18999-46-7

Upstream product

• 288-32-4 1H-imidazole 
• 292638-85-8 acrylic acid methyl ester 

Downstream Products

• 5739-10-6 N-[2-(aminoethyl)]imidazole 
• 220363-49-5 4-[3-(3-imidazol-1-yl-propyl)-5-methyl-5-naphthalen-1-yl-2,4-dioxo-imidazolidin-1-ylmethyl]-benzoic acid 
• 220363-44-0 1-(4-aminomethyl-benzyl)-3-(3-imidazol-1-yl-propyl)-5-methyl-5-naphthalen-1-yl-imidazolidin-2,4-dione 
• 51390-23-9 1-(3-hydroxypropyl)imidazole 

Relevant academic research and scientific papers

Highly efficient aza-Michael reactions of aromatic amines and N-heterocycles catalyzed by a basic ionic liquid under solvent-free conditions

A task-specific basic ionic liquid, [Bmim]OH, has been introduced as a catalyst for the aza-Michael addition of aromatic amines and N-heterocycles to cyclic or acyclic ketones under neat conditions. The catalyst can be recycled for subsequent reactions without any appreciable loss of efficiency.

Preparation of main-chain imidazolium-functionalized amphiphilic block copolymers through combination of condensation polymerization and nitroxide-mediated free radical polymerization and their micelle study

Main-chain imidazolium-functionalized amphiphilic block copolymers (PIL-b-PS) consisting of polyionic liquid (PIL) and polystyrene (PS) blocks have been first synthesized by condensation polymerization combined with nitroxide-mediated free radical polymerization (NMP). The di-functional imidazolium-based ionic liquid (IL) having both hydroxyl and ester end groups was synthesized through Michael addition between imidazole and methylacrylate (MA) and further quaternization by 2-chloroethanol. The HTEMPO (4-hydroxy-2,2,6,6-tetramethyl-1-piperidinyloxy) terminated polyionic liquid (HTEMPO-PIL) as the hydrophilic block was prepared by condensation polymerization of di-functional imidazolium IL and HTEMPO at a certain ratio. The hydrophobic PS block was synthesized by controlled radical polymerization of styrene using HTEMPO-PIL through NMP, resulting PIL-b-PS block copolymers. The structure of block copolymers obtained has been characterized and verified by FTIR, 1H NMR, and size exclusion chromatography analyses. In addition, the morphology and size of the micelles formed by PIL-b-PS block copolymers in water were investigated by transmission electron microscopy and dynamic light scattering.

Ultrasound assisted synthesis of imidazolium salts: An efficient way to ionic liquids

In this study a straightforward and efficient approach concerning synthesis of 1,3-diazole derivatives under ultrasound (US) irradiation as well as under conventional thermal heating (TH) is presented. N-alkylation under US irradiation may be considered environmentally friendly in terms of higher yields, smaller amounts of solvent used and an overall energy efficiency due to a substantial reduction of reaction times. A comparative study of ultrasound vs. conventional conditions has been performed. Overall, the use of US proved to be more efficient than TH. A possible explanation concerning the different behavior of imidazole and benzimidazole in the N1-alkylation reactions under US irradiation was proposed.

Vanadyl(IV) acetate: An efficient, reusable heterogenous catalyst for Aza-Michael reaction under solvent-free conditions

Vanadyl(IV) acetate [VO(OAc)2] efficiently catalyzes the conjugate addition of aliphatic, aromatic amines to α,β-unsaturated carbonyl compounds in solvent-free media at room temperature to afford corresponding amino compounds in good to excellent yields. The catalyst can be recovered and reused for further cycles. Copyright Taylor & Francis Group, LLC.

Facile one-pot synthesis of 1-alkyl-3-polyfluoroalkyl imidazolium ionic liquids

Imidazolium-based ionic liquids bearing a polyfluorinated alkyl group on the cation were efficiently synthesized in excellent yields and selectivities from the one-pot reaction of a fluoroolefin with [1-alkyl-3H-imidazolium]X, where X = Cl, NO3

An assessment of the technique of simultaneous cooling in conjunction with microwave heating for organic synthesis

In the light of the controversy in the area and since reports using simultaneous cooling in conjunction with microwave heating are appearing in the literature, we were keen to assess the methodology, looking at temperature measurement issues as well as the use of the technique in three classes of reaction, namely a Heck coupling, a Diels-Alder cycloaddition and a Michael addition. We present our initial findings here.

Solvent- and Catalyst-Free Aza-Michael Addition of Imidazoles and Related Heterocycles

This work demonstrates the scope and limitations of the aza-Michael addition of imidazoles and related heterocycles with electron deficient olefins under solvent- and catalyst-free conditions. The reaction proceeds at 80 °C within hours towards completion as long as the azole derivative is sufficiently soluble in the Michael acceptor, which has been used in small excess. Workup only comprises evaporation of surplus Michael-acceptor, and no additional solvents are necessary for purifying the products.

Method for catalytically synthesizing N, N'-disubstituted urea derivative and imidazole derivative

The present invention relates to a green and efficient method for preparing an N, N'-disubstituted urea derivative and an imidazole derivative. The method for preparing the N, N'-disubstituted urea derivative by condensation of an aromatic amine with a carbonate ester comprises: by using ionic liquid loaded magnetic nanoparticles as a catalyst, at the temperature of 60-100 DEG C, and at a normal pressure, and in a condition of solvent-free, performing a condensing reaction on the aromatic amine and the carbonate ester for 8-14 hours to obtaina corresponding N, N'-disubstituted urea derivative; by using a magnetic nanoparticle-loaded ionic liquid as a catalyst and by using ethanol as a solvent, performing Michael addition reaction of a substituted imidazole and an electron-deficient olefin for 1-5 hours at the temperature of 10-50 DEG C and at a normal pressure to obtain a corresponding imidazole derivative, wherein the catalyst is as shown in the specification. Experiments verify that after the reaction is completed, the catalyst is recycled simply through an external magnetic field and can be repeatedly used for many times, but the activity is not obviously reduced. The catalytic system is simple in operation and high in yield, and the reusability is good, so that the method has a good industrial prospect.

Ionic liquid catalytic amine with the α, β-unsaturated electron deficient receptor method

The invention relates to a method for catalyzing amines and alpha, beta-unsaturated electron-deficient acceptors by an ionic liquid. The method comprises the following steps: by taking the ionic liquid as a catalyst, carrying out a catalytic addition reaction on alpha, beta-unsaturated electron-deficient acceptors such as amines, acrylate and acrylonitrile at room temperature and at normal pressure, and carrying out column chromatography to obtain a corresponding addition product; magnetically stirring at room temperature without a solvent, after reaction, extracting the ionic liquid by water and ethyl acetate; carrying out column chromatography on an organic phase to obtain a product; and re-putting the filtrate with the water phase of the ionic liquid without vapor at high temperature in vacuum to react. Through verification, the product can be used as a catalytic reaction system which is repeatedly used for 6 times, and no remarkable reaction yield reduction is discovered. The method is simple to operate, high in yield, good in reusability of the catalytic reaction system and mild reaction condition and has a good industrialized prospect.

Highly efficient and green chemical synthesis of imidazolyl alcohols and N-imidazolyl functionalized β-amino compounds using nanocrystalline ZSM-5 catalysts

A solvent free protocol is developed for the synthesis of imidazolyl alcohols and N-imidazolyl functionalized β-amino compounds. Imidazolyl alcohols were synthesized by the ring opening of epoxides with imidazoles and N-imidazolyl functionalized β-amino compounds were synthesized by the hydroamination reaction of imidazoles and activated olefins. These reactions were catalyzed by a variety of crystalline heterogeneous catalysts such as Al/Zr substituted nanocrystalline ZSM-5 (M-Nano-ZSM-5), conventional M-ZSM-5 (where M = Zr, Al), and Zr substituted amorphous mesoporous catalysts (Zr-SBA-15 and Zr-KIT-6). Among these catalysts, nanocrystalline Zr-Nano-ZSM-5 exhibited the highest activity and regioselectivity. Structure activity relationship is explained based on the catalytic activity, acidity measurements, reactivity of reactants (imidazoles/epoxides/methyl acrylate), competitive adsorption, nature, and type of catalysts. Zr-Nano-ZSM-5 exhibited exceptionally high catalytic activity compared to the catalysts reported in the literature for the synthesis of imidazolyl alcohols and other imidazole derivatives.