219841-91-5

Usage

Uses

Used in Organic Synthesis:
Benzoic acid, 5-cyano-2-iodo-, methyl ester is used as a key intermediate in the synthesis of various organic compounds. Its unique structure and reactivity allow for the formation of diverse chemical entities, contributing to the development of new materials and molecules with potential applications in various industries.
Used in Pharmaceutical Research:
In the pharmaceutical industry, Benzoic acid, 5-cyano-2-iodo-, methyl ester is employed as a building block for the synthesis of bioactive molecules and drug candidates. Its versatile reactivity enables the creation of novel compounds with potential therapeutic properties, aiding in the discovery of new drugs and treatments for various diseases.
Used in Drug Discovery:
Benzoic acid, 5-cyano-2-iodo-, methyl ester plays a significant role in drug discovery, where its unique structure and reactivity are utilized to develop new chemical entities with potential medicinal properties. Researchers leverage its properties to design and synthesize novel compounds that can target specific biological pathways or receptors, leading to the development of innovative therapeutic agents.

Upstream product

• 5794-88-7 5-Bromo-2-aminobenzoic acid 
• 52727-57-8 5-bromo-2-aminobenzoic acid methyl ester 
• 159847-81-1 methyl 2-AMINO-5-CYANOBENZOATE 

Downstream Products

• 640280-22-4 methyl 5-cyano-2-{[2-[2-(methoxycarbonyl)phenoxy]-5-trifluoromethyl-phenyl]amino}benzoate 
• 640280-10-0 methyl 5-cyano-2-{[2-[2-(methoxycarbonyl)phenyl]amino-5-(trifluoromethyl)phenyl]amino}-benzoate 

Relevant academic research and scientific papers

One-Pot Synthesis and Conformational Analysis of Six-Membered Cyclic Iodonium Salts

Two one-pot procedures for the construction of carbon-bridged diaryliodonium triflates and tetrafluoroborates are described. Strong Br?nsted acids enable the effective Friedel-Crafts alkylation with diversely substituted o-iodobenzyl alcohol derivatives, providing diphenylmethane scaffolds, which are subsequently oxidized and cyclized to the corresponding dibenzo[b,e]iodininium salts. Based on NMR investigations and density functional theory (DFT) calculations, we could verify the so-far-undescribed existence of two stable isomers in cyclic iodonium salts substituted with aliphatic side chains in the carbon bridge.

Acid-base-sensitive allylic oxidation of 2-allylbenzoic acids to form phthalides

Allylic oxidation of 2-allylbenzoic acids to phthalides, instead of Wacker-type isocoumarins, was achieved with 1,2-bis(phenylsulfinyl)ethane palladium(ii) acetate (White catalyst) and oxygen in DMSO. The selective formation of 3-ethylidenephthalides or 3-vinylphthalides was controlled by the addition of acids or bases, and the reaction conditions were applied to substituted 2-allylbenzoic acids to generate corresponding phthalides selectively. Mechanistic studies, including the corresponding reaction of (E)-2-(1-propenyl)benzoic acid to 3-methylisocoumarin, isomerization reaction of 3-vinylphthalide to 3-ethylidenephthalide, and the kinetic isotope effect using 2-(1,1-d2-allyl)benzoic acid, revealed the competition between Wacker-type oxidation and allylic C-H cleavage, which is the key step to generating phthalides. A natural product, 3-ethyl-6-hydroxyphthalide, was prepared by this method.