4-Chloro-2-ethoxyquinoline

Base Information

• Chemical Name: 4-Chloro-2-ethoxyquinoline
• CAS No.: 91348-94-6
• Molecular Formula: C₁₁H₁₀ClNO
• Molecular Weight: 207.659
• DSSTox Substance ID: DTXSID80356476
• Nikkaji Number: J515.834F
• Wikidata: Q82135811
• Mol file: 91348-94-6.mol

Synonyms:4-Chloro-2-ethoxyquinoline;91348-94-6;4-chloro-2-ethoxy-quinoline;starbld0010883;DTXSID80356476;MIEWYQHHTOEPEI-UHFFFAOYSA-N;4-chloro-2-quinolinyl ethyl ether;4-Chloro-2-ethoxyquinoline, AldrichCPR;AC-907/34128059

Chemical Property of 4-Chloro-2-ethoxyquinoline

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 207.0450916
• Heavy Atom Count: 14
• Complexity: 188

Purity/Quality:

4-Chloro-2-ethoxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC1=NC2=CC=CC=C2C(=C1)Cl
• Uses: 4-chloro-2-ethoxy-quinoline is used in the preparation of of compounds with anticonvulsant activity as well as compounds with potent antibacterial activity against gram-positive pathogens.

Technology Process of 4-Chloro-2-ethoxyquinoline

There total 5 articles about 4-Chloro-2-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: 90.0%

sodium ethanolate (141-52-6) + 2,4-dichloroquinoline (703-61-7) → 2-Chloro-4-ethoxyquinoline (4295-08-3) + 4-chloro-2-ethoxyquinoline (91348-94-6)

Guidance literature:

With 18-crown-6 ether; In N,N-dimethyl-formamide; at 50 ℃; for 48h; Solvent; Reagent/catalyst; Temperature; regioselective reaction;

DOI:10.1002/mrc.4980

Reference yield: 58.0%

sodium ethanolate (141-52-6) + 2,4-dichloroquinoline (703-61-7) → 4-chloro-2-ethoxyquinoline (91348-94-6)

Guidance literature:

In toluene; Heating;

Reference yield:

ethanol (64-17-5) + 2,4-dichloroquinoline (703-61-7) → 2-Chloro-4-ethoxyquinoline (4295-08-3) + 4-chloro-2-ethoxyquinoline (91348-94-6)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01258a036

upstream raw materials:

ethanol

2,4-dichloroquinoline

sodium ethanolate

Refernces

• 1、 Osborne, Alan G.,Dimitrova, Galya T.,Galbally, Paul,Hughes, David D.,Jones, Clare,Lipman, Anthony L.,Wilstead, Nicola. "Further studies of regioselective alkoxydehalogenation of 2,4-dichloroquinolines, 2,6-dichloropyridine and 2,4-dichloronitrobenzene". . p. 124 - 148. Retrieved 2007/10/03.