50741-46-3

Basic information

• Product Name: QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: RARECHEM AL BI 0675;QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER;ETHYL 3-QUINOLINE CARBOXYLATE;ethyl quinoline-3-carboxylate;3-Carbethoxyquinoline;3-Quinolinecarboxylic acid ethyl ester;NSC 136914
• CAS NO: 50741-46-3
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.22
• Mol File: 50741-46-3.mol
• Article Data: 18

Chemical Properties

• Melting Point: 63-67 °C(lit.)
• Boiling Point: 120 °C0.4 mm Hg(lit.)
• Flash Point: 140.8 °C
• Appearance: /
• Density: 1.175
• Vapor Pressure: 0.000647mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.21±0.11(Predicted)
• CAS DataBase Reference: QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER(50741-46-3)
• EPA Substance Registry System: QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER(50741-46-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 50741-46-3(Hazardous Substances Data)

Usage

Uses

Ethyl 3-quinolinecarboxylate may be used as a starting material in the preparation of 5-quinolinemethanol and ethyl 3-quinolineacetate.

General Description

Ethyl 3-quinolinecarboxylate can be prepared from 3-quinolinecarboxylic acid by treating with thionyl chloride followed by esterification with ethanol. Its photochemical reaction in various alcohols and cyclohexane show that the nature of the solvent has an impact on the product formation.

InChI:InChI=1/C12H11NO2/c1-2-15-12(14)10-7-9-5-3-4-6-11(9)13-8-10/h3-8H,2H2,1H3

Upstream product

• 50741-27-0 ethyl 1,4-dihydro-3-quinolinecarboxylate 
• 10601-80-6 ethyl 3,3-diethoxypropanoate 
• 552-89-6 2-nitro-benzaldehyde 
• 70-55-3 toluene-4-sulfonamide 
• 6325-93-5 p-nitrobenzenesulfonamide 
• 6480-68-8 quinoline-3-carboxylic acid 
• 75-03-6 ethyl iodide 
• 84741-86-6 quinoline-3-carbonyl chloride 
• 64-17-5 ethanol 
• 623-47-2 propynoic acid ethyl ester 
• 34846-64-5 3-cyanoquinoline 
• 5332-24-1 3-bromoquinoline 
• 95-92-1 oxalic acid diethyl ester 
• 50-00-0 formaldehyd 

Downstream Products

• 67752-37-8 ethyl ester of 1,2,3,4-tetrahydroquinoline-3-carboxylic acid 
• 141-97-9 ethyl acetoacetate 

Relevant articles and documents

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NMR studies of new heterocycles tethered to purine moieties with anticancer activity

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Polythiophene-Encapsulated Bimetallic Au-Fe3O4 Nano-Hybrid Materials: A Potential Tandem Photocatalytic System for Nondirected C(sp2)-H Activation for the Synthesis of Quinoline Carboxylates

Hetero-oligophenylene derivative 3 appended with thiophene moieties has been designed and synthesized which undergoes aggregation to form J-type fluorescent aggregates in in H2O/THF (7/3) media. These aggregates served as reactors for the preparation of bimetallic Au-Fe3O4 NPs. During the reduction process, aggregates of derivative 3 were oxidized to the polythiophene species 4. Interestingly, the polythiophene species 4, having a fibrous morphology, served as a shape- and morphology-directed template for assembly of bimetallic Au-Fe3O4 NPs in a flower-like arrangement. Furthermore, polythiophene-encapsulated bimetallic 4:Au-Fe3O4 nanohybrid materials served as an efficient and recyclable catalytic system for C(sp2)-H bond activation of unprotected electron-rich anilines for the construction of synthetically versatile quinoline carboxylates via C-H activation, carbonylation, and subsequent annulation under mild and eco-friendly conditions (aqueous media, room temperature, visible-light irradiation, and aerial conditions).