25371-93-1

Usage

Uses

Used in Pharmaceutical Research:
1-O-TOLYL-1H-IMIDAZOLE is used as a key intermediate in the synthesis of pharmaceuticals for its potential to contribute to the development of new drugs and compounds. Its unique structure and properties make it a valuable asset in medicinal chemistry.
Used in Organic Synthesis:
In the field of organic synthesis, 1-O-TOLYL-1H-IMIDAZOLE is used as a reagent or catalyst to facilitate various chemical reactions, enhancing the efficiency and selectivity of synthetic processes.
Used in Drug Discovery:
1-O-TOLYL-1H-IMIDAZOLE is used as a potential candidate in drug discovery due to its biological activities, which may lead to the identification of new therapeutic agents for various diseases and conditions.
Used in Agriculture:
1-O-TOLYL-1H-IMIDAZOLE is employed in agricultural applications, potentially serving as a component in the development of new agrochemicals or as a tool in pest control strategies, leveraging its chemical properties to target specific biological processes in pests.
Used in Materials Science:
In materials science, 1-O-TOLYL-1H-IMIDAZOLE is utilized for its properties that may contribute to the creation of new materials with unique characteristics, such as improved stability, reactivity, or selectivity in various applications.

InChI:InChI=1/C10H10N2/c1-9-4-2-3-5-10(9)12-7-6-11-8-12/h2-8H,1H3

Upstream product

• 288-32-4 1H-imidazole 
• 16419-60-6 2-Methylphenylboronic acid 
• 615-37-2 ortho-methylphenyl iodide 
• 95-46-5 2-methylphenyl bromide 
• 95-49-8 2-methylchlorobenzene 
• 50-00-0 formaldehyd 
• 131543-46-9 Glyoxal 
• 95-53-4 o-toluidine 
• 85630-35-9 N,N-diethyl-2-methylcarbamoyloxybenzene 
• 1134-92-5 o-tolyl N,N-dimethylsulfamate 
• 95-48-7 ortho-cresol 

Downstream Products

• 684261-38-9 1-[(S)-4-tert-butyl-4,5-dihydrooxazol-2-yl]-3-(2-tolyl)imidazolium bromide 
• 1233735-51-7 1-(1-o-tolyl-1H-imidazol-2-yl)propan-1-one 
• 1434057-02-9 3-phenyl-1-o-tolyl-1H-imidazol-3-ium tetrafluoroborate 

Relevant academic research and scientific papers

Efficient nickel(II) immobilized on EDTA‐modified Fe3O4?SiO2 nanospheres as a novel nanocatalyst for amination of heteroaryl carbamates and sulfamates through the cleavage of C-O bond

In this report, there was immobilized Nickel(II) on EDTA‐modified Fe3O4?SiO2 nanospheres and catalytic activity of which was described in the arylation reaction of nitrogen nucleophiles via carbon-oxygen bond cleavage of (hetero)aryl carbamates and sulfamates. This protocol was applied to various nitrogen nucleophiles such as amines, anilines and N-heterocyclic compounds (pyrroles, indoles and imidazoles) in good to excellent yields. This reaction was promoted without the use of any external ligands under simple and mild conditions. The synthesized catalyst was well characterized by FT‐IR, XRD, TEM, FE-SEM, TGA, DLS,XPS, VSM, EDX, ICP and nitrogen adsorption-desorption isotherm analysis. The recycling studies revealed that the catalyst could be easily recovered by used the external magnetic field and directly reused for at least 7 times without the significant decrease in its catalytic activity.

Synthesis and Physical Properties of Tunable Aryl Alkyl Ionic Liquids (TAAILs)

Tunable aryl alkyl ionic liquids (TAAILs) based on the imidazolium cation were first reported in 2009. Since then, a series of TAAILs with different properties due to the electron-donating or -withdrawing effect of the substituents at the aryl ring has be

L-Proline N-oxide dihydrazides as an efficient ligand for cross-coupling reactions of aryl iodides and bromides with amines and phenols

A novel catalytic system based on L-proline N-oxide/CuI was developed and applied to the cross-coupling reactions of various N- and O- nucleophilic reagents with aryl iodides and bromides. This strategy featured in the employment of an-proline derived dihydrazides N-oxide compound as the superior supporting ligand. By using this protocol, a variety of products, including N-arylimidazoles, N-arylpyrazoles, N-arylpyrroles, N-arylamines, and aryl ethers, were synthesized with up to 99% yield.

Peripheral Ligand Effect on the Photophysical Property of Octahedral Iridium Complex: O-Aryl Substitution on the Phenyl Units of Homoleptic IrIII(C)3Complexes (CC = 1-Phenyl-3-methylimidazolin-2-ylidene- C, C2′) for Deep B

To evaluate the efficacy of ortho-arylation in the second coordination sphere of octahedral iridium complex, a series of homoleptic N-heterocyclic carbene (NHC)-based Ir(CCR)3-type complexes were designed and prepared by introducing various substituents (

N -Arylation of (hetero)arylamines using aryl sulfamates and carbamates via C-O bond activation enabled by a reusable and durable nickel(0) catalyst

An effective and general aryl amination protocol has been developed using a magnetically recoverable Ni(0) based nanocatalyst. This new stable catalyst was prepared on Fe3O4@SiO2 modified by EDTA and investigated by FT-IR, EDX, TEM, XRD, DLS, FE-SEM, XPS, NMR, TGA, VSM, ICP and elemental analysis techniques. The reaction proceeded via carbon-oxygen bond cleavage of (hetero)aryl carbamates and sulfamates under simple and mild conditions without the use of any external ligands. This method demonstrated functional group tolerance in the N-arylation of various nitrogen-containing compounds as well as aliphatic amines, anilines, pyrroles, pyrazoles, imidazoles, indoles, and indazoles with good to excellent yields. Furthermore, the catalyst could be easily recovered by using an external magnetic field and directly reused at least six times without notable reduction in its activity. This journal is

Intercalation of copper salt to montmorillonite K-10 and its application as a reusable catalyst for Chan–Lam cross-coupling reaction

A simple and efficient catalytic system has been developed by adsorption of copper salt in the interlayers of montmorillonite K-10. The catalytic system impressively exercises the green chemistry perspective leading to effortless recovery and recyclabilit

Facile synthesis of hydrochar supported copper nanocatalyst for Ullmann C–N coupling reaction in water

The exploration of inexpensive and stable heterogeneous catalysts and application of green solvents for Ullmann C–N coupling reaction remain challenging. We present a facile fabrication of copper nanoparticles on hydrochar as prepared from natural, inexpensive and renewable chitosan together with in-situ reduction of copper salt in a one-pot hydrothermal carbonization process. The copper nanoparticles were uniformly dispersed on hydrochar by choosing block copolymer F127 as surfactant. Moreover, maleic acid was introduced to improve the hydrophilicity of hydrochar. The most active copper nanocomposite catalyst, that is, Cu/HCS-MA-F127, exhibited excellent catalytic activity for Ullmann C–N coupling reaction in water. The nature of the Cu/HCS-MA-F127 was characterized by FTIR spectroscopy, TG, XRD, SEM and XPS. Moderate to excellent yields of aimed products were gained by using this catalytic strategy. Moreover, the Cu/HCS-MA-F127 catalyst can be reused by simple centrifugal recovery with a stable performance.

Iron oxide encapsulated by copper-Apatite: An efficient magnetic nanocatalyst for: N-Arylation of imidazole with boronic acid

N-Arylation of imidazole was carried out with various arylboronic acids on iron oxide encapsulated by copper-Apatite (Fe3O4?Cu-Apatite), producing excellent yields. Firstly, the iron nanoparticles were prepared using a solvothermal m

Expanding the Electrochemical Window: New Tunable Aryl Alkyl Ionic Liquids (TAAILs) with Dicyanamide Anions

A set of new tunable aryl alkyl ionic liquids (TAAILs) based on the 1-aryl-3-alkyl imidazolium motif has been synthesized, in which the following variables were systematically changed: alkyl chain length, aryl substitution (group and position), and counte

A Newly Designed Carbohydrate-Derived Alkylamine Promotes Ullmann Type C-N Coupling Catalyzed by Copper in Water

A green and biodegradable carbohydrate-derived alkylamine was designed and employed as ligand for Ullmann type C-N coupling catalyzed by copper in water. The coupling of aryl iodide and N-nucleophiles were examined and moderate to excellent yields were obtained. In addition, the in-water coupling strategy was expanded successfully to the reaction of indoles with 4-iodoanisole. By measuring the solubility, it is speculated that carbohydrate-derived alkylamine plays the role of chelating copper and promoting the dissolution of 4-iodoanisole in water. Remarkably, this methodology was environmentally friendly and economical because of the use of aqueous media in place of organic solvents.