22397-44-0

Upstream product

• 186581-53-3 diazomethane 
• 484-47-9 lophine 
• 97663-72-4 2-(Benzyl-methyl-hydrazono)-1,2-diphenyl-ethanone 
• 74-88-4 methyl iodide 
• 130552-90-8 (E)-N-benzylidenebenzenesulfonamide 
• 81933-66-6 2-methyl-3,5,6-triphenyl-2,5-dihydro-1,2,4-triazine 
• 591-51-5 phenyllithium 
• 100-52-7 benzaldehyde 
• 134-81-6 benzil 
• 74-89-5 methylamine 
• 616-47-7 1-methyl-1H-imidazole 
• 591-50-4 iodobenzene 
• 2154-38-3 1-methyl-5-phenyl-1H-imidazole 
• 108-86-1 bromobenzene 

Downstream Products

• 108099-97-4 (1R,5S)-4-Methyl-1,3,5,7,7-pentaphenyl-6-oxa-2,4-diaza-bicyclo[3.2.0]hept-2-ene 
• 58484-95-0 1-methyl-2-ohenyl-1H-phenanthro<9,10-d>imidazole 
• 100181-12-2 C₂₂H₁₈N₂O₂ 
• 100181-13-3 4-(2-hydroxy-2,2-di-p-tolylethyl)-4'-methylbenzophenone 
• 100181-08-6 (1R,5S)-4-Methyl-1,3,5-triphenyl-7,7-di-p-tolyl-6-oxa-2,4-diaza-bicyclo[3.2.0]hept-2-ene 

Relevant academic research and scientific papers

Ag–TiO2 nanocomposite-catalyzed one-pot synthesis of 1,2,4,5-tetrasubstituted imidazoles: a green and benign approach

Ag–TiO2 nanocomposite as an efficient catalyst was synthesized and characterized by AFM analysis. This nanocomposite acts as a heterogeneous and recyclable catalyst for the room temperature synthesis of 1,2,4,5-tetrasubstituted imidazoles from aldehydes, benzil, ammonium acetate and several anilines or aliphatic amines via one-pot four-component condensation reaction in H2O as a green solvent. Ag–TiO2 nanocomposite was simply recovered by filtration and was reused up to three times.

Acid-Catalyzed 1,3-Dipolar Cycloaddition of 2 H-Azirines with Nitrones: An Unexpected Access to 1,2,4,5-Tetrasubstituted Imidazoles

The first 1,3-dipolar cycloaddition of 2H-azirines with nitrones, a straightforward approach toward the regioselective synthesis of 1,2,4,5-tetrasubstituted imidazoles, is reported. This trifluoroacetic acid-catalyzed protocol tolerates a broad range of aliphatic and aromatic substrates, offering an efficient access to highly diverse, multisubstituted imidazoles in isolated yields up to 83% under mild conditions.

STABLE PLY(IMIDAZOLIUM) HYDROXIDES

Provided herein are imidazolium polymers having steric hindrance at the 4-position of the imidazole moieties in the polymeric chain. The sterically-protected, N-methylated imidazolium polymers exhibit hydroxide stability in concentrated caustic solutions at elevated temperatures, such as at 100 °C and higher.

One-pot synthesis of multisubstituted imidazoles catalyzed by Dendrimer-PWAn nanoparticles under solvent-free conditions and ultrasonic irradiation

An efficient, green and eco-friendly protocol has been developed for the synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles via one-pot condensation reaction using Dendrimer-PWAn as catalyst under solvent-free conditions or ultrasonic irradiation in excellent yields. The reactions under conventional heating conditions were compared with the ultrasonic-assisted reactions. The operational simplicity, practicability and applicability of this protocol to various substrates make it an interesting alternative to previous procedures. The present methodology offers several advantages such as excellent yields, short reaction times, a cleaner reaction, and the absence of any tedious work-up or purification. The catalyst is easily separated from the products by filtration and also exhibits remarkable reusable activity. SEM, BET and DLS of the catalyst were also investigated after each reaction cycle.

A new more atom-efficient multi-component approach to tetrasubstituted imidazoles: One-pot condensation of nitriles, amines and benzoin

A new more atom-efficient multi-component approach for the synthesis of tetrasubstituted imidazoles via the one-pot condensation of nitriles, primary amines and benzoin has been described. Using this method, a wide range of structurally diverse nitriles and primary amines were successfully condensed with benzoin in glycerol in the presence of TFA under microwave irradiation at 120 °C and all the products were obtained in good to excellent yields with higher atom efficiencies in comparison with the commonly used four-component condensation of aldehydes, ammonium acetate, primary amines and benzil.

One-pot synthesis of multisubstituted imidazoles under solvent-free conditions and microwave irradiation using Fe3O4@SiO2-imid-PMAn magnetic porous nanospheres as a recyclable catalyst

An efficient, green and ecofriendly procedure has been developed using Fe3O4@SiO2-imid-PMAn as a magnetic catalyst for a rapid and improved synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles under solvent-free conditions and microwave irradiation in excellent yields. The reactions under conventional heating conditions were compared with the microwave-assisted reactions. The operational simplicity, practicability and applicability of this protocol to various substrates make it an interesting alternative to previous procedures. The present approach offers several advantages such as short reaction times, high yields, simplicity of operation, easy work-up, a cleaner reaction and ease of recovery and reusability of the catalyst using a magnetic field. Also, the nanocatalyst can be easily recovered by the application of a magnetic field and reused for the next reactions at least 5 times without distinct deterioration in catalytic activity. SEM, BET, DLS and leaching of the catalyst after each reaction cycle were investigated.

Imidazolium Cations with Exceptional Alkaline Stability: A Systematic Study of Structure-Stability Relationships

Highly base-stable cationic moieties are a critical component of anion exchange membranes (AEMs) in alkaline fuel cells (AFCs); however, the commonly employed organic cations have limited alkaline stability. To address this problem, we synthesized and characterized the stability of a series of imidazolium cations in 1, 2, or 5 M KOH/CD3OH at 80 °C, systematically evaluating the impact of substitution on chemical stability. The substituent identity at each position of the imidazolium ring has a dramatic effect on the overall cation stability. We report imidazolium cations that have the highest alkaline stabilities reported to date, >99% cation remaining after 30 days in 5 M KOH/CD3OH at 80 °C.

Triarylimidazole redox catalysts: Electrochemical analysis and empirical correlations

A series of triarylimidazoles was synthesized and characterized electrochemically. The synthetic route is general, providing a pathway to 30 redox mediators that exhibit a > 700 mV range of accessible potentials. Most of the triarylimidazoles display three oxidation peaks where the first redox couple is quasi-reversible. The electronic character of the substituents affects the oxidation potential. This is exemplified by a linear correlation between the first oxidation potential and the sum of the Hammett σ+ substituent constants, as well as with a series of calculated ionization potentials. We close by putting forward a rule of thumb stating that for a given mediator, the upper limit of accessible potentials can be extended by at least 500 mV beyond the largest recorded value. A rationale, the conditions under which the rule is likely to apply, and an example are provided.

Nano Fe3O4: A novel and magnetically recyclable catalyst for the synthesis of 1,2,4,5-tetrasubstituted imidazoles in solvent-free conditions

A convenient and efficient one-pot four-component synthesis of 1,2,4,5-tetrasubstituted imidazoles using nano Fe3O4 as magnetically recyclable catalyst is reported. The results show that the methodology has several advantages such as low loading of catalyst, excellent yield, short reaction time, operational simplicity and solvent-free conditions.