4102-54-9

Usage

Uses

Used in Chemical Synthesis:
2,4-DIMETHYL-6-IODOANILINE is used as a synthetic intermediate for the production of various organic compounds. Its unique structure allows it to participate in a range of chemical reactions, making it a valuable building block in the synthesis of complex molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,4-DIMETHYL-6-IODOANILINE is used as a key component in the development of new drugs. Its chemical properties enable it to be incorporated into the structures of potential therapeutic agents, contributing to their overall efficacy and pharmacological properties.
Used in Dye Manufacturing:
2,4-DIMETHYL-6-IODOANILINE is also employed in the manufacturing of dyes, particularly those with specific color properties. Its ability to form various chemical bonds and its reactivity make it a suitable candidate for the production of dyes with unique characteristics.
Used in Research and Development:
Due to its versatile chemical properties, 2,4-DIMETHYL-6-IODOANILINE is often utilized in research and development settings. Scientists and researchers use 2,4-DIMETHYL-6-IODOANILINE to explore new reaction pathways, develop novel synthetic methods, and investigate its potential applications in various fields.
Used in the Synthesis of Benzothiazoles:
2,4-DIMETHYL-6-IODOANILINE is used as a reactant in the synthesis of benzothiazoles through copper-catalyzed one-pot three-component reactions, with sodium hydrosulfide serving as a sulfur surrogate. This application highlights the compound's role in the creation of complex and valuable chemical structures.

Upstream product

• 95-68-1 2,4-Xylidine 
• 7647-01-0 hydrogenchloride 
• 7790-99-0 Iodine monochloride 
• 7664-93-9 sulfuric acid 

Downstream Products

• 859783-58-7 2-iodo-N-4,6-trimethylaniline 
• 4102-49-2 1-iodo-3,5-dimethyliodobenzene 
• 132589-58-3 (Z)-2-amino-3,5-dimethylstilbene 
• 132589-34-5 (E)-2-amino-3,5-dimethylstilbene 
• 132588-51-3 N-(1',1'-dimethylprop-2'-ynyl)-2-iodo-4,6-dimethylaniline 
• 180624-12-8 4,6-dimethyl-2-[2-(trimethylsilyl)ethynyl]aniline 
• 259865-72-0 N-allyl-2-iodo-4,6-dimethylaniline 
• 253304-53-9 N-(2-iodo-4,6-dimethylphenyl)-trans-crotonamide 
• 720714-01-2 N-(2-iodo-4,6-dimethylphenyl)benzamide 
• 208659-17-0 N-(2-iodo-4,6-dimethylphenyl) acetamide 
• 720714-07-8 N-(2-iodo-4,6-dimethylphenyl)-4-bromobenzamide 
• 720714-03-4 N-(2-iodo-4,6-dimethylphenyl)-2-phenylacetamide 
• 180623-94-3 3-iodo-5,7-dimethyl-1H-indole 
• 1092585-73-3 tert-butyl 2-iodo-4,6-dimethylphenylcarbamate 

Relevant academic research and scientific papers

Synthesis, structure, and heck cyclization of the syn- and anti-atropisomers of N-acyl-N-(4-methyl-3,6-dihydro-2H-pyran-3-yl)-2-iodo-4,6- dimethylaniline

The reaction of 2-iodo-2,4-dimethylaniline with 3,4-dibromo-4- methyltetrahydro-2H-pyran, followed by treatment with acetyl bromide or 4-nitrobenzoyl chloride, gave syn- and anti-atropisomers of N-(2-iodo-4,6- dimethylphenyl)-N-(4-methyl-3,6-dihydro-2H-py

C?N Axial Chiral Hypervalent Iodine Reagents: Catalytic Stereoselective α-Oxytosylation of Ketones

A simple synthesis of a library of novel C?N axially chiral iodoarenes is achieved in a three-step synthesis from commercially available aniline derivatives. C?N axial chiral iodine reagents are rarely investigated in the hypervalent iodine arena. The potential of the novel chiral iodoarenes as organocatalysts for stereoselective oxidative transformations is assessed using the well explored, but challenging stereoselective α-oxytosylation of ketones. All investigated reagents catalyse the stereoselective oxidation of propiophenone to the corresponding chiral α-oxytosylated products with good stereochemical control. Using the optimised reaction conditions a wide range of products was obtained in generally good to excellent yields and with good enantioselectivities.

A Diastereoselective Route to Benzoannelated Bridged Sultams

A practical diastereoselective method for the synthesis of benzoannelated tri- and tetracyclic bridged sultams has been developed. The synthetic route employs widely available, substituted -iodoanilines and is based on intramolecular Michael addition followed by cycloalkylation with dihaloalkanes, or vice versa. The target compounds were isolated in good yields and the diastereoselectivity of the reaction could be easily controlled by the order of Michael addition and cycloalkylation steps.

Isothiourea-Catalyzed Atroposelective N-Acylation of Sulfonamides

We report herein an atroposelective N-acylation of sulfonamides using a commercially available isothiourea catalyst, (S)-HBTM, with a simple procedure. The N-sulfonyl anilide products can be obtained in good to high enantiopurity, which represents a new axially chiral scaffold. The application of the product as a chiral iodine catalyst is also demonstrated for the asymmetric α-oxytosylation of propiophenone.

Method for preparing o-haloaromaticamine from C-H-based activated arylamines

The invention belongs to the technical field of organic chemistry and particularly relates to a method for preparing o-haloaromaticamine from C-H-based activated arylamines. The method comprises the following steps: taking anhydrous copper acetate as a reaction catalyst and hydrogen peroxide as an oxidizing agent, adding aniline compounds and potassium bromide or potassium iodide into water for reaction at room temperature for 2 h, extracting with ethyl acetate and concentrating under reduced pressure, so as to obtain a corresponding arylamine halogenated compound crude product; and performing column chromatographic isolation and purification to obtain a corresponding purified product. The method has the characteristics that the operation is simple, reaction conditions are mild, the reaction time is short, and the method is environment-friendly.

Revisiting the Gold-Catalyzed Dimerization of 2-Ethynylanilines: A Room-Temperature and Silver-Free Protocol for the Synthesis of Multifunctional Quinolines

A room temperature and silver-free protocol for the formation of quinolines from 2-ethynylanilines through a dimerization event was achieved using a dinuclear gold catalyst, Au2(BIPHEP)(NTf2)2. The reaction is inherently modular, allowing for the incorporation of peripheral substituents at any site of the quinoline product. The reaction is readily applied to other heterocyles also as exemplified by the preparation of naphthyridines. Competition reactions to determine the reactivity of dissimilar alkynes demonstrated that the product ratio of dimerization vs intermolecular addition is rather dependent on the electronic nature of aryl substituent on the alkynes. However, control experiments with substrates possessing internal alkynes resulted in cycloisomerization instead of expected dimerization, which is indicative of possible steric influence of the alkyne terminus in the reaction outcome.

Regioselective iodination of aryl amines using 1,4-dibenzyl-1,4-diazoniabicyclo [2.2.2] octane dichloroiodate in solution and under solvent-free conditions

1,4-Dibenzyl-1,4-diazoniabicyclo[2.2.2]octane dichloroiodate is an efficient and regioselective reagent for iodination of aryl amines. A wide variety of aryl amines in reaction with this reagent afforded regioselectively iodinated products. The iodination reaction can be carried out in solution or under solvent-free condition at room temperature.

A direct access to bioactive fused N-heterocyclic acetic acid derivatives

A Cu-catalyzed new sequence involving the Ullmann type intermolecular C-C followed by an intramolecular C-N coupling and then intramolecular aza-Michael type addition (and oxidation) in a single pot afforded various fused N-heterocyclic acetic acid derivatives as inhibitors of PDE4. This journal is the Partner Organisations 2014.

Light-induced stereospecific intramolecular [2+2]-cycloaddition of atropisomeric 3,4-dihydro-2-pyridones

Atropisomeric 3,4-dihydro-2-pyridones undergo stereospecific [2+2]-photocycloaddition in solution with high stereoselectivity (ee > 98% and de > 96%) in the product. The chiral transfer during phototransformation was rationalized based on the stability/reactivity of the biradical.

Ionic liquid iodinating reagent for mild and efficient iodination of aromatic and heteroaromatic amines and terminal alkynes

Hexamethylene bis(N-methylimidazolium) bis(dichloroiodate) (HMBMIBDCI), an ionic liquid iodinating reagent, have been prepared and characterized. Its ability to perform iodination reactions with a variety of substrates has been explored. In general, iodination reactions of aromatic and heteroaromatic amines proceed with good yields in the absence of solvent. Reactions of terminal alkynes in the presence of 1,8-diazabicyclo [5.4.O] undec-7-ene and tetrahydrofuran have been investigated as well.