5459-50-7

Usage

Uses

Used in Organic Synthesis:
2-iodo-5-nitro-aniline is used as a chemical intermediate in the synthesis of various organic compounds. Its unique structure allows it to participate in a range of chemical reactions, facilitating the creation of new molecules with specific properties and applications.
Used in Dye Production:
In the dye industry, 2-iodo-5-nitro-aniline is employed as an intermediate for the production of dyes. Its chemical properties contribute to the development of dyes with particular color characteristics and stability, which are essential for various applications in textiles, plastics, and other materials.
Used in Pharmaceutical Manufacturing:
2-iodo-5-nitro-aniline also plays a role in the pharmaceutical sector as an intermediate in the manufacturing of certain drugs. Its presence in the synthesis process can lead to the development of pharmaceuticals with specific therapeutic effects, addressing various health conditions.
Used in Environmental Regulations:
Due to its potential environmental impact, 2-iodo-5-nitro-aniline is subject to regulatory measures in many countries. It is used as a case study for the development of policies and guidelines aimed at minimizing the release of hazardous substances into the environment, thereby protecting aquatic life and ecosystems from long-term damage.

InChI:InChI=1/C6H5IN2O2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H,8H2

Upstream product

• 136833-60-8 2-nitro-4-amino-5-iodobenzoic acid 
• 99-09-2 3-nitro-aniline 
• 7790-99-0 Iodine monochloride 
• 64-19-7 acetic acid 
• 7647-01-0 hydrogenchloride 
• 709-49-9 1-iodo-2,4-dinitrobenzene 

Downstream Products

• 636-98-6 p-nitrobenzene iodide 
• 1589523-06-7 methyl 7-nitro-4-(p-tolyl)quinoline-2-carboxylate 
• 1589522-83-7 methyl 7-nitro-4-phenylquinoline-2-carboxylate 
• 1589523-05-6 methyl 4-(4-methoxyphenyl)-7-nitroquinoline-2-carboxylate 
• 1246471-71-5 C₁₆H₁₃N₃O₃ 
• 1246471-66-8 C₁₆H₁₃N₃O₃ 
• 2996-30-7 2-fluoro-1-iodo-4-nitrobenzene 
• 943975-91-5 C₄₈H₅₀N₄O₁₂BCl₄I 

Relevant academic research and scientific papers

INHIBITORS OF HEPATITIS C VIRUS REPLICATION

The present invention relates to compounds of formula (I) that are useful as hepatitis C virus (HCV) NS5A inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5A activity, for treating or preventing HCV infections and for inhibiting HCV viral replication and/or viral production in a cell-based system.

Synthesis of carbazoles based on gold-copper tandem catalysis

An efficient synthetic method for carbazoles has been developed employing diazo anilinoalkynes as substrates. Sequential activation of the orthogonal functional groups embedded in diazo anilinoalkyne substrates by tandem gold-copper catalysis leads to the formation of highly substituted carbazoles. Substrate scope reveals a broad tolerability toward the substitution on aryl groups.

Remarkable switch in the regiochemistry of the iodination of anilines by N-iodosuccinimide: Synthesis of 1,2-dichloro-3,4-diiodobenzene

Direct iodination of anilines by NIS in polar solvents (such as DMSO) affords p-iodinated products with up to >99% regioselectivity. Switching to less polar solvents (such as benzene) in the presence of AcOH inverts this outcome toward dramatically increased or preferential generation of the o-isomers, also with up to >99% regioselectivity. This finding was exploited in the synthesis of 1,2-dichloro-3,4-diiodobenzene. Georg Thieme Verlag Stuttgart - New York.

INHIBITORS OF HEPATITIS C VIRUS REPLICATION

The present invention relates to compounds of formula (I) that are useful as hepatitis C virus (HCV) NS5A inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5A activity, for treating or preventing HCV infections and for inhibiting HCV viral replication and/or viral production in a cell-based system.

Convenient and efficient method for the iodination of aromatic amines by pyridinium iodochloride

A simple and efficient method for the iodination of aromatic amines using pyridinium iodochloride (PyICl) in methanol as solvent is reported. Mild reaction conditions, short reaction time, and good to excellent yields of the product are the noteworthy advantages of the method. Pyridinium iodochloride is an efficient solid iodinating reagent and can be handled safely. Copyright Taylor & Francis Group, LLC.

Synthesis of the central tryptophan-leucine residue of celogentin C

The synthesis of the central tryptophan residue of celogentin C is described featuring a Pd-catalyzed imine/enamine Heck-type reaction, a Pd-catalyzed Suzuki coupling, and an asymmetric Rh-catalyzed hydrogenation.

Iron-palladium association in the preparation of indoles and one-pot synthesis of bis(indolyl)methanes

Indoles were prepared by annulation of the parent alkynylanilines with the use of a new FeCl3-PdCl2 catalytic combination. High yields were obtained by using low loadings of the transition-metal complex (FeCl3-PdCl2: 2 and 1 mol-%, respectively). One-pot accesses to bis(indolyl)methanes and trisubstituted indoles through annulation/Friedel-Crafts alkylation and annulation/1,4-Michael addition sequences, in which FeCl3 acts both as a cooxidant and a Lewis acid are described. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Synthesis of DEFG ring of complestatin and chloropeptin I: Highly atropdiastereoselective macrocyclization by intramolecular Suzuki-Miyaura reaction

Palladium-catalyzed intramolecular Suzuki-Miyaura reaction of linear tripeptide (23) afforded the 16-membered DEFG ring of complestatin (3) in good yield with an excellent atropdiastereoselectivity. Acidic treatment of 3 triggers a stereospecific rearrang

Effect of the electronic structure of the radical anions of 4-substituted 1,2-and 1,3-dinitrobenzenes on the regioselectivity of reduction of the nitro groups

Theoretical and experimental regularities of the regioselectivity of the reduction of one of the two nitro groups in unsymmetrical dinitrobenzenes were studied. It was found that the regioselectivity of the formation of isomeric nitroanilines depends on the structure of the substrate and the nature of the reducing agent. The reduction regioselectivity model was verified, according to which radical anion protonation is the major reaction direction. Pleiades Publishing, Inc. 2006.

Hydrogen bonding in substituted nitroanilines: hydrogen-bonded sheets in 4-iodo-3-nitroaniline

In the title compound, C6H5IN2O2, the nitro group is disordered over two sets of sites, each with 0.5 occupancy, and the amino N atom is pyramidal. The molecules are linked into sheets by a combination of three-centre N-H...(O)2 hydrogen bonds involving alternative pairs of O-atom sites and two-centre N-H...N hydrogen bonds involving the pyramidal amino group.