20320-17-6

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
1-(4-bromophenyl)-1H-1,2,3-triazole serves as a key building block in the synthesis of new pharmaceutical and agrochemical compounds. Its unique structure and reactivity allow for the creation of innovative molecules with potential therapeutic and pesticidal properties, contributing to the advancement of these industries.
Used in Corrosion Inhibition:
In the field of material protection, 1-(4-bromophenyl)-1H-1,2,3-triazole has been studied for its potential as a corrosion inhibitor for metal surfaces. Its ability to form protective films and interact with metal surfaces can help prevent corrosion, extending the lifespan of metal components and structures.
Used as a Ligand in Coordination Chemistry:
1-(4-bromophenyl)-1H-1,2,3-triazole has shown promise as a ligand in coordination chemistry. Its nitrogen atoms can form stable coordination bonds with various metal ions, leading to the formation of complexes with unique properties and potential applications in catalysis, sensing, and materials science.
Used in Chemical Sensors as a Fluorescent Material:
1-(4-bromophenyl)-1H-1,2,3-triazole's fluorescent properties make it a valuable material for the development of chemical sensors. 1-(4-bromophenyl)-1H-1,2,3-triazole can be used to detect specific analytes or monitor environmental conditions, providing a sensitive and selective method for analytical applications.

Upstream product

• 2101-88-4 1-azido-4-bromobenzene 
• 74-86-2 acetylene 
• 1066-26-8 sodium acetylide 
• 471-25-0 Propiolic acid 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 75-20-7 calcium carbide 
• 106-40-1 4-bromo-aniline 
• 288-36-8 1,2,3-triazole 
• 106-37-6 1.4-dibromobenzene 
• 677-25-8 ethylenesulfonyl fluoride 
• 944901-52-4 1-(4-bromophenyl)-1H-1,2,3-triazol-4-yl carboxylic acid 
• 1249756-52-2 [1‐(4‐bromo‐phenyl)‐1H‐[1,2,3]triazol‐4‐yl]‐methanol 
• 1066-54-2 trimethylsilylacetylene 
• 108-05-4 vinyl acetate 

Downstream Products

• 1021918-93-3 1-(4-(trimethylstannyl)phenyl)-1H-1,2,3-triazole 
• 18250-08-3 1-(4-bromophenyl)-5-phenyl-1H-1,2,3-triazole 

Relevant academic research and scientific papers

[4 + 1] Annulation of in situ generated azoalkenes with amines: A powerful approach to access 1-substituted 1,2,3-triazoles

1-Substituted 1,2,3-triazoles represents ‘privileged’ structural scaffolds of many clinical pharmaceuticals. However, the traditional methods for their preparation mainly rely on thermal [3 + 2] cycloaddition of potentially dangerous acetylene and azides. Here we report a base-mediated [4 + 1] annulation of azoalkenes generated in situ from readily available difluoroacetaldehyde N-tosylhydrazones (DFHZ-Ts) with amines under relatively mild conditions. This azide- and acetylene-free strategy provides facile access to diverse 1-substituted 1,2,3-triazole derivatives in high yield in a regiospecific manner. This transformation has great functional group tolerance and can suit a broad substrate scope. Furthermore, the application of this novel methodology in the gram-scale synthesis of an antibiotic drug PH-027 and in the late-stage derivatization of several bioactive small molecules and clinical drugs demonstrated its generality, practicability and applicability.

Cycloaddition Reactions of in situ Generated C2D2 in Dioxane: Efficient Synthetic Approach to D2-Labeled Nitrogen Heterocycles

In this work, an universal synthetic approach for the synthesis of D2-labeled nitrogen heterocycles based on cycloaddition reactions of in situ generated dideuteroacetylene is reported. A key feature of this method is the use of 1,4-dioxane as

An azide and acetylene free synthesis of 1-substituted 1,2,3-triazoles

This paper details a simple and efficient 3-component synthesis of 1-substituted 1,2,3-triazoles using a primary amine, 2,2-dimethoxyacetaldehyde and tosylhydrazide. The reaction proceeds in good to excellent yields using either aliphatic or aromatic amine substrates and is tolerant of a wide range of functional groups including electron-rich and deficient aryl groups, terminal alkynes, ketones and highly sterically encumbered amines.

ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME

An organic light-emitting device includes an organometallic compound represented by M1(L1)n1(L2)n2, wherein L1 is a ligand represented by Formula 1-1: In Formula 1-1, *1 to *4 indicate a bi

Metal-Free Synthesis of Functional 1-Substituted-1,2,3-Triazoles from Ethenesulfonyl Fluoride and Organic Azides

The boom in growth of 1,4-disubstituted triazole products, in particular, since the early 2000’s, can be largely attributed to the birth of click chemistry and the discovery of the CuI-catalyzed azide–alkyne cycloaddition (CuAAC). Yet the synthesis of relatively simple, albeit important, 1-substituted-1,2,3-triazoles has been surprisingly more challenging. Reported here is a straightforward and scalable click-inspired protocol for the synthesis of 1-substituted-1,2,3-triazoles from organic azides and the bench stable acetylene surrogate ethenesulfonyl fluoride (ESF). The new transformation tolerates a wide selection of substrates and proceeds smoothly under metal-free conditions to give the products in excellent yield. Under controlled acidic conditions, the 1-substituted-1,2,3-triazole products undergo a Michael addition reaction with a second equivalent of ESF to give the unprecedented 1-substituted triazolium sulfonyl fluoride salts.

One-pot synthesis of 1-monosubstituted-1, 2, 3-triazoles from 2-methyl-3-butyn-2-ol

An efficient method for the synthesis of 1-monosubstituted-1, 2, 3-triazoles from 2-methyl-3-butyn-2-ol under copper catalyst conditions has been developed through a one-step one-pot sequence. This method provides a concise and efficient pathway to synthesize 1-monosubstituted-1, 2, 3-triazole derivatives in good to excellent yields.

CATHEPSIN K INHIBITOR AND APPLICATION THEREOF

The invention relates to capthepsin K inhibitors and uses thereof, specifically relates to a class of compounds having the formula (I) which are used for treating or preventing cathepsin dependent diseases or conditions, specifically, wherein the cathepsin is capthepsin K. The compounds and compositions thereof can be used as bone resorption inhibitors for the treatment of associated diseases.

One-Pot Synthesis of 1-Monosubstituted 1,2,3-Triazoles from Propargyl Alcohol

A one-pot synthesis of 1-monosubstituted-1,2,3-triazoles from propargyl alcohol and various aryl azides was achieved. This simple method provides concise and efficient access to various 1-monosubstituted 1,2,3-triazole derivatives through a three-step one

SPIROCYCLIC COMPOUNDS

Disclosed herein are spirocyclic compounds, together with pharmaceutical compositions and methods of ameliorating and/or treating a cancer described herein with one or more of the compounds described herein.

Green synthesis of 1-monosubstituted 1,2,3-triazoles via 'click chemistry' in water

The copper-catalyzed click reaction of organic azides with acetylene gas to give 1,2,3-triazoles using water as solvent was studied. The best yields are obtained in the presence of 10 mol% of CuI and 20 mol% of Et3N. Several 1-substituted triaz