328056-86-6

Upstream product

• 3395-91-3 Methyl 3-bromopropionate 
• 3034-38-6 1H-4⁽⁵⁾-nitroimidazole 
• 292638-85-8 acrylic acid methyl ester 
• 3196-73-4 methyl 3-aminopropanoate hydrochloride 
• 19182-81-1 1,4-dinitro-1H-imidazole 

Downstream Products

• 328056-87-7 3-(4-nitroimidazol-1-yl)-propionylhydrazine 

Relevant academic research and scientific papers

The convenient Michael addition of imidazoles to acrylates catalyzed by Lipozyme TL im from: Thermomyces lanuginosus in a continuous flow microreactor

A fast and green protocol for the Michael addition of imidazoles to acrylates catalyzed by Lipozyme TL IM from Thermomyces lanuginosus in a continuous flow microreactor was developed. In contrast with existing methods, this method is simple (35 min), uses mild reaction conditions (45 °C) and is environmentally friendly. This enzymatic Michael addition performed in continuous flow microreactors is an innovation that may open up the use of enzymatic microreactors in imidazole analogue biotransformations.

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.

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.

Polystyrene-supported CuI-imidazole complex catalyst for aza-Michael reaction of imidazoles with α,β-unsaturated compounds

The polystyrene-supported CuI-imidazole complex catalyst was prepared and characterized by IR spectroscopy, elemental analysis, SEM/TEM and TG/DSC. The complex catalyst was globular with the size of 400-500 nm and showed a good thermal stability at high temperature. The immobilized Cu metal in the complex catalyst was about 0.85 mmol/g. By using the catalyst, aza-Michael reaction of imidazoles to α,β-unsaturated compounds was performed with good yields in 4-8 h. The catalyst showed an excellent recycling efficiency over five cycles without distinct leaching of metal from the polymer support.

Michael-type addition of azoles of broad-scale acidity to methyl acrylate

An optimisation of Michael-type addition of azole derivatives of broad-scale acidity - ranging from 5.20 to 15.00 pKa units - namely 4-nitropyrazole, 3,5-dimethyl-4-nitropyrazole, 4(5)-nitroimidazole, 4,5-diphenylimidazole, 4,5-dicyanoimidazole, 2-methyl-

Triethylammonium acetate (TEAA): A recyclable inexpensive ionic liquid promotes the chemoselective aza- and thia-Michael reactions

A new, highly efficient, inexpensive, recyclable, mild, convenient, and green protocol for chemoselective aza/thia-Michael addition reactions of amines/thiols to α,β-unsaturated compounds using triethylammonium acetate (TEAA) ionic liquid was developed. The catalyst can be recycled ten times and obviate the need for toxic and expensive catalysts.

N-Methylimidazole as a promising catalyst for the aza-Michael addition reaction of N-heterocycles

N-Methylimidazole has been shown to be a promising catalyst for aza-Michael reactions. Various N-heterocycles were introduced to α,β-unsaturated carbonyl compounds employing N-methylimidazole (0.05 equiv) in a highly efficient, rapid and high yielding syn

A fast and highly efficient protocol for Michael addition of N-heterocycles to α,β-unsaturated compound using basic ionic liquid [bmIm]OH as catalyst and green solvent

A fast and green protocol for the Michael addition of N-heterocycles to α,β-unsaturated compounds at room temperature was developed using a basic ionic liquid, 1-methyl-3-butylimidazolium hydroxide, [bmIm]OH, as a catalyst and a reaction medium. The react

Promiscuous acylase-catalyzed aza-Michael additions of aromatic N-heterocycles in organic solvent

A novel and efficient enzymatic promiscuous protocol for aza-Michael addition of aromatic N-heterocycles to α,β-unsaturated compounds has been described. The reactions were catalyzed by promiscuous zinc-active-site acylase in organic solvent at 50 °C. The strategy works with a broad range of N-heterocycles to afford the corresponding Michael adduct with good yields in several hours (0.5-6 h). This catalytic promiscuity is the first example of metal-active-site enzyme-catalyzed aza-Michael addition for aromatic N-heterocycles.

Design and synthesis of heterocyclic hydroxamic acid derivatives as inhibitors of Helicobacter pylori urease

Helicobacter pylori produces ammonia to help counter the acidic environment in the human stomach. The production of ammonia, essential for the microorganism's survival and virulence, is the product of enzymatic conversion of urea by the H. pylori's urease. Inhibition of urease activity by dipeptide hydroxamic acids has previously been demonstrated using a variety of fluorides, thiols and hydroxamic acids. Studies employing computer-aided drug design techniques have been utilized to suggest a novel series of heterocyclic hydroxamic acid derivatives as potential as urease inhibitors. The heterocyclic compounds 7a,b, 10b, 12b, 16b, and 19b have been designed, synthesized, and preliminarily tested as dipeptide mimics which offer a structure that is more biologically stable than that of the reported dipeptide inhibitors.