liang; WO2012/48129; (2012); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

New learning discoveries about 16681-56-4

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-1H-imidazole. I believe this compound will play a more active role in future production and life.

Related Products of 16681-56-4, 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. 16681-56-4, name is 2-Bromo-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

In a 10 mL vial was added N-(2,4-dimethyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan- 2-yl)phenyl)-4-(pyridin-2-ylmethoxy)benzamide (0.25 g, 0.55 mmol), 2-bromo-lH-imidazole (0.120 g, 0.82 mmol), and Cs2CO3 (0.444 g, 1.36 mmol) in dioxane (5 mL) to give a brown suspension. The reaction mixture was diluted with water (2 mL). Nitrogen was bubbled in for 20 min before Pd(PPh3)4 (0.063 g, 0.05 mmol) was added. The reaction was heated at 110 0C for 4h under microwave conditions. The reaction mixture was concentrated under reduced pressure. The residue was purified by Gilson HPLC (MeCN/0.1% TFA in water). To the purified product was added HCl in Et2O (0.5 mL, 1 mmol) . The mixture was concentrated in vacuo to give the HCl salt of the title compound (10 mg, 4.2%). 1H NMR (DMSO-d6) delta 2.31 (s, 3 H), 2.36 (s, 3 H), 5.32 (s, 2 H), 7.18 (d, 2 H), 7.39 (s, 1 H), 7.45 ( br s, 1 H), 7.61 (s,2 H), 7.84 (s, 2 H), 7.96 (m, 3 H), 8.63 (d, 1 H), 9.90 (s, 1 H), 14.54 ( br s, 1 H). MS (M+H+) = 399.

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-1H-imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/27746; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem