75458-15-0

Upstream product

• 75458-17-2 5-Choro-2-phthalimidoaniline 
• 75458-16-1 5-Chloro-2-phthalimidonitrobenzene 
• 75458-18-3 5-Chlor-2-phthalimidoazidobenzene 
• 135145-90-3 2,5-dichlorobenzeneboronic acid 
• 89-63-4 4-Chloro-2-nitroaniline 
• 17537-17-6 2-azido-4-chlorobenzenamine 

Downstream Products

• 102878-00-2 1-(2,5-dichlorophenyl)-5-methyl-1,2,3-triazol-4-carboxylic acid 
• 65245-76-3 C₁₃H₁₁Cl₂N₅ 
• 1030862-02-2 1-(2,5-dichlorophenyl)-1H-benzo[d][1,2,3]triazole 
• 668471-36-1 1-[1-(2,5-dichlorophenyl)-5-methyl-1H-1,2,3-triazol-4-yl]ethanone 
• 1258783-12-8 1-(2,5-dichlorophenyl)-4-phenyl-1H-1,2,3-triazole 
• 1578190-70-1 (1-(2,5-dichlorophenyl)-1H-1,2,3-triazole-4-yl)methyl benzoate 
• 1578190-80-3 (1-(2,5-dichlorophenyl)-1H-1,2,3-triazole-4-yl)methyl acetate 
• 1578190-96-1 1-(2,5-dichlorophenyl)-4-(butoxymethyl)-1H-1,2,3-triazole 

Relevant academic research and scientific papers

General copper-catalyzed transformations of functional groups from arylboronic acids in water

A simple and general copper-catalyzed method has been developed for transformations of various functional groups (i I, i N3, i SO2R, i OH, i NH2, and i NO 2) on aromatic rings from arylboronic acids in water under air. The protocol uses cheap and readily available inorganic salts (KI, NaN3, NaSO2R, NaOH, NaNO2) and aqueous ammonia as the functional-group sources, simple Cu2O/NH3 as the catalyst system, environmentally friendly water as the solvent, and oxygen in air as the oxidant. Importantly, the copper catalyst system in water was recyclable. This study should provide a useful strategy for interconversions of the functional groups on aromatic rings.

Evidence against the Intramolecular Cyclization of o-Azidobenzenediazonium Ions

The question regarding the possibility that o-azidobenzenediazonium ions might cyclize to give pentaaza analogues of benzotropylium ions was investigated experimentally.Samples of 4-chloro-2-azidobenzenediazonium ion (5) and 5-chloro-2-azidobenzenediazonium ion (6) were prepared separately by diazotization of the corresponding chloroazidoanilines and were treated subsequently with cuprous chloride.From each of these Sandmeyer reactions only the unrearranged product was obtained: 2,5-dichloroazidobenzene from 5 and 2,4-dichloroazidobenzene from 6.The absence of detectable amounts of crossover products in both reactions (within the limits of detection of about 5-10percent) demonstrates that the conversions of ions 5 and 6 to the hypothetical benzotropylium-like cyclized ion 7 are not kinetically significant processes.The failure of this type of cyclization is attributed to a high energy barrier for the reorganization of the 12?-electron system in ions 5 and 6 to the 10?-electron system in ion 7.