54255-63-9

Upstream product

• 2516-96-3 2-chloro-5-nitrobenzoic acid 
• 108-95-2 phenol 
• 112239-00-6 methyl 2-iodo-5-nitrobenzoate 
• 88-67-5 2-Iodobenzoic acid 
• 346704-90-3 methyl 5-nitro-2-phenoxy-benzoate 
• 943-14-6 2-bromo-5-nitrobenzoic acid 
• 139-02-6 sodium phenoxide 
• 100-67-4 potassium phenolate 

Downstream Products

• 616-71-7 2-Hydroxy-5-nitrobenzoesaeurephenylester 
• 860597-71-3 5-amino-2-(4-iodo-phenoxy)-benzoic acid 
• 69199-91-3 5-iodo-2-phenoxy-benzoic acid 
• 346704-90-3 methyl 5-nitro-2-phenoxy-benzoate 
• 384861-84-1 5-nitro-2-(4-nitro-phenoxy)-benzoic acid 
• 860562-58-9 2-(4-iodo-phenoxy)-5-nitro-benzoic acid 
• 69199-96-8 5-amino-2-phenoxy-benzoic acid 

Relevant academic research and scientific papers

A photoredox-neutral Smiles rearrangement of 2-aryloxybenzoic acids

We report on the use of visible light photoredox catalysis for the radical Smiles rearrangement of 2-aryloxybenzoic acids to obtain aryl salicylates. The method is free of noble metals and operationally simple and the reaction can be run under mild batch or flow conditions. Being a redox neutral process, no stoichiometric oxidants or reductants are needed.

Carboxyl radical-assisted 1,5-aryl migration through Smiles rearrangement

We report herein, a silver(i)-catalyzed Smiles rearrangement of 2-aryloxy- or 2-(arylthio)benzoic acids to provide aryl-2-hydroxybenzoate or aryl-2-mercaptobenzoate dimer, respectively, through 1,5-aryl migration from oxygen or sulfur to carboxylate oxygen. Mechanistically, the aryl ether moiety undergoes an intramolecular ipso attack by the carboxyl radical followed by a C-O or C-S bond cleavage. Aryl-2-mercaptobenzoates undergo oxidative dimerization through a thiol moiety in situ.

Metal catalyst-free amination of 2-chloro-5-nitrobenzoic acid in superheated water

A series of N-arylanthranilic acid derivatives were synthesised by amination of 2-chloro-5-nitrobenzoic acid with various arylamine in superheated water with potassium carbonate as base. Good yields were achieved within 2-3 h at 150-190 °C. The results indicated that this metal catalyst-free method is a simple, environmentally-friendly and efficient synthesis of N-phenylanthranilic acid derivatives. Furthermore, it will work with an alkylamine and phenol.

Synthesis and anticoccidial activities of substituted ethyl 4-hydroxy-11-oxo-11H-chromeno[2,3-g]quinoline-3-carboxylates

A series of substituted ethyl 4-hydroxy-11-oxo-11H-chromeno[2,3-g] quinoline-3-carboxylates were designed and synthesised as anticoccidial drugs, and the structures were characterised by 1H NMR, MS, IR spectra and elementary analysis. The antic