51719-84-7

Usage

Uses

Used in Medicinal Chemistry:
5-Phenyl-1H-1,2,3-triazole-4-carbaldehyde is used as a pharmaceutical intermediate for the synthesis of various bioactive compounds due to its diverse biological activities and pharmacological properties. The presence of the phenyl group and the carbonyl aldehyde functional group allows for further chemical modifications, enhancing its potential as a building block in medicinal chemistry.
Used in Organic Synthesis:
5-Phenyl-1H-1,2,3-triazole-4-carbaldehyde is used as a key building block in the synthesis of a wide range of organic molecules and materials. Its unique structural features, including the 1,2,3-triazole ring and the carbonyl aldehyde group, make it a versatile component in the creation of complex organic structures with potential applications in various industries.
Used in Chemical Research:
5-Phenyl-1H-1,2,3-triazole-4-carbaldehyde is utilized as a research compound in the study of 1,2,3-triazoles and their derivatives. Its unique structure and properties make it an interesting subject for investigations into the synthesis, reactivity, and potential applications of this class of compounds.
Used in Material Science:
5-Phenyl-1H-1,2,3-triazole-4-carbaldehyde may be employed as a component in the development of new materials with specific properties. The incorporation of 5-Phenyl-1H-1,2,3-triazole-4-carbaldehyde into materials could lead to the creation of novel substances with applications in various fields, such as electronics, pharmaceuticals, or coatings.

InChI:InChI=1/C9H7N3O/c13-6-8-9(11-12-10-8)7-4-2-1-3-5-7/h1-6H,(H,10,11,12)

Upstream product

• 2579-22-8 Phenylpropargyl aldehyde 
• 84452-21-1 2-hydroxy-4-phenyl-3-butynenitrile 
• 6142-95-6 phenylpropargyl aldehyde diethyl acetal 
• 536-74-3 phenylacetylene 
• 125454-66-2 N-(3-phenylprop-2-yn-1-ylidene)-t-butylamine 
• 82671-74-7 N-benzylidene(phenylethynyl)amine 
• 165397-46-6 Phenyl-[1-(5-phenyl-3H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine 
• 665012-61-3 1,5-diallyl-4-phenyl-1H-1,2,3-triazole 

Downstream Products

• 830-78-4 4-carboxyl-5-phenyl-1,2,3-triazole 

Relevant academic research and scientific papers

Synthesis of 1,3-dioxacyclan-2-yl-substituted 1,2,3-triazoles

A new method for preparing 4-(1,3-dioxacyclan-2-yl)-5-phenyl-1,2,3-triazoles in 30–75% yields has been developed on the basis of azide–alkyne cycloaddition to 2-phenylethinyl-1,3-dioxacyclanes. It has been shown that the best results are achieved when the reaction is carried out at 150–155°C in DMSO.

Facile deallylation protocols for the preparation of N-unsubstituted triazoles and tetrazoles

Two facile deallylation protocols have been developed for the preparation of N-unsubstituted triazoles and tetrazoles. The first protocol is a direct deallylation using a combination of a catalytic amount of nickel complex, NiCl2(dppe), and a stoichiometric amount of Grignard reagent, tBuMgCl. The second protocol is a stepwise deallylation through consecutive reactions of isomerization and ozonolysis. The isomerization from N-allylazoles to N-vinylazoles is catalyzed by a ruthenium complex, HRuCl(CO)(PPh3)3, and the following ozonolysis of the derived N-vinyl intermediates affords N-unsubstituted azoles. These protocols can be used complementarily depending on the type of functional groups in the parent allylated azoles.

CYCLOADDITION OF HYDRAZOIC ACID TO α,β-ACETYLENIC ALDIMINES

The selectivity of the reaction of hydrazoic acid with α,β-acetylenic aldimines R1CCCH=NR2 was found to be independent of the nature of the substituents R1 and R2: in all the cases studied the addition occurs

REACTION OF ACETYLENE NITRILES WITH AZIDES

The addition of organic and inorganic azides to 3-phenylpropynenitrile and 4-phenyl-2-hydroxy-3-butynenitrile was investigated.It was shown that organic azides add to 3-phenylpropynenitrile exclusively at the triple bond.The reaction with aluminum azide takes place with the participation of the acetylene bond and the nitrile group.The reaction of 4-phenyl-2-hydroxy-3-butynenitrile with azides is accompanied by decomposition to phenylpropargylaldehyde with the subsequent formation of 4-formyl-1,2,3-triazole.The oxidation of 4-phenyl-2-hydroxy-3-butynenitrile withactive manganese dioxide with the simultaneous addition of the azides leads to the formation of 4-carboxy-5-phenyl-1,2,3-triazole.