1381980-75-1

Basic information

• Product Name: 2-(2-iodo-4-methylphenyl)-2H-[1,2,3]triazole
• Synonyms: 2-(2-iodo-4-methylphenyl)-2H-[1,2,3]triazole
• CAS NO: 1381980-75-1
• Molecular Weight: 285.087
• Mol File: 1381980-75-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-(2-iodo-4-methylphenyl)-2H-[1,2,3]triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-iodo-4-methylphenyl)-2H-[1,2,3]triazole(1381980-75-1)
• EPA Substance Registry System: 2-(2-iodo-4-methylphenyl)-2H-[1,2,3]triazole(1381980-75-1)

Safety Data

• Hazardous Substances Data: 1381980-75-1(Hazardous Substances Data)

Upstream product

• 79762-67-7 glyoxal-bis-p-tolylhydrazone 
• 956317-36-5 2-(2H-1,2,3-triazol-2-yl)-5-methylbenzoic acid 
• 106-38-7 para-bromotoluene 
• 103755-53-9 2-(4-methylphenyl)-2H-[1,2,3]-triazole 
• 79762-67-7 C₁₆H₁₈N₄ 

Downstream Products

• 1171114-58-1 C₁₆H₂₀N₄O 
• 956317-36-5 2-(2H-1,2,3-triazol-2-yl)-5-methylbenzoic acid 

Relevant articles and documents

Highly Selective Synthesis of 2-(2 H-1,2,3-Triazol-2-yl)benzoic Acids

A selective and scalable synthesis of 2-(2H-1,2,3-triazol-2-yl)benzoic acid starting from 1-fluoro-2-nitrobenzene derivatives is presented. The four-step synthesis introduces the triazole at the start via N2-arylation of 4,5-dibromo-2H-1,2,3-triazole. A sequence of consecutive functional group transformations, namely hydrogenation, Sandmeyer iodination, and Grignard carboxylation, provides the target molecules in a reliable and scalable manner. The usefulness of this method is demonstrated by the synthesis of di-or tri(2H-1,2,3-triazol-2-yl)benzene derivatives, which are difficult to produce by other methods.

PREPARATION OF A BENZOIC ACID DERIVATIVE AND ITS USE FOR THE PREPARATION OF SUVOREXANT

The present invention relates to a process for the preparation of a compound of formula (1) wherein the process is based on the use of an organolithium reagent and wherein Ra, Rb, Rc and Rd are, independently of each other, selected from the group consisting of H, alkyl, aryl, cycloalkyl, heteroalkyl, heteroaryl, heterocycloalkyl, halogen, carbonyl, alkoxy, hydroxyl, -NR6R7, -SR and -NO2, wherein R6 and R7 are, independently of each other, selected from the group consisting of H, alkyl, aryl, cycloalkyl, heteroalkyl, heteroaryl and heterocycloalkyl, and wherein E is an electrophilic group. The present invention further relates as to a compound obtained or obtainable by said method and to a compound of formula (1) as such. Further, the present invention relates to use of the compound of formula (1) for the preparation of Suvorexant.

Deproto-metallation and computed CH acidity of 2-aryl-1,2,3-triazoles

2-Aryl-1,2,3-triazoles were synthesized by cyclization of the corresponding glyoxal arylosazones, generated from commercial arylhydrazines. The deproto-metallation of 2-phenyl-1,2,3-triazole was attempted using different 2,2,6,6-tetramethylpiperidino-based mixed lithium-metal (Zn, Cd, Cu, Co, Fe) combinations, giving results in the case of Zn, Cd, and Cu. The lithium-zinc combination was next selected to apply the deprotonation-iodination sequence to all the 2-aryl-1,2,3-triazoles synthesized. The results were analyzed with the help of the CH acidities of the substrates, determined in THF solution using the DFT B3LYP method.