46185-83-5

Usage

Uses

Used in Pharmaceutical Industry:
2-Ethoxy-8-methoxyquinoline is used as a potential active pharmaceutical ingredient for its possible antimicrobial and antifungal properties, which could be harnessed in the development of new drugs to combat infections caused by various pathogens.
Used in Research and Development:
In the scientific community, 2-Ethoxy-8-methoxyquinoline serves as a subject of study for its quinoline base and the effects of its ethoxy and methoxy substitutions on its biological activities. This research could lead to a better understanding of the structure-activity relationships in quinolines and the discovery of new therapeutic agents.

InChI:InChI=1/C11H11NO/c1-2-13-11-8-7-9-5-3-4-6-10(9)12-11/h3-8H,2H2,1H3

Upstream product

• 59-31-4 2-quinolone 
• 75-03-6 ethyl iodide 
• 1613-37-2 Quinoline N-oxide 
• 64-17-5 ethanol 
• 2942-58-7 diethyl cyanophosphonate 
• 98-59-9 p-toluenesulfonyl chloride 
• 612-62-4 2-Chloroquinoline 
• 16331-64-9 ethanolate 

Downstream Products

• 7661-39-4 2-n-butylquinoline 
• 88284-13-3 2-ethoxy-quinoline-3-carboxylic acid 
• 34786-24-8 ethyl 3-methylphenyl sulphide 
• 622-38-8 Ethyl phenyl sulfide 
• 59-31-4 2-hydroxyquinoline 
• 74-85-1 ethene 
• 59-31-4 2-quinolone 
• 75-00-3 chloroethane 
• 53761-50-5 1-Ethyl-1,2-dihydrochinolin-2-on 

Relevant academic research and scientific papers

H-phosphonate-mediated sulfonylation of heteroaromatic N-oxides: a mild and metal-free one-pot synthesis of 2-sulfonyl quinolines/pyridines

A smart H-phosphonate-mediated synthetic strategy for the sulfonylation of heteroaromatic N-oxides has been developed, by which a large variety of 2-sulfonyl quinolines/pyridines were synthesized starting from easily available sulfonyl chlorides, diisopropyl H-phosphonate and pyridine/quinoline N-oxides in one pot under metal-free conditions at room temperature.

DEOXYGENATIVE 2-ALKOXYLATION OF QUINOLINE 1-OXIDE

Treatment of quinoline 1-oxide (1) with ethyl chloroformate or tosyl chloride and triethylamine in some lower alcohols affords the corresponding 2-alkoxyquinolines (2a-f) in generally satisfactory yields.Reactions of 2-methylpyridine and 2-methylquinoline 1-oxides lead to the corresponding 2-ethoxycarbonyloxymethyl (3 and 5) and 2-ethoxymethyl derivatives (4 and 6).

Hydrogen Atom Transfer Oxidation of Primary and Secondary Alcoholates into Aldehydes and Ketones by Aromatic Halides in Liquid Ammonia. A New Electrochemically Induceable Reaction

It is possible to induce the oxidation of alcoholates into the corresponding carbonyl compounds by electrochemical reduction of aromatic halides in liquid ammonia, i.e., to electrochemically trigger the reaction ArX + >CH-O- -> ArH + >C=O + X-.H-Atom transfer from the acoholate to the aryl radical formed upon reduction of the aryl halide appears as the key step of the oxidation process.The ketyl anion radical thus formed can be oxidized into the parent carbonyl compound, remain electrochemically stable, or be reduced into the dianion depending upon the location of the two corresponding standard potentials toward the reduction potential of the aryl halide.Electricity consumption thus tends toward 0, 1, and 2 F/mol for the three cases, respectively.The reactions competing with H-atom transfer, thus lowering the efficiency of the electrochemical inducement of the oxidation process, are electron transfer to the aryl radical which occur at the electrode surface and/or in the solution.These will play the role of termination steps for the corresponding chain system involving homogeneous initiation of the reaction.The kinetic analysis of the competition between H-atom transfer and homogeneous or heterogeneous electron transfer allows a detailed investigation of the reaction mechanism by electrochemical techniques such as cyclic voltammetry.This also leads to the determination of the rate constants of H-atom transfer of the alcoholate-aryl radical couple.

NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 12. REACTION OF DIETHYL PHOSPHOROCYANIDATE (DEPC) WITH AROMATIC AMINE OXIDES. A MODIFIED REISSERT-HENZE REACTION

Diethyl phosphorocyanidate (DEPC) reacts with aromatic amine oxides in the presence of triethylamine to give α-cyanated compounds; the reaction may be called a modified Reissert-Henze reaction.