4-Chloro-6-methoxy-2-methylquinoline

Base Information

• Chemical Name: 4-Chloro-6-methoxy-2-methylquinoline
• CAS No.: 50593-73-2
• Molecular Formula: C11H10ClNO
• Molecular Weight: 207.659
• Hs Code.: 2933499090
• European Community (EC) Number: 661-120-2
• DSSTox Substance ID: DTXSID10346168
• Nikkaji Number: J354.528H
• Wikidata: Q63395532
• Mol file: 50593-73-2.mol

Synonyms:4-Chloro-6-methoxy-2-methylquinoline;50593-73-2;4-Chloro-6-methoxy-2-methyl-quinoline;Quinoline, 4-chloro-6-methoxy-2-methyl-;6-Methoxy-4-chloroquinalidine;MFCD00093863;4-Chloro-6-methoxyquinaldine;Enamine_001632;SCHEMBL317463;DTXSID10346168;HMS1398K04;STL296382;AKOS000115099;AB03352;CCG-103797;4-Chloro-6-methoxy-2-methylquinoline #;4-chloranyl-6-methoxy-2-methyl-quinoline;AS-19813;EU-0067882;FT-0618133;EN300-01570;A828194;SR-01000397683;J-515104;SR-01000397683-1;Q63395532;Z56799673;F0267-0068

Chemical Property of 4-Chloro-6-methoxy-2-methylquinoline

Chemical Property:

• Vapor Pressure: 0.00121mmHg at 25°C
• Refractive Index: 1.609
• Boiling Point: 308.8 °C at 760 mmHg
• Flash Point: 140.6 °C
• PSA: 22.12000
• Density: 1.228 g/cm³
• LogP: 3.20520
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 207.0450916
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-6-methoxy-2-methylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-41
• Safety Statements: 26-36/37/39-39

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=C2C=C(C=CC2=N1)OC)Cl

Technology Process of 4-Chloro-6-methoxy-2-methylquinoline

There total 11 articles about 4-Chloro-6-methoxy-2-methylquinoline 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%

6-methoxy-2-methylquinolin-4(1H)-one (58596-37-5) → 4-chloro-6-methoxy-2-methylquinoline (50593-73-2)

Guidance literature:

With trichlorophosphate; at 0 - 80 ℃;

DOI:10.1016/j.bmc.2010.01.061

Reference yield: 92.0%

6-methoxy-2-methylquinolin-4-ol (15644-90-3) → 4-chloro-6-methoxy-2-methylquinoline (50593-73-2)

Guidance literature:

6-methoxy-2-methylquinolin-4-ol; With trichlorophosphate; at 105 ℃; for 2h;

With sodium hydrogencarbonate; In water; Cooling with ice;

DOI:10.1016/j.ejmech.2010.05.030

Reference yield:

4-methoxy-aniline (104-94-9) → 4-chloro-6-methoxy-2-methylquinoline (50593-73-2)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol / 4 h / 90 °C

2: mineral oil / 0.5 h / 250 °C

3: trichlorophosphate / 1 h / 100 °C

With trichlorophosphate; In ethanol; mineral oil;

DOI:10.14233/ajchem.2015.18323

upstream raw materials:

6-methoxy-2-methylquinolin-4-ol

trichlorophosphate

4-methoxy-aniline

6-methoxy-2-methylquinolin-4(1H)-one

Downstream raw materials:

N-(4-aminophenyl)-6-methoxy-2-methylquinolin-4-amine

Refernces

• 1、 Dyablo, Olga V.,Pozharskii, Alexander F.,Shmoilova, Elena A.,Savchenko, Aleksey O.. "Synthesis of 6-methoxy-N 2,N 2,N 4,N 4,N 5,N 5-hexamethylquinoline-2,4,5-triamine - A new representative of quinoline proton sponges". . p. 250 - 258. Retrieved 2015.
• 2、 Huang, Guang,Murillo Solano, Claribel,Melendez, Joel,Shaw, Justin,Collins, Jennifer,Banks, Robert,Arshadi, Arash Keshavarzi,Boonhok, Rachasak,Min, Hui,Miao, Jun,Chakrabarti, Debopam,Yuan, Yu. "Synthesis, Structure-Activity Relationship, and Antimalarial Efficacy of 6-Chloro-2-arylvinylquinolines". . p. 11756 - 11785. Retrieved 2020/11/26.
• 3、 Hussein, Buthaina,Ikhmais, Balqis,Kadirvel, Manikandan,Magwaza, Rachael N.,Halbert, Gavin,Bryce, Richard A.,Stratford, Ian J.,Freeman, Sally. "Discovery of potent 4-aminoquinoline hydrazone inhibitors of NRH:quinoneoxidoreductase-2 (NQO2)". . . Retrieved 2019/09/10.