63777-90-2

Basic information

• Product Name: 1H-1,2,3-Triazole, 1-(2-phenylethyl)-
• CAS NO: 63777-90-2
• Molecular Formula: C10H11N3
• Molecular Weight: 173.217
• Mol File: 63777-90-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1H-1,2,3-Triazole, 1-(2-phenylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-1,2,3-Triazole, 1-(2-phenylethyl)-(63777-90-2)
• EPA Substance Registry System: 1H-1,2,3-Triazole, 1-(2-phenylethyl)-(63777-90-2)

Safety Data

• Hazardous Substances Data: 63777-90-2(Hazardous Substances Data)

Upstream product

• 64-04-0 phenethylamine 
• 6926-44-9 phenethyl azide 
• 74-86-2 acetylene 
• 103-63-9 1-phenyl-2-bromoethane 
• 471-25-0 Propiolic acid 
• 288-36-8 1,2,3-triazole 
• 622-24-2 2-phenylethyl chloride 
• 288-36-8 1 ,2,3-Triazole 
• 13518-80-4 2-trimethylsilyl-2H-1,2,3-triazole 
• 108-05-4 vinyl acetate 

Downstream Products

• 133384-26-6 1-<4-<1-(ethoxycarbonyl)-ethyloxy>-phenethyl>-1H-1,2,3-triazole 
• 133384-24-4 1-(p-aminophenethyl)-1H-1,2,3-triazole 
• 133384-25-5 1-(p-hydroxyphenethyl)-1H-1,2,3-triazole 
• 133384-23-3 1-(2,4-dinitrophenethyl)-1H-1,2,3-triazole 
• 133384-21-1 1-(p-nitrophenethyl)-1H-1,2,3-triazole 
• 133384-22-2 1-[2-(2-Nitro-phenyl)-ethyl]-1H-[1,2,3]triazole 

Relevant articles and documents

[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.

Water-soluble NHC-Cu catalysts: Applications in click chemistry, bioconjugation and mechanistic analysis

Copper(i)-catalyzed 1,3-dipolar cycloaddition of azides and terminal alkynes (CuAAC), better known as "click" reaction, has triggered the use of 1,2,3-triazoles in bioconjugation, drug discovery, materials science and combinatorial chemistry. Here we report a new series of water-soluble catalysts based on N-heterocyclic carbene (NHC)-Cu complexes which are additionally functionalized with a sulfonate group. The complexes show superior activity towards CuAAC reactions and display a high versatility, enabling the production of triazoles with different substitution patterns. Additionally, successful application of these complexes in bioconjugation using unprotected peptides acting as DNA binding domains was achieved for the first time. Mechanistic insight into the reaction mechanism is obtained by means of state-of-the-art first principles calculations.

Method for producing 1-substituted-1,2,3- triazole derivative

A method for producing a compound of the formula: (1) in a secondary or tertiary alcohol in the presence of a base, or (2) in the absence of a base is provided. According to this method, a 1-substituted-1,2,3-triazole compound having a tyrosine kinase inhibitory action can be produced efficiently in a high yield at an industrial large scale by a convenient method