4-Ethoxyquinoline

Base Information

• Chemical Name: 4-Ethoxyquinoline
• CAS No.: 13720-91-7
• Molecular Formula: C11H11NO
• Molecular Weight: 173.214
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10160104
• Nikkaji Number: J1.390.786B
• Wikidata: Q83028481
• Mol file: 13720-91-7.mol

Synonyms:4-Ethoxyquinoline;13720-91-7;Quinoline,4-ethoxy-;SCHEMBL526387;NBAWYUCPNKZTER-UHFFFAOYSA-;DTXSID10160104;AKOS006274463;AC-20565;InChI=1/C11H11NO/c1-2-13-11-7-8-12-10-6-4-3-5-9(10)11/h3-8H,2H2,1H3

Chemical Property of 4-Ethoxyquinoline

Chemical Property:

• Vapor Pressure: 0.0174mmHg at 25°C
• Refractive Index: 1.595
• Boiling Point: 262.8 °C at 760 mmHg
• Flash Point: 96.2 °C
• PSA: 22.12000
• Density: 1.101 g/cm³
• LogP: 2.63350
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 173.084063974
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

4-ETHOXY-QUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=NC2=CC=CC=C21

Technology Process of 4-Ethoxyquinoline

There total 11 articles about 4-Ethoxyquinoline 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: 94.0%

4-chloroquinoline (611-35-8) + ethanol (64-17-5) → 4-ethoxyquinoline (13720-91-7)

Guidance literature:

With caesium carbonate; In neat (no solvent); at 100 ℃; for 16h; Sealed tube;

DOI:10.1002/asia.202101370

Reference yield: 11.0%

4-chloroquinoline (611-35-8) + 2-mercaptoethylamine hydrochloride (156-57-0) + sodium ethanolate (141-52-6) → N-[2-(quinolin-4-yl-sulfanyl)ethyl]quinolin-4-amine (1265869-82-6) + 4-ethoxyquinoline (13720-91-7)

Guidance literature:

4-chloroquinoline; 2-mercaptoethylamine hydrochloride; sodium ethanolate; With ethanol; for 21h; Reflux;

With ammonium hydroxide; silica gel; In methanol; dichloromethane;

DOI:10.1016/j.tet.2010.11.003

Reference yield:

4-chloroquinoline (611-35-8) + 2-mercaptoethylamine hydrochloride (156-57-0) + sodium ethanolate (141-52-6) → 2-(quinolin-4'-ylsulfanyl)ethanamine + 4-ethoxyquinoline (13720-91-7)

Guidance literature:

With ethanol; for 21h; Reflux;

DOI:10.1016/j.tet.2010.11.003

upstream raw materials:

4-chloroquinoline

ethanol

sodium ethanolate

4(1H)-quinolinone

Downstream raw materials:

4-ethoxy-2-p-tolyl-2H-quinoline-1-carboxylic acid (4-methoxy-phenyl)-amide

4-ethoxy-2-p-tolyl-2H-quinoline-1-carboxylic acid p-tolylamide

4-ethoxy-2-p-tolyl-2H-quinoline-1-carboxylic acid benzylamide

4-ethoxy-2-p-tolyl-2H-quinoline-1-carboxylic acid butylamide

Refernces

• 1、 Chapman,Russel-Hill. "-". . p. 1563,1566. Retrieved 1956.
• 2、 Mountford, Simon J.,Campi, Eva M.,Robinson, Andrea J.,Hearn, Milton T.W.. "Synthesis of N-heterocyclic ligands for use in affinity and mixed mode chromatography". experimental part. p. 471 - 485. Retrieved 2011/03/18.
• 3、 Sugiura, Michiharu,Sakurai, Yoshie,Hamada, Yoshiki. "SYNTHESIS OF 4-ALKOXYQUINOLINES FROM QUINOLINE REISSERT COMPOUNDS". . p. 561 - 568. Retrieved 2007/10/02.