5398-69-6

Usage

Uses

Used in Organic Synthesis:
2-Iodo-3-nitro-benzoic acid is utilized as a building block in organic synthesis for the creation of more complex molecules. Its presence of iodo and nitro groups provides useful reactivity, making it a versatile starting material for synthesizing a wide range of organic compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-Iodo-3-nitro-benzoic acid is employed as a key intermediate in the development of new drugs. Its potential as a building block for medicinal chemistry allows for the exploration of its properties in the context of drug discovery and design.
Used in Antibacterial Applications:
2-Iodo-3-nitro-benzoic acid has been studied for its antibacterial properties, which makes it a potentially valuable compound for the development of new antimicrobial agents to combat resistant bacterial strains.
Used in Anti-inflammatory Applications:
2-iodo-3-nitro-benzoic acid has also demonstrated anti-inflammatory properties, suggesting its potential use in the development of anti-inflammatory medications to treat various inflammatory conditions.

InChI:InChI=1/C7H4INO4/c8-6-4(7(10)11)2-1-3-5(6)9(12)13/h1-3H,(H,10,11)

Upstream product

• 134-20-3 2-carbomethoxyaniline 
• 88-67-5 2-Iodobenzoic acid 
• 90417-80-4 2-acetylamino-3-nitro-benzoic acid 
• 59907-22-1 N-(2-methyl-6-nitrophenyl)acetamide 
• 570-24-1 2-Methyl-6-nitroaniline 
• 603-11-2 3-nitrophthalic acid 
• 95067-27-9 2-acetylamino-3-nitro-benzoic acid methyl ester 
• 606-18-8 3-nitroanthranilic acid 

Downstream Products

• 185223-42-1 (2-Iodo-3-nitro-phenyl)-carbamic acid tert-butyl ester 
• 369652-64-2 2-[(1-methyl-1H-indazol-7-yl)amino]-3-nitrobenzoic acid 
• 93415-79-3 methyl 2-iodo-3-nitrobenzoate 
• 884316-75-0 2-(1,3-dimethyl-1H-pyrazol-5-ylamino)-3-nitrobenzoic acid 
• 85600-30-2 3-amino-2-iodo-benzoic acid 
• 16676-99-6 2,3-diiodo-benzoic acid 
• 123278-03-5 3-chloro-2-iodo-benzoic acid 
• 283173-79-5 2-(4-chloro-phenyl)-3-formyl-1H-indole-4-carboxylic acid methyl ester 
• 283173-77-3 3-amino-2-(4-chloro-phenylethynyl)-benzoic acid methyl ester 
• 283173-78-4 2-(4-Chloro-phenyl)-1H-indole-4-carboxylic Acid Methyl Ester 
• 1261481-66-6 2-iodo-3-nitrobenzaldehyde 
• 1597416-64-2 phenyl 2-iodo-3-nitrobenzoate 
• 1597416-72-2 2,2'-(ethyne-1,2-diyl)bis(3-((S)-2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)benzoic acid) 
• 1597416-71-1 (S)-diphenyl 2,2'-(ethyne-1,2-diyl)bis(3-((S)-2-(((benzyloxy)carbonyl)amino)-5-(tertbutoxy)-5-oxopentanamido)benzoate) 

Relevant academic research and scientific papers

A new synthesis of 'push-pull' naphthalenes by condensation of nitro-2-methylbenzoate esters with dimethylacetamide dimethyl acetal

Whereas condensation of 2-methyl-3-nitrobenzoate esters with dimethylformamide dimethyl acetal gives 5-nitroisocoumarin, analogous condensation with dimethylacetamide dimethyl acetal proceeds via a different route, affording 1-methoxy-3-dimethylamino-5-ni

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.

[Bis(trifluoroacetoxy)iodo]p-nitrobenzene and [bis(trifluoroacetoxy)iodo]pentafluorobenzene as lead reagents for the direct ring contraction of lactams to pyrrolidines

Two 3-iodanes, namely [bis(trifluoroacetoxy)iodo]p-nitrobenzene and [bis(trifluoroacetoxy)iodo]pentafluorobenzene, were used to effect the direct ring-contraction of lactams to pyrrolidines. Intense reaction optimization was necessary but only

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.

Intriguing substituent effect in modified Hoveyda-Grubbs metathesis catalysts incorporating a chelating iodo-benzylidene ligand

A series of modified Hoveyda-Grubbs catalysts incorporating a chelating iodo-benzylidene ligand were prepared and characterized. The presence of electron-withdrawing ring substituents in the para position to the iodide was found to decrease the catalytic activity, revealing that dissociation of the Ru...I-Ar bond is not the rate-determining step.

BICYCLIC COMPOUND AND PHARMACEUTICAL USE THEREOF

The present invention provides a compound represented by the formula wherein R1 is a hydrocarbon group optionally having substituent(s), amino optionally having substituent(s), hydroxy optionally having a substituent or a heterocyclic group optionally having substituent(s); R2 is a hydrogen atom or a hydrocarbon group optionally having substituent(s); Xa and Xb are each C, N, O or S; Xc and Xd are each C or N; m is 0-2; n is 1-3; ring A is a 5-membered ring optionally having substituent(s); ring B is a 6-membered ring optionally having substituent(s); and ring C is a 3- to 5-membered ring optionally having substituent(s), provided that when Xa, Xc and Xd are each C, then Xb is N or S, or a salt thereof, which is useful as an agent for the prophylaxis or treatment of a disease relating to an action of melatonin, and the like.

5-Nitroisocoumarins from tandem Castro-Stephens coupling-6-endo-dig cyclisation of 2-iodo-3-nitrobenzoic acid and arylethynes and ring-closure of methyl 2-alkynyl-3-nitrobenzoates with electrophiles

Reaction of 2-iodo-3-nitrobenzoic acid with arylalkynyl copper(I) reagent gave 3-aryl-5-nitroisocoumarins. Castro-Stephens coupling was followed by in situ Cu-catalysed ring-closure. 1H NMR and X-ray crystallography showed the cyclisations to be 6-endo, contrasting with reports of 5-exo cyclisation of analogous 2-iodobenzoate esters with alkynes. Sonogashira couplings of methyl 2-iodo-3-nitrobenzoate with phenylacetylene and with trimethylsilylacetylene gave the corresponding 2-alkynyl-3-nitrobenzoate esters. With HgSO4, the phenylalkyne underwent 6-endo cyclisation to give 5-nitro-3-phenylisocoumarin. The disubstituted alkyne esters gave 4-phenylselenylisocoumarins with PhSeCl. 5-Nitro-3-phenyl-4-phenylselenylisocoumarin shows significant sterically-driven distortion of the isocoumarin ring. Reaction of methyl 3-nitro-2-phenylethynylbenzoate with ICl gave the 4-iodoisocoumarin. Thus the nitro group tends to direct these electrophile-driven cyclisations towards the 6-endo mode.

Synthesis and Chiroptical Properties of Bridged 2,2'-Diaminobiphenyl Derivatives

The relationship between c.d. spectra and the conformation of chiral 2,2'-diaminobiphenyls was investigated as a function of the torsion angle between the benzene ring planes.The molecular structures of (S)-(+)-4,5,6,7,11,12,13,14-octahydrobenzazocino