36939-54-5

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 84-11-7 9,10-phenanthrenequinone 
• 1003046-47-6 3-(p-chlorophenyl)phenanthro[9,10-e][1,2,4]triazine 
• 134-81-6 benzil 
• 57-13-6 urea 

Downstream Products

• 1602990-80-6 3-chloro-5,6-diphenylphenanthro[9',10':4,5]imidazo[2,1-a]isoquinoline 
• 1426847-30-4 C₁₉H₁₁AuCl₃N₄⁽¹⁺⁾*Cl^(1-) 
• 58484-88-1 2,2'-bis-(4-chloro-phenyl)-2'H-[1,2']bi[phenanthro[9,10-d]imidazolyl] 

Relevant academic research and scientific papers

Citrate trisulfonic acid: A heterogeneous organocatalyst for the synthesis of highly substituted Imidazoles

Citrate trisulfonic acid (CTSA), as a novel recyclable and eco-benign organocatalyst, was employed for the efficient and one-pot synthesis of trisubstituted imidazoles and tetrasubstituted imidazoles using aldehydes, ammonium acetate or aniline, and benzoin, benzyl, or 9,10-phenanthrenequinone under solvent-free conditions providing high to excellent yields. CTSA is easily prepared via the reaction of trisodium citrate and chlorosulfonic acid in high purity. Compared to the conventional procedures, the present method offers several advantages, including high yields, easy work-up, short reaction time, reusability of the catalyst, and simple purification of the products.

Urea-Zinc Chloride Eutectic Mixture-Mediated One-Pot Synthesis of Imidazoles: Efficient and Ecofriendly Access to Trifenagrel

The low-melting mixture urea-ZnCl 2 was evaluated as a novel reaction medium for the synthesis of imidazoles. The reaction between a dicarbonyl compound, ammonium acetate, and an aromatic aldehyde is efficiently catalyzed by the eutectic solvent, yielding a wide variety of triaryl-1 H -imidazoles or 2-aryl-1 H -phenanthro[9,10- d ]imidazoles in good to excellent yields. In addition, the eutectic solvent was reused in five cycles without loss of its catalytic activity. This protocol was further explored for the synthesis of the drug trifenagrel, giving an excellent yield.

Efficientone-pot synthesis of imidazoles catalyzed by silica-supported La0.5Pb0.5MnO3 nano particles as anovel and reusable perovskite oxide

Silica-supported La0.5Pb0.5MnO3 nanoparticles was prepared and used as a new perovskite-type catalyst for rapid and efficient synthesis of substituted imidazoles by an one-pot three-component condensation of [9,10]-phenanthraquinone, aryl aldehydes and ammonium acetate in excellent yield under reflux, and also solvent-free conditions.

Synthesis of 2,4,5-trisubstituted phenanthroimidazole derivatives using SBA-Pr-SO3H as a nanocatalyst

An efficient one-pot approach for the preparation of 2,4,5-trisubstituted phenanthroimidazole derivatives is described. The three-component reaction between 9,10-phenanthraquinone, benzaldehyde derivatives, and ammonium acetate proceeds in the presence of

Preparation, Characterization, and Application of Preyssler Heteropoly Acid Immobilized on Magnetic Nanoparticles as a Green and Recoverable Catalyst for the Synthesis of Imidazoles

An efficient, magnetically separable catalyst was synthesized by immobilization of Preyssler heteropoly acid (HPA) on Ni0.5Zn0.5Fe2O4 magnetite nanoparticles (MNPs) coated with hydroxyapatite (HA). The catalyst was characterized by scaning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray diffraction (XRD), FT-IR, energy dispersive spectroscopy (EDS), and TGA. Activity of this catalyst was tested in the synthesis of imidazole derivatives via one-pot three-component condensation of [9,10]-phenanthraquinone with aryl aldehydes and ammonium acetate at room temperature under solvent-free conditions.

Method for preparing 2-aryl-1H-phenanthro (9,10-d) imidazole derivative in catalyzed mode

The invention discloses a method for preparing a 2-aryl-1H-phenanthro (9,10-d) imidazole derivative in a catalyzed mode, and belongs to the technical field of ionic liquid catalysis. In a preparation reaction, the molar ratio of 9,10-phenanthrenequinone to aromatic aldehyde to ammonium acetate is 1:1:3-5, the molar weight of a non-imidazolyl acidic ionic liquid catalyst accounts for 4-6% that of 9,10-phenanthrenequinone, the volume dose of reaction solvent water in units of milliliter is 5-8 times the molar weight of 9,10-phenanthrenequinone in units of millimole, the time for a reflux reaction is 14-30 min, diethyl ether is used for extraction after the reaction is finished, anhydrous magnesium sulfate is added into extract liquor for drying, suction filtration is carried out, and after rotary evaporation concentration is carried out, filtrate is recrystallized with ethyl acetate to obtain the 2-aryl-1H-phenanthro (9,10-d) imidazole derivative. The method has the advantages that the catalyst is good in biodegradability and high in raw material use ratio, the whole preparation process is easy and convenient to operate and the like, and the method can be industrially applied on a large scale conveniently.

Multi-component synthesis of highly substituted imidazoles catalyzed by nanorod vanadatesulfuric acid

Nanorod vanadatesulfuric acid (VSA NRs), as a recyclable and eco-benign catalyst, was used for one-pot synthesis of 2,4,5-trisubstituted imidazoles and 1,2,4,5-tetrasubstituted imidazoles using aldehydes, benzil, benzoin or 9,10-phenanthrenequinone and ammonium acetate or aniline under solvent-free conditions providing high to excellent yields. VSA is easily prepared by a simple reaction of chlorosulfonic acid and sodium metavanadate in high purity. As compared with the conventional procedures, the present protocol offers several advantages such as simplicity of procedure, short reaction time, high yields, easy workup, recoverability and reusability of the catalyst and simple purification of the products.

A novel imidazolium-based acidic ionic liquid as an efficient and reusable catalyst for the synthesis of 2-aryl-1H-phenanthro[9,10-d]imidazoles

A novel acidic ionic liquid based on imidazoliumcation is designed, synthesized, and successfully used as a catalyst for the one-pot synthesis of 2-aryl-1H-phenanthro[9,10-d]imidazole derivatives. The remarkable feature of this new catalyst is its ethyleneoxy bridge which participates in dissolving organic compounds in ionic liquids. The application of this acidic ionic liquid is studied in a new one-pot method for the synthesis of imidazole derivatives under solvent-free conditions. The advantages of this method are the reusability of the catalyst, high conversion, short reaction time, and simple experimental procedure.

An expedient one-pot synthesis of highly substituted imidazoles using supported ionic liquid-like phase (SILLP) as a green and efficient catalyst and evaluation of their anti-microbial activity

An efficient method for the synthesis of imidazole derivatives by a three-component condensation of benzil or 9,10-phenanthrenequinone, aldehydes and ammonium acetate using supported ionic liquid-like phase (SILLP) catalyst under ultrasonic irradiation or classical heating conditions is reported. The present methodology offers several advantages, such as excellent yields, simple procedures, short reaction times, simple work-up and mild conditions. The catalyst is easily separated from the products by filtration and also exhibits remarkable reusable activity. These highly substituted imidazoles were also evaluated for their anti-microbial activity.

New approach to the multicomponent one-pot synthesis of 2-aryl-1H-phenanthro[9,10-d]imidazoles

A novel, acid catalyzed multicomponent one-pot synthesis of 2-aryl-1H-phenanthro[9,10-d]imidazole compounds derived from aromatic aldehydes, 9,10-phenanthrenequinone and ammonium acetate under ultrasonic irradiation is reported. A wide range of aromatic aldehydes readily undergo condensation with 9,10-phenanthrenequinone and ammonium acetate under optimized conditions to afford the desired imidazoles of good purity in excellent yields. Copyright by Walter de Gruyter Berlin Boston.