Ethyl quinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl quinoline-3-carboxylate
• CAS No.: 50741-46-3
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• Hs Code.: 2933499090
• European Community (EC) Number: 627-418-1
• NSC Number: 136914
• DSSTox Substance ID: DTXSID40300415
• Nikkaji Number: J1.418.327B
• Wikidata: Q72505875
• ChEMBL ID: CHEMBL217437
• Mol file: 50741-46-3.mol

Synonyms:ethyl quinoline-3-carboxylate;50741-46-3;Quinoline-3-carboxylic acid ethyl ester;Ethyl 3-quinolinecarboxylate;3-Quinolinecarboxylic acid, ethyl ester;Ethylquinoline-3-carboxylate;ethyl-3-quinolinate;NSC136914;Oprea1_222918;Oprea1_262347;SCHEMBL430324;CHEMBL217437;DTXSID40300415;OTTDACPMYLDVTL-UHFFFAOYSA-N;ANTHRANILICACIDISOPROPYLAMIDE;BCP15844;Ethyl 3-quinolinecarboxylate, 97%;MFCD00957421;AKOS000511699;DS-6665;NSC-136914;SB71509;CS-0151700;FT-0639938;AE-641/05563012;SR-01000398098;J-650265;SR-01000398098-1

Chemical Property of Ethyl quinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.000647mmHg at 25°C
• Melting Point: 63-67 °C
• Refractive Index: 1.6
• Boiling Point: 309.2 °C at 760 mmHg
• PKA: 3.21±0.11(Predicted)
• Flash Point: 140.8 °C
• PSA: 39.19000
• Density: 1.175 g/cm³
• LogP: 2.41150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

97% ^*data from raw suppliers

Quinoline-3-carboxylicacidethylester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=CC=CC=C2N=C1
• Uses: Ethyl 3-quinolinecarboxylate may be used as a starting material in the preparation of 5-quinolinemethanol and ethyl 3-quinolineacetate.

Technology Process of Ethyl quinoline-3-carboxylate

There total 33 articles about Ethyl quinoline-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

quinoline-3-carboxylic acid (6480-68-8) + ethyl iodide (75-03-6) → ethyl 3-quinolinecarboxylate (50741-46-3)

Guidance literature:

With caesium carbonate; In acetonitrile; for 1.5h; Heating;

DOI:10.1080/00304949609356558

Reference yield: 85.0%

ethyl 2-(acetoxy(2-bromo-phenyl)methyl)acrylate + p-nitrobenzenesulfonamide (6325-93-5) → ethyl 3-quinolinecarboxylate (50741-46-3)

Guidance literature:

ethyl 2-(acetoxy(2-bromo-phenyl)methyl)acrylate; p-nitrobenzenesulfonamide; With 1,10-Phenanthroline; potassium carbonate; copper(l) chloride; In acetonitrile; at 80 ℃; for 12h; Schlenk technique; Sealed tube; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 80 ℃; for 3h; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1002/adsc.201201033

Reference yield: 82.0%

(E)-ethyl 2-(aminomethyl)-3-phenylacrylate → ethyl 3-quinolinecarboxylate (50741-46-3)

Guidance literature:

(E)-ethyl 2-(aminomethyl)-3-phenylacrylate; With iodine; In chloroform; for 0.0833333h;

With potassium carbonate; In chloroform; at 20 ℃; for 0.5h;

DOI:10.1021/ol303109m

upstream raw materials:

quinoline-3-carboxylic acid

ethanol

quinoline-3-carbonyl chloride

ethyl 1,4-dihydro-3-quinolinecarboxylate

Downstream raw materials:

N-benzylquinoline-3-carboxamide

3-Hydroxymethylquinoline

chinoline-3-carbohydrazide

2-hydroxymethylquinoline-3-carboxylic acid lactone