2-Chloro-5-methoxyquinoline

Base Information

• Chemical Name: 2-Chloro-5-methoxyquinoline
• CAS No.: 160893-07-2
• Molecular Formula: C10H8ClNO
• Molecular Weight: 193.633
• Hs Code.: 2933499090
• European Community (EC) Number: 856-917-9
• DSSTox Substance ID: DTXSID30452114
• Mol file: 160893-07-2.mol

Synonyms:2-Chloro-5-methoxyquinoline;160893-07-2;5-methoxy-2-chloroquinoline;SCHEMBL2242668;DTXSID30452114;ACMDJXKHEUGSIS-UHFFFAOYSA-N;MFCD22394142;DS-5932;SB67686;CS-0188166;C73044;EN300-3239346;A906471

Chemical Property of 2-Chloro-5-methoxyquinoline

Chemical Property:

• PSA: 22.12000
• LogP: 2.89680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 193.0294416
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-5-methoxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1C=CC(=N2)Cl

Technology Process of 2-Chloro-5-methoxyquinoline

There total 8 articles about 2-Chloro-5-methoxyquinoline 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: 86.0%

5--methoxyquinoline N--oxide (90924-16-6) → 2-chloro-5-methoxyquinoline (160893-07-2)

Guidance literature:

5--methoxyquinoline N--oxide; With potassium carbonate; p-toluenesulfonyl chloride; In dichloromethane; water; at 20 ℃; for 18h;

With trichlorophosphate; In dichloromethane; water; for 1h; Reflux;

DOI:10.1016/j.bmcl.2016.05.047

Reference yield: 86.0%

5-methoxy-2(1H)-quinolinone (160893-04-9) → 2-chloro-5-methoxyquinoline (160893-07-2)

Guidance literature:

With trichlorophosphate; for 1h; Reflux;

DOI:10.1016/j.ejmech.2015.07.025

Reference yield: 86.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-chloro-5-hydroxyquinoline (124467-35-2) → 2-chloro-5-methoxyquinoline (160893-07-2)

Guidance literature:

In methanol; diethyl ether; for 12h; Ambient temperature;

upstream raw materials:

diazomethane

2-chloro-5-hydroxyquinoline

5--methoxyquinoline N--oxide

quinolin-5-ol

Refernces

• 1、 El-Damasy, Ashraf K.,Haque, Md Mamunul,Park, Jung Woo,Shin, Sang Chul,Lee, Jun-Seok,EunKyeong Kim, Eunice,Keum, Gyochang. "2-Anilinoquinoline based arylamides as broad spectrum anticancer agents with B-RAFV600E/C-RAF kinase inhibitory effects: Design, synthesis, in vitro cell-based and oncogenic kinase assessments". . . Retrieved 2020/09/17.
• 2、 El-Damasy, Ashraf Kareem,Cho, Nam-Chul,Pae, Ae Nim,Kim, Eunice Eunkyeong,Keum, Gyochang. "Novel 5-substituted-2-anilinoquinolines with 3-(morpholino or 4-methylpiperazin-1-yl)propoxy moiety as broad spectrum antiproliferative agents: Synthesis, cell based assays and kinase screening". . p. 3307 - 3312. Retrieved 2016/07/12.