2-Chloro-4,8-dimethylquinoline

Base Information

• Chemical Name: 2-Chloro-4,8-dimethylquinoline
• CAS No.: 3913-17-5
• Molecular Formula: C11H10ClN
• Molecular Weight: 191.66
• Hs Code.: 2933499090
• NSC Number: 109755
• DSSTox Substance ID: DTXSID10959934
• Nikkaji Number: J433.663A
• Wikidata: Q72449634
• Mol file: 3913-17-5.mol

Synonyms:2-chloro-4,8-dimethylquinoline;3913-17-5;Quinoline, 2-chloro-4,8-dimethyl-;MFCD00760267;NSC109755;SCHEMBL1577814;2-chloro-4,8-dimethyl-quinoline;DTXSID10959934;STK092856;AKOS000273717;3N-508S;CS-W015835;NSC-109755;SB67810;SY022015;AM20051140;FT-0635057;EN300-08894;A824419;J-508720;Z55928967

Chemical Property of 2-Chloro-4,8-dimethylquinoline

Chemical Property:

• Vapor Pressure: 0.00102mmHg at 25°C
• Melting Point: 65-67 °C
• Refractive Index: 1.621
• Boiling Point: 311.593 °C at 760 mmHg
• Flash Point: 171.292 °C
• PSA: 12.89000
• Density: 1.188 g/cm³
• LogP: 3.50500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 191.0501770
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

99%, ^*data from raw suppliers

2-Chloro-4,8-dimethylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)C(=CC(=N2)Cl)C
• Uses: 2-Chloro-4,8-dimethylquinoline is used as pharmaceutical intermediate.

Technology Process of 2-Chloro-4,8-dimethylquinoline

There total 7 articles about 2-Chloro-4,8-dimethylquinoline 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%

4,8-dimethyl-1H-quinolin-2-one (5349-78-0) → 2-chloro-4,8-dimethyl-quinoline (3913-17-5)

Guidance literature:

With trichlorophosphate; for 0.5h; Reflux;

DOI:10.1002/adsc.200900763

Reference yield: 59.0%

4,8-dimethylquinoline N-oxide → 2-chloro-4,8-dimethyl-quinoline (3913-17-5)

Guidance literature:

With thionyl chloride; at 50 ℃; for 3h; regioselective reaction;

DOI:10.1002/adsc.201700484

Reference yield:

4,8-dimethyl-1H-quinolin-2-one (5349-78-0) → 2-chloro-4,8-dimethyl-quinoline (3913-17-5)

Guidance literature:

With trichlorophosphate;

DOI:10.1039/jr9510000734 DOI:10.1021/ja01208a035

upstream raw materials:

4,8-dimethyl-1H-quinolin-2-one

3-oxo-N-o-tolylbutanamide

o-toluidine

4,8-dimethyl-1H-quinolin-2-one

Downstream raw materials:

4,8-dimethyl-2-mercaptoquinoline

2-(4,8-dimethylquinolin-2-ylamino)benzoic acid

N-(4,8-dimethyl-[2]quinolyl)-anthranilic acid methyl ester

4,8-dimethylquinoline

Refernces

• 1、 Karnik, Kshipra S.,Sarkate, Aniket P.,Tiwari, Shailee V.,Azad, Rajaram,Burra, Prasad V.L.S.,Wakte, Pravin S.. "Computational and Synthetic approach with Biological Evaluation of Substituted Quinoline derivatives as small molecule L858R/T790M/C797S triple mutant EGFR inhibitors targeting resistance in Non-Small Cell Lung Cancer (NSCLC)". . . Retrieved 2021/02/05.
• 2、 Bootsma, Andrea N.,Anderson, Carolyn E.. "Computational and experimental evaluation of α-(N-2-quinolonyl)ketones: a new class of nonbiaryl atropisomers". . p. 4834 - 4837. Retrieved 2016/10/05.