1431772-08-5

Basic information

• Product Name: 2-(4-chlorophenyl)-2H-1,2,3-triazole N-oxide
• Synonyms: 2-(4-chlorophenyl)-2H-1,2,3-triazole N-oxide
• CAS NO: 1431772-08-5
• Molecular Weight: 195.608
• Mol File: 1431772-08-5.mol

Chemical Properties

• CAS DataBase Reference: 2-(4-chlorophenyl)-2H-1,2,3-triazole N-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-chlorophenyl)-2H-1,2,3-triazole N-oxide(1431772-08-5)
• EPA Substance Registry System: 2-(4-chlorophenyl)-2H-1,2,3-triazole N-oxide(1431772-08-5)

Safety Data

• Hazardous Substances Data: 1431772-08-5(Hazardous Substances Data)

Upstream product

• 75119-97-0 glyoxal 4-chlorophenylhydrazone 
• 1073-69-4 N-4-chlorophenylhydrazine 

Downstream Products

• 1431771-99-1 (E)-methyl 3-(2-(4-chlorophenyl)-2H-1,2,3-triazol-4-yl)acrylate N-oxide 
• 1431772-20-1 2-(4-chlorophenyl)-4-phenyl-2H-1,2,3-triazole N-oxide 

Relevant articles and documents

Room-temperature oxidative Suzuki coupling reaction of 1,2,3-triazole N-oxides

This study develops a new efficient pathway for synthesis of 2,4-disubstituted 1,2,3-triazoles through regioselective direct arylation between 2-aryl-1,2,3-triazole N-oxides and Ar-B(OH)2. The reaction proceeds smoothly at room temperature and exhibits good yield and high C5 position selectivity. The possible pathway of oxidative Suzuki coupling is also discussed. This simple methodology can be used to construct 2,4-disubstituted 1,2,3-triazole moiety.

Iridium(III)-Catalyzed Direct C-H Sulfonamidation of 2-Aryl-1,2,3-triazole N-Oxides with Sulfonyl Azides

We have developed a method for the direct sulfonamidation of 2-aryl-1,2,3-triazole N-oxides using sulfonyl azides as the amino source to release molecular nitrogen as the sole by-product. This protocol exhibits excellent functional group tolerance and proceeds efficiently under external oxidant-free conditions. Various 2-(2-sulfonamidoaryl)-1,2,3-triazoles were prepared in up to 97% yields for 25 examples with excellent regioselectivity.

Palladium-catalyzed olefination and arylation of 2-substituted 1,2,3-triazole N -oxides

Two highly efficient protocols for the regioselective synthesis of 2-substituted 4-alkenyl- and 4-aryl-1,2,3-triazoles by the palladium-catalyzed C-H functionalization of 1,2,3-triazole N-oxides are reported. A possible pathway of direct alkenylation with 1-octene and vinyl acetate is discussed.

Site-selective direct arylation of 1,2,3-triazole N-oxides

An efficient route for the synthesis of 2,4-disubstituted 1,2,3-triazoles by the regioselective direct arylation of 2-aryl-1,2,3-triazole N-oxides with Ar-X [X = Br, I and B(OH)2] is demonstrated. The reaction proceeds through Pd-catalyzed C-H bond activation, and the influence of the aryl halides on the reactivity is investigated. An efficient route for the synthesis of 2,4-disubstituted 1,2,3-triazoles by the regioselective direct arylation of 2-aryl-1,2,3-triazole N-oxides with Ar-X [X = Br, I and B(OH)2] is demonstrated. The reaction proceeds through Pd-catalyzed C-H bond activation, and the influence of the aryl halides on the reactivity is investigated. Copyright