369363-77-9

Usage

Family

Triazole family of compounds

Structure

4-(2-methoxyphenyl) substitution on the triazole ring

Properties

a. Antibacterial
b. Antifungal
c. Anti-inflammatory

Pharmaceutical industry

Development of new drugs and therapy options

Materials science

Applications in the field of materials science

Synthesis

Building block for the synthesis of more complex chemical compounds

Upstream product

• 767-91-9 1-ethynyl-2-methoxybenzene 
• 7342-00-9 3-(2-methoxyphenyl)prop-2-ynoic acid 
• 75-52-5 nitromethane 
• 612-16-8 (2-methoxyphenyl)methanol 
• 3316-24-3 1-methoxy-2-((E)-2-nitrovinyl)benzene 
• 135-02-4 ortho-anisaldehyde 
• 15241-32-4 1-methoxy-2-(2-nitrovinyl)benzene 

Relevant academic research and scientific papers

Dipolar HCP materials as alternatives to DMF solvent for azide-based synthesis

Hypercrosslinked polymers HCP-DMF and HCP-DMF-SO3H containing abundant and flexible DMF moieties were designed and synthesized. Benefitting from the solvation microenvironment provided by the pseudo-DMF moities, the polar HCPs manifested outstanding performances in the conversions of NaN3 to benzylic azides and 1,2,3-triazoles in EtOH (95%), respectively, avoiding the use of risky DMF and improving the separation processes of the products.

Sulfonic acid-functionalized magnetic carbon nitride as highly efficient ionic composite for sustainable assembly of 1,2,3-triazoles

Abstract: An efficient and straightforward method for constructing of biologically active 4-aryl-NH-1,2,3-triazoles by the 1,3-dipolar cycloaddition reaction of β-nitrostyrene?and sodium azide in the presence of acidic graphitic carbon nitride (Fe3/

1, 4-Diazabicyclo[2.2.2]octane-sulfonic acid immobilized on magnetic Fe3O4?SiO2 nanoparticles: a novel and recyclable catalyst for the one-pot synthesis of 4-aryl-NH-1, 2, 3-triazoles

Abstract: In this study, the surface of silica-coated magnetic nanoparticles (Fe3O4?SiO2) were successfully functionalized by an organic ligand of 1, 4-Diazabicyclo[2.2.2]octane (DABCO)-sulfonic acid and used as a highly efficient catalyst for the synthesis of 4-aryl-NH-1, 2, 3-triazoles from the benzyl alcohol derivatives, nitromethane and sodium azide in ethanol. Furthermore, this catalyst could be recovered and reused five times without noticeable loss of activity. Graphic Abstract: Fe3O4?SiO2?TCT-DABCO-SO3H nanoparticles were successfully synthesized and used as a novel, recyclable, efficient and heterogeneous catalyst for the synthesis of 4-aryl-NH-1, 2, 3-triazoles.[Figure not available: see fulltext.]

Cu-Catalyzed Site-Selective and Enantioselective Ring Opening of Cyclic Diaryliodoniums with 1,2,3-Triazoles

A Cu-catalyzed enantioselective ring-opening/triazolylation reaction is reported. The reaction shows excellent chemoselectivity regarding the three different nitrogen atoms of 1,2,3-triazoles. The optically enriched axially chiral aryl iodides thus obtained were readily derivatized to different types of chiral phosphine ligands and their corresponding copper or palladium complexes.

On Water Cu@g-C3N4 Catalyzed Synthesis of NH-1,2,3-Triazoles via [2+3] Cycloadditions of Nitroolefins/Alkynes and Sodium Azide

Here, we have reported fabrication of graphitic polymeric C3N4 supported CuCl2 (Cu@g-C3N4) and characterized by powder X-ray diffraction, field emission scanning electron microscopy, high resolution transmission electron microscopy, X-ray photoelectron spectroscopy studies. An efficient and regioselective protocol for the on water synthesis of 4-aryl-NH-1,2,3-triazole derivatives via 1,3-diipolar cycloaddition reactions of nitroolefins/phenylacetylenes to sodium azide were demonstrated by using Cu@g-C3N4 as robust and reusable catalyst.

One-Pot Synthesis of 4-Aryl-NH-1,2,3-Triazoles through Three-Component Reaction of Aldehydes, Nitroalkanes and NaN3

A one-pot three-component reaction of aldehydes, nitroalkanes and NaN3 for the synthesis of NH-1,2,3-triazoles has been developed. The reaction provides a safe, efficient and step-economic approach for the synthesis of various NH-1,2,3-triazoles in good to excellent yields.

Synthesis of N-unsubstituted 1,2,3-triazoles via aerobic oxidative N-dealkylation using copper(II) acetate

A copper-catalyzed aerobic oxidative C[sbnd]N bond cleavage reaction was developed for the synthesis of 4-substituted-NH-1,2,3-triazoles. Diverse β-ketotriazoles derivatives, which are the starting materials for the aerobic oxidative C[sbnd]N bond cleavage reaction, were prepared from nine aryl and seven alkyl alkynes and α-azidoacetophenone by a copper(I)-catalyzed [3?+?2]cycloaddition reaction. The aerobic oxidation of α-(1,2,3-triazol-1-yl)acetophenones using a catalytic amount of copper(II) acetate in the presence oxygen under neutral conditions gave the title compounds in high yield.

4-Aryl- NH -1,2,3-Triazoles via Multicomponent Reaction of Aldehydes, Nitroalkanes, and Sodium Azide

4-Aryl-NH-1,2,3-triazoles are valuable compounds in organic chemistry and pharmaceutical chemistry. In this paper, we describe a novel multicomponent reaction of aldehydes, nitroalkanes, and sodium azide for the synthesis of 4-aryl-NH-1,2,3-triazoles. In this transformation, it was found that both the slow addition of nitroalkane and the presence of NaHSO3/Na2SO3 are advantageous to promote the reaction results. Additionally, a series of aldehydes and nitro compounds were investigated.

Direct Synthesis of N-Unsubstituted 4-Aryl-1,2,3-triazoles Mediated by Amberlyst-15

A highly efficient and effective method for the synthesis of N-unsubstituted 4-aryl-1,2,3-triazoles promoted by Amberlyst-15 is described. The promoter can be recycled and reused up to eight times without any reduction in its catalytic activity.