133902-58-6

Basic information

• Product Name: [1-(1-Isopropyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-phenyl-amine
• CAS NO: 133902-58-6
• Molecular Weight: 214.27
• Mol File: 133902-58-6.mol

Chemical Properties

• CAS DataBase Reference: [1-(1-Isopropyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-phenyl-amine(CAS DataBase Reference)
• NIST Chemistry Reference: [1-(1-Isopropyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-phenyl-amine(133902-58-6)
• EPA Substance Registry System: [1-(1-Isopropyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-phenyl-amine(133902-58-6)

Safety Data

• Hazardous Substances Data: 133902-58-6(Hazardous Substances Data)

Upstream product

• 133902-46-2 Isopropyl-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine 
• 90886-87-6 1‐(4‐nitrophenyl)‐1H‐1,2,3‐triazole‐4‐yl‐methanol 
• 622-37-7 Phenyl azide 
• 133902-63-3 [1-[1-(4-Nitro-phenyl)-1H-[1,2,3]triazol-4-yl]-meth-(E)-ylidene]-phenyl-amine 
• 133902-67-7 ethyl 1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate 
• 133902-62-2 [1-[1-(4-Chloro-phenyl)-1H-[1,2,3]triazol-4-yl]-meth-(E)-ylidene]-phenyl-amine 
• 133902-50-8 (4-Chloro-phenyl)-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine 
• 113934-26-2 1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxaldehyde 
• 103755-58-4 (1-phenyl-1H-1,2,3-triazole-4-yl)methanol 
• 34296-51-0 1-phenyl-1,2,3-triazole-4-carbaldehyde 
• 1516-60-5 4-nitrophenyl azide 
• 129027-56-1 Isopropyl-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine 

Relevant articles and documents

Molecular Rearrangements of 4-Iminomethyl-1,2,3-Triazoles. Replacement of 1-Aryl Substituents in 1H-1,2,3-Triazole-4-carbaldehydes

The two structural isomers, 4 and 5, of 1-substituted-4-iminomethyl-1,2,3-triazoles are interconvertible when heated in dimethyl sulfoxide at 80 deg C.The equilibrium position depends on the electronic properties of the R-substituent, favoring 5 for R = alkyl, benzyl and anisyl, and 4 for p-chlorophenyl and p-nitrophenyl.An interesting application is the synthesis of 1-alkyl-1,2,3-triazole-4-carbaldehydes from 1-phenyl-1,2,3-triazole-4-carbaldehyde by Scheme I.The hydrazones 4i, j and the oxime 4k do not rearrange due to an unfavorable Z-configuration around the C=N bond, whereas the acyloximino derivative 4m is converted into the nitrile 11.The structures of the products have been fully characterized by 13C nmr spectroscopy and the mechanistic details of the rearrangement are discussed.

Replacement of Aryl by Alkyl in 1-Substituted 1H-1,2,3-Triazole-4-carbaldehydes

1-Phenyl-1,2,3-triazole-4-carbaldehyde is readily transformed into 1-alkyl-1,2,3-triazole-4-carbaldehydes by thermal isomerization of the corresponding imines, followed by acid hydrolysis.