49750-41-6

Basic information

• Product Name: 1H-1,2,3-Triazole, 1-(4-chlorophenyl)-5-phenyl-
• CAS NO: 49750-41-6
• Molecular Formula: C14H10ClN3
• Molecular Weight: 255.707
• Mol File: 49750-41-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1H-1,2,3-Triazole, 1-(4-chlorophenyl)-5-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-1,2,3-Triazole, 1-(4-chlorophenyl)-5-phenyl-(49750-41-6)
• EPA Substance Registry System: 1H-1,2,3-Triazole, 1-(4-chlorophenyl)-5-phenyl-(49750-41-6)

Safety Data

• Hazardous Substances Data: 49750-41-6(Hazardous Substances Data)

Upstream product

• 3296-05-7 1-azido-4-chlorobenzene 
• 536-74-3 phenylacetylene 
• 621-82-9 Cinnamic acid 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 106-47-8 4-chloro-aniline 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 75371-59-4 (Z)-3-((4-chlorophenyl)amino)-1,3-diphenylprop-2-en-1-one 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 10480-37-2 1-(4-chlorophenyl)-5-phenyl-Δ2-1,2,3-triazoline 

Relevant articles and documents

Copper-catalyzed decarboxylative regioselective synthesis of 1,5-disubstituted 1,2,3-triazoles

A copper-catalyzed decarboxylative regioselective protocol for the synthesis of 1,5-disubstituted 1,2,3-triazoles through direct annulation of cinnamic acids with aryl azides has been developed. This is the first example of 1,5-disubstituted 1,2,3-triazoles, under aerobic conditions using Cu(ii) as the catalyst, which were generally synthesized using a ruthenium(ii) catalyst. The simplicity and regioselectivity of this methodology, complementing to the classical CuAAC catalyzed the synthesis of 1,4-disubstituted 1,2,3-triazoles.

A metal-free multicomponent cascade reaction for the regiospecific synthesis of 1,5-disubstituted 1,2,3-triazoles

About specifics: A method for the regiospecific synthesis of the title compounds through an unprecedented Michael addition/deacylative diazo transfer/cyclization sequence has been established. The simple and practical method can be used for the modification of primary amines including chiral α-amines. The process involves the formation three covalent bonds and the cleavage of two covalent bonds (see scheme, Ts=4-toluenesulfonyl).

Zinc mediated azide-alkyne ligation to 1,5- and 1,4,5-substituted 1,2,3-triazoles

A mild method for regioselective formation of 1,5-substituted 1,2,3-triazoles is described. The zinc-mediated reaction works at room temperature and is successful across a wide range of azido/alkynyl substrates. Additionally, the triazole 4-position can be further functionalized through the intermediate aryl-zinc to accommodate a diverse three-component coupling strategy.