Catalyst, preparation method thereof, and preparation method of N-alkyl imidazole compound

Abstract

The invention relates to the technical field of organic synthesis, and provides a catalyst, a preparation method thereof, and a preparation method of a N-alkyl imidazole compound. The catalyst provided by the invention comprises active components and an acid-treated carrier; the carrier is silicon-aluminum oxide and / or silicon dioxide; and the active components comprise a metal oxide, wherein themetal element in the metal oxide comprises one or more selected from zirconium, niobium, hafnium, tantalum, calcium, magnesium, copper, nickel, iron, cobalt, zinc and rare earth elements. The catalystprovided by the invention can be used for catalyzing preparation of the N-alkyl imidazole compound, so that the method for preparing the N-alkyl imidazole compound is simple, the reaction conditionsare mild, and the yield and selectivity of the reaction product are relatively high. The result of the embodiment shows that the yield of the reaction product is 55-93% and selectivity is 90% or greater.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a catalyst and a preparation method thereof, and a preparation method of N-alkylimidazole compounds. Background technique [0002] N-alkylimidazole series compounds are a very important class of fine chemicals, which are widely used in ionic liquids, drugs, antibacterial agents, enzyme inhibitors and other fine chemicals. For example, it is the most important starting material for imidazole-based ionic liquids, through which a variety of ionic liquids can be synthesized, and it is also the basic structure for the synthesis of pharmaceutical raw materials metronidazole, secnidazole and veterinary drug dimetazole , because N-alkylimidazole has a lone electron pair on a nitrogen atom on the five-membered heterocyclic ring, it has certain basic and nucleophilic properties, so it can also be used as an organic ligand and catalyst in organic synthesis, and in N-alkylimidazoles with lo...

AI Technical Summary

Problems solved by technology

[0003] Although N-alkylimidazoles have such unique physical and chemical properties and broad application scenarios, the preparation methods of N-alkylimidazoles reported in the existing literature have disadvantages such as harsh reaction conditions, impure products, and catalysts that cannot be recycled.

Patent CN 102180873A discloses a preparation method of cetyl imidazole: sodium hydride is used as an acid-binding agent and tetrabutylammonium iodide is used as a phase transfer catalyst. The sodium hydride used in this method is expensive and unfavorable for safe production

SooY.Ko reported a series of synthesis methods of N-alkylimidazole compounds in Tetrahedron Letters 46 (2005) 631–633: using diethyl azodicarboxylate or diisopropyl ester as a catalyst, synthesizing under homogeneous conditions, However, the catalyst is expensive and the catalyst is not easy to separate and reuse, which is not conducive to large-scale production

[0004] The above-mentioned N-alkylimidazole preparation method has the disadvantages of harsh reaction conditions, impure product, and catalyst that cannot be recycled and used.

Images