28177-52-8

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-6-iodophenol is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Chloro-6-iodophenol is utilized as a precursor for the production of agrochemicals, contributing to the development of effective pest control agents and other agricultural products.
Used in Dye and Pigment Industry:
2-Chloro-6-iodophenol is employed as an intermediate in the manufacturing process of dyes and pigments, enabling the creation of a wide range of colorants for various applications, including textiles, plastics, and printing inks.
Used in Organic Synthesis:
As a halogenated phenol compound, 2-Chloro-6-iodophenol is used in organic synthesis for the preparation of various organic compounds, expanding the scope of chemical research and development.
Safety Considerations:
Given its hazardous nature, 2-Chloro-6-iodophenol requires proper safety measures during handling and storage. This includes the use of personal protective equipment, adherence to safety protocols, and proper disposal methods to minimize potential risks to human health and the environment.

Upstream product

• 95-57-8 2-monochlorophenol 
• 533-58-4 2-Iodophenol 
• 417698-23-8 O-2-chloro-6-iodophenyl N-isopropylcarbamate 
• 197243-45-1 GENERIC INORGANIC CATION; 2-chloro-phenolate 
• 61370-55-6 GENERIC INORGANIC CATION; 3-nitro-phenolate 
• 13792-07-9 O-2-chlorophenyl N-isopropylcarbamate 

Downstream Products

• 1202677-85-7 3-chloro-4'-(quinolin-2-ylmethoxy)biphenyl-2-yl trifluoromethanesulfonate 
• 1202677-83-5 2-((3'-chloro-2'-(tetrahydro-2H-pyran-2-yloxy)biphenyl-4-yloxy)methyl)quinoline 
• 1202661-17-3 2-((2'-chloro-6'-(pyridin-4-yl)biphenyl-4-yloxy)methyl)quinoline 
• 1202676-51-4 2-((3'-chloro-2'-(pyridin-4-yl)biphenyl-4-yloxy)methyl)quinoline 
• 1202677-84-6 3-chloro-4'-(quinolin-2-ylmethoxy)biphenyl-2-ol 
• 1202677-82-4 2-chloro-6-(pyridin-4-yl)phenyl trifluoromethanesulfonate 
• 1202677-81-3 4-[3-chloro-2-(tetrahydropyran-2-yloxy)-phenyl]-pyridine 
• 1202677-80-2 2-chloro-6-(pyridin-4-yl)phenol 
• 1202677-79-9 2-(2-chloro-6-iodophenoxy)tetrahydro-2H-pyran 

Relevant academic research and scientific papers

Synthesis of Stannylated Aryl Imines and Amines via Aryne Insertion Reactions into Sn?N Bonds

The reaction of in situ generated arynes with stannylated imines to provide ortho-stannyl-aniline derivatives is reported. The readily prepared trimethylstannyl benzophenone imine is introduced as an efficient reagent to realize the aryne σ-insertion reaction. The imine functionality is an established N-protecting group and insertions proceed with good yields and good to excellent regioselectivities. The product anilines are valuable starting materials for follow-up chemistry thanks to the rich chemistry offered by the trimethylstannyl moiety.

Catalyst-Controlled Regioselective Chlorination of Phenols and Anilines through a Lewis Basic Selenoether Catalyst

We report a highly efficient ortho-selective electrophilic chlorination of phenols utilizing a Lewis basic selenoether catalyst. The selenoether catalyst resulted in comparable selectivities to our previously reported bis-thiourea ortho-selective catalyst, with a catalyst loading as low as 1%. The new catalytic system also allowed us to extend this chemistry to obtain excellent ortho-selectivities for unprotected anilines. The selectivities of this reaction are up to >20:1 ortho/para, while the innate selectivities for phenols and anilines are approximately 1:4 ortho/para. A series of preliminary studies revealed that the substrates require a hydrogen-bonding moiety for selectivity.

Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications

An ortho-selective ammonium chloride salt-catalyzed direct C-H monohalogenation of phenols and 1,1′-bi-2-naphthol (BINOL) with 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) as the chlorinating agent has been developed. The catalyst loading was low (down to 0.01 mol %) and the reaction conditions were very mild. A wide range of substrates including BINOLs were compatible with this catalytic protocol. Chlorinated BINOLs are useful synthons for the synthesis of a wide range of unsymmetrical 3-aryl BINOLs that are not easily accessible. In addition, the same catalytic system can facilitate the ortho-selective selenylation of phenols.

The Catalyst-Controlled Regiodivergent Chlorination of Phenols

Different catalysts are demonstrated to overcome or augment a substrate's innate regioselectivity. Nagasawa's bis-thiourea catalyst was found to overcome the innate para-selectivity of electrophilic phenol chlorination, yielding ortho-chlorinated phenols that are not readily obtainable via canonical electrophilic chlorinations. Conversely, a phosphine sulfide derived from 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) was found to enhance the innate para-preference of phenol chlorination.

Selectivity enhancement of aromatic halogenation reactions at the micellar interface: Effect of highly ionic media

Halogenation (iodination and bromination) of various aromatic compounds has been studied in micellar media in order to observe the effect on regioselectivity and conversion of the reaction. The addition of surfactant causes a change in the chemical shifts of the aromatic proton resonance of phenol which proves the orientation of the aromatic compound on the micellar surface. However, increase in ionic strength of the reaction media affects the selectivity of reaction by disturbing this spatial orientation of the aromatic compound in the micelle. Selectivity towards particular isomers is dependent on the concentration of the surfactant. In bromination of chlorobenzene (deactivated aromatic compound) enhancement in selectivity and conversion towards the para isomer has been observed.

DI-SUBSTITUTED PHENYL COMPOUNDS

Di-substituted phenyl compounds which are inhibitors of phosphodiesterase 10 are described as are processes, pharmaceutical compositions, pharmaceutical preparations and pharmaceutical use of the compounds in the treatment of mammals, including human(s) f

Regioselective iodination of phenol and analogues using N-iodosuccinimide and p-toluenesulfonic acid

Mild and highly regioselective monoiodination of phenol and analogues is achieved in high to excellent yields at room temperature with a combination of stoichiometric p-toluenesulfonic acid and N-iodosuccinimide.

Iodination of aromatic compounds using potassium iodide and hydrogen peroxide

A simple, efficient, regioselective, and ecofriendly method for oxyiodination of aromatic compounds is presented. In this method, the electrophilic substitutions of iodine generated in situ from KI as an iodine source and hydrogen peroxide as an oxygen source have been employed without any catalyst/mineral acid for the first time. Copyright Taylor & Francis Group, LLC.

Simple and regioselective oxyiodination of aromatic compounds with ammonium iodide and Oxone

Oxyiodination of aromatic compounds using NH4I and Oxone gives high yields and selectivity. A simple method for the iodination of aromatic compounds using NH4I as the iodine source and Oxone as the oxidant is described.

Gamma-hydroxy-2-(fluoroalkylaminocarbonyl)-1-piperazinepentanamides and uses thereof

γ-Hydroxy-2-(fluoroalkylaminocarbonyl)-1-piperazinepentanamide compounds are inhibitors of HIV protease and inhibitors of HIV replication. These compounds are useful in the prevention or treatment of infection by HV and the treatment of AIDS, either as compounds, pharmaceutically acceptable salts, pharmaceutical composition ingredients, whether or not in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of treating AIDS and methods of preventing or treating infection by HIV are also described. These compounds are effective against HIV viral mutants which are resistant to HIV protease inhibitors currently used for treating AIDS and HIV infection.