14108-76-0

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 2-(4-IODOANILINO)ACETATE is used as an intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into the structure of various drug molecules, contributing to their therapeutic properties.
Used in Organic Synthesis:
ETHYL 2-(4-IODOANILINO)ACETATE is used as a versatile building block in organic synthesis for its reactivity and potential to form a wide range of organic compounds, facilitating the development of new materials and chemical products.

InChI:InChI=1/C10H12INO2/c1-2-14-10(13)7-12-9-5-3-8(11)4-6-9/h3-6,12H,2,7H2,1H3

Upstream product

• 105-36-2 ethyl bromoacetate 
• 540-37-4 p-aminoiodobenzene 
• 623-73-4 diazoacetic acid ethyl ester 

Downstream Products

• 1313757-66-2 N-((4-ethynyl)phenyl)glycine ethyl ester 
• 1361147-63-8 N-((4-trimethylsilylethynyl)phenyl)glycine ethyl ester 
• 13370-63-3 2-((4-iodophenyl)amino)acetic acid 

Relevant academic research and scientific papers

Ethyl cellulose derived porous iron@N-doped carbon material for N–H carbene insertion reaction

A newly developed, facile and sustainable strategy, in which zinc salt, melamine and ethyl cellulose are applied as pore-forming agent, nitrogen and carbon source respectively, has been disclosed for the synthesis of Fe/N-codoped carbon materials. This material exhibits excellent catalytic efficiency towards N–H carbene insertion reaction for the synthesis of unnatural amino acid derivatives. Fe/FeOx nanoparticles tranfer electrons to N-doped carbon owing to the Mott-Schottky Effect, which is beneficial to the formation of iron carbene intermediate. N-doping can offer more Lewis base sites, which promotes the proton transfer process. Fe/FeOx nanoparticles are coated with graphitic carbon, thereby avoiding the loss and deactivation of iron sites in this material. Therefore, this material can be reused at least four times without significant loss in activity.

Visible-Light-Induced Oxidative α-Alkylation of Glycine Derivatives with Ethers under Metal-Free Conditions

In this work, a visible-light-induced oxidative α-alkylation of glycine derivatives with ethers has been developed in the presence of catalytic Eosin Y. Under the blue light of a 3 W LED, a range of α-etherized glycine derivatives, including α-amino esters, α-amino ketones and α-amino amides, were achieved with good to excellent yields and functional group tolerance with tert-butyl hydroperoxide (TBHP) as oxidant at ambient temperature. The operationally easy procedure provides an economical, metal-free, and mild alternative for the synthesis of the α-etherized glycine derivatives.

Discovery and evolution of 12N-substituted aloperine derivatives as anti-SARS-CoV-2 agents through targeting late entry stage

So far, there is still no specific drug against COVID-19. Taking compound 1 with anti-EBOV activity as the lead, fifty-four 12N-substituted aloperine derivatives were synthesized and evaluated for the anti-SARS-CoV-2 activities using pseudotyped virus model. Among them, 8a exhibited the most potential effects against both pseudotyped and authentic SARS-CoV-2, as well as SARS-CoV and MERS-CoV, indicating a broad-spectrum anti-coronavirus profile. The mechanism study disclosed that 8a might block a late stage of viral entry, mainly via inhibiting host cathepsin B activity rather than directly targeting cathepsin B protein. Also, 8a could significantly reduce the release of multiple inflammatory cytokines in a time- and dose-dependent manner, such as IL-6, IL-1β, IL-8 and MCP-1, the major contributors to cytokine storm. Therefore, 8a is a promising agent with the advantages of broad-spectrum anti-coronavirus and anti-cytokine effects, thus worthy of further investigation.

Unnatural α-Amino Acid Synthesized through α-Alkylation of Glycine Derivatives by Diacyl Peroxides

We have developed a protocol for catalyst- and additive-free α-alkylation reactions of glycine derivatives with diacyl peroxides, which proceed by a pathway involving addition of alkyl radicals to imine intermediates. The diacyl peroxide substrate acts as both alkylation agent and oxidizing agent, which means it is atom-economical. It was applied to various glycine derivatives, dipeptides, and a 3,4-dihydroquinoxalin-2(1H)-one derivative and could be carried out on a gram scale, indicating its utility for late-stage functionalization.

Stable radical cation salt initiated N-H insertion and related proton-transfer-delay three-component reaction

The N-H insertion reaction forms the single addition product exclusively, and does not require slow addition of the diazo component. More importantly, we present the reaction of anilines with both diazoacetates and azodicarboxylates in the presence of catalytic amounts of triarylaminium salt giving the corresponding complex unsymmetrical aminals in high yields. This is the first example of stable radical cation salt promoted proton-transfer-delay three-component reaction.

Synthesis and characterization of a ferrocene-linked bis-fullerene[60] dumbbell

A new [60]fullerene dumbbell consisting of two fulleropyrrolidines connected to a central ferrocene unit by amide linkages has been prepared and fully characterized by elemental analysis, 1H NMR, UV/Vis, fluorescence and mass spectrometry. The electrochemical properties as determined by cyclic voltammetry show ground state electronic communication between the ferrocene and the fullerene units. In addition, the preparaton of a ferrocene building block for an alternative linking approach is presented. The Royal Society of Chemistry 2012.