2-Chloro-4-ethoxyquinoline

Base Information

• Chemical Name: 2-Chloro-4-ethoxyquinoline
• CAS No.: 4295-08-3
• Molecular Formula: C11H10 Cl N O
• Molecular Weight: 207.659
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID60355806
• Wikidata: Q82134856
• Mol file: 4295-08-3.mol

Synonyms:2-Chloro-4-ethoxyquinoline;4295-08-3;SCHEMBL7810731;DTXSID60355806;AKOS022178188;SB70847;FT-0664673

Chemical Property of 2-Chloro-4-ethoxyquinoline

Chemical Property:

• Vapor Pressure: 0.00308mmHg at 25°C
• Melting Point: 83-85°C
• Boiling Point: 293.1°C at 760 mmHg
• Flash Point: 131.1°C
• PSA: 22.12000
• Density: 1.227g/cm³
• LogP: 3.28690
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 3.5
• 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:

98.5% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC1=CC(=NC2=CC=CC=C21)Cl
• Uses: Quinoline derivative, 2-Chloro-4-ethoxyquinoline can be used in the preparation of of compounds with anticonvulsant activity as well as compounds with potent antibacterial activity against gram-positive pathogens. Quinoline derivative used in the preparation of compounds with anticonvulsant activity as well as compounds with potent antibacterial activity against gram-positive pathogens.

Technology Process of 2-Chloro-4-ethoxyquinoline

There total 3 articles about 2-Chloro-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: 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: 81.0%

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

Guidance literature:

In ethanol; Reflux;

DOI:10.1016/j.bmcl.2012.03.079

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

Downstream raw materials:

2-[3-(3,4-Dichlorobenzylamino)prop-1-ylamino]-1H-quinolin-4-one

5-Aethoxy-s-triazol<4,3-a>chinolin.

2-chloroquinolin-4-ol

Refernces

• 1、 Ouyang, Liang,Huang, Yuhui,Zhao, Yuwei,He, Gu,Xie, Yongmei,Liu, Jie,He, Jun,Liu, Bo,Wei, Yuquan. "Preparation, antibacterial evaluation and preliminary structure-activity relationship (SAR) study of benzothiazol- and benzoxazol-2-amine derivatives". supporting information; scheme or table. p. 3044 - 3049. Retrieved 2012/06/04.