29864-19-5

Usage

Class

Synthetic organic compound, belongs to the class of imidazole derivatives.

Molecular structure

Contains two nitrophenyl groups and two phenyl groups attached to a central imidazole ring.

Color

Yellow to orange.

Solubility

Insoluble in water, soluble in organic solvents.

Applications

Used as a building block in the synthesis of pharmaceuticals, agrochemicals, and dyes.

Biological activities

Derivatives have shown potential properties such as antimicrobial, antifungal, and antitumor, making it of interest in medicinal chemistry research.

Upstream product

• 134-81-6 benzil 
• 552-89-6 2-nitro-benzaldehyde 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 57-13-6 urea 
• 99-61-6 3-nitro-benzaldehyde 
• 612-25-9 2-Nitrobenzyl alcohol 
• 501-65-5 diphenyl acetylene 
• 24242-77-1 α-iodo-α-phenylacetophenone 
• 451-40-1 phenyl benzyl ketone 

Downstream Products

• 1095230-95-7 4-chlorophenyl(2,3-diphenylimidazo[1,2-c]quinazolin-5-yl)amine 
• 1095230-93-5 (2,3-diphenylimidazo[1,2-c]quinazolin-5-yl)-p-tolylamine 
• 1195795-64-2 (2,3-diphenylimidazo[1,2-c]quinazolin-5-yl)-m-tolylamine 
• 1261244-90-9 N-(2-(1-ethyl-4,5-diphenyl-1H-imidazol-2-yl)phenyl)benzamide 
• 1261244-92-1 2-(1-ethyl-4,5-diphenyl-1H-imidazol-2-yl)benzeneamine 
• 1206965-13-0 1-methyl-2-(2-nitrophenyl)-4,5-diphenyl-1H-imidazole 
• 52747-80-5 2,3-diphenylimidazo[1,2-c]quinazoline 

Relevant academic research and scientific papers

Structural comparisons between methyl-ated and unmethyl-ated nitro-phenyl lophines

The lophine derivative 2-(2-nitro-phen-yl)-4,5-diphenyl-1H-imidazole, C21H15N3O2, (I), crystallized from ethanol as a sol-vent-free crystal and from acetonitrile as the monosolvate, C21H15N

Highly active and stereospecific polymerization of 1,3-butadiene catalyzed by bis{[2-(4,5-diphenylimidazolyl)phenylimino]phenolate}cobalt(II) complexes

A series of bis{[2-(4,5-diphenylimidazolyl)phenylimino]phenolate}cobalt(II) complexes (C1-C4) has been synthesized and characterized. Single-crystal X-ray analysis demonstrated that the cobalt center was coordinated by two [NNO-] ligands and ad

Simple practical method for synthesis of trisubstituted imidazoles: an efficient copper catalyzed multicomponent reaction

A rapid practical process has been developed for synthesis of 2,4,5-trisubstituted-imidazoles in excellent yields up to 95% from readily available starting materials. In this CuI catalyzed synthesis, trisubstituted imidazoles were afforded in short reaction times, wherein the substrate scope is well explored with benzoin as well as benzil reacting with different aldehydes in the presence of ammonium acetate as the nitrogen source.

An eco-friendly, one pot synthesis of tri-substituted imidazoles in aqueous medium catalyzed by RGO supported Au nano-catalyst and computational studies

An eco-compatible, mild and operationally simple aqueous phase protocol for the synthesis of 2,4,5-trisubstituted imidazoles has been achieved with high substrate scope using supported Au nanoparticles. The catalyst can be recovered for the subsequent rea

Facile synthesis of imidazoles by an efficient and eco-friendly heterogeneous catalytic system constructed of Fe3O4 and Cu2O nanoparticles, and guarana as a natural basis

In this study, an efficient hybrid nanocatalyst made of guar gum (guarana, as a natural basis), magnetic iron oxide nanoparticles, and copper(I) oxide nanoparticles (Cu2O NPs) is fabricated and suitably applied for catalyzing the multicomponent (three- and four-component) synthesis reactions of imidazole derivatives. Here, an easy preparation strategy for this novel catalytic system (Cu2O/Fe3O4@guarana) is presented. Then, the application of this catalytic system for the synthesis of imidazole derivatives is precisely investigated. For this purpose, ultrasonication is introduced as an efficient and fast method. In summary, the high catalytic efficiency of Cu2O/Fe3O4@guarana nanocomposite is well demonstrated by high reaction yields obtained in the presence of a small amount of this nanocomposite, under mild conditions. Wide active surface area, substantial magnetic behavior, excellent heterogeneity, suitable stability, well reusability, and etc. have distinguished this catalytic system as an instrumental tool for facilitating the complex synthetic reactions.

NiO nanocomposites/rGO as a heterogeneous catalyst for imidazole scaffolds with applications in inhibiting the DNA binding activity

Herein, we report a facile approach to synthesize a new highly versatile heterogeneous catalyst by spontaneous aerial oxidation based on nickel oxide nanocomposites immobilized on surface-functionalized reduced graphene oxide sheets. NiO nanocomposite/red

Visible light-emitting diode light-driven one-pot four component synthesis of poly-functionalized imidazoles under catalyst- And solvent-free conditions

Here, we have demonstrated the visible LED light-promoted synthesis of poly functionalized imidazole derivatives by a four component condensation of 1,2-diphenyl 1,2-diketone aromatic aldehydes and ammonium acetate and/or amines in excellent yields. The solvent- and catalyst-free reaction conditions, excellent isolated yields of the products, shorter reaction times, and simple isolation and purification of the products make the present protocol efficient and a green alternative to existing protocols. This journal is

Pumice-modified cellulose fiber: An environmentally benign solid state hybrid catalytic system for the synthesis of 2,4,5-triarylimidazole derivatives

In this study, we developed an instrumental hybrid catalytic system comprising cellulose fiber and volcanic pumice powder, which was applied as a suitable organic–inorganic hybrid catalyst for the synthesis of 2,4,5-triarylimidazole derivatives. High reaction yields (97%) were obtained in short reaction times (20 min) using this catalytic system. In physical terms, the high porosity of pumice provides an extremely high active surface area for electronic interactions among the components. Moreover, the most distinctive properties of this catalytic system are high biodegradability, simple separation of the catalyst, and good reusability. The natural pumice can be recovered easily using an external magnet and reused with no significant decline in the catalytic activity. The structural characteristics of this efficient catalytic system were assessed using various analytical methods.

Catalytic activity of Co(II) Salen&at;KCC-1 on the synthesis of 2,4,5-triphenyl-1H-imidazoles and benzimidazoles

The synthesis, reactions and biological properties of imidazoles and benzimidazole make up the bulk of the ring chemistry. In this study, the reaction between different types of aromatic aldehydes and ammonium acetate with diphenylethanedione, in ethanol solvent, using the Co(II) Salen complex&at;KCC-1 catalyst which is produced from Co (II) complex which is supported onto the KCC-1 was studied. The results showed that the products were synthesized in good to excellent yields. The products were identified with IR and NMR spectroscopy. Also, the catalyst was identified by FT-IR, TGA, TEM, and XRD. Finally, the catalyst was reused several times without lack of catalytic activity.

Molecular iodine/DMSO mediated oxidation of internal alkynes and primary alcohols using a one-pot, two step approach towards 2,4,5-trisubstituted imidazoles: Substrate scope and mechanistic studies

An efficient, eco-friendly and practical oxidation of internal alkynes and primary alcohols as key steps towards the synthesis of 2,4,5-trisubstituted imidazoles is reported. This green synthetic methodology employed an acid and metal-free molecular iodine/DMSO system, to afford a variety of substituted imidazoles in moderate to good yields, with a range of functionalities tolerated. Mechanistic studies revealed two distinct oxidation pathways, which ultimately form the diketone and aldehyde that serve as key intermediates in the multicomponent domino synthesis.