4-Chloro-8-methylquinoline

Base Information

• Chemical Name: 4-Chloro-8-methylquinoline
• CAS No.: 18436-73-2
• Molecular Formula: C10H8 Cl N
• Molecular Weight: 177.63
• Hs Code.: 2933499090
• European Community (EC) Number: 681-564-0
• DSSTox Substance ID: DTXSID80489637
• Wikidata: Q72455169
• Mol file: 18436-73-2.mol

Synonyms:4-Chloro-8-methylquinoline;18436-73-2;MFCD00272330;8-methyl-4-chloroquinoline;SCHEMBL317120;DTXSID80489637;PGDPMZFATHZAIQ-UHFFFAOYSA-N;AKOS002663723;AB05597;PS-8566;4-Chloro-8-methylquinoline, AldrichCPR;BP-11160;SY185035;CS-0153413;FT-0618152;EN300-67684;D94832;A812862;J-650135;Z431511592

Chemical Property of 4-Chloro-8-methylquinoline

Chemical Property:

• Vapor Pressure: 0.008mmHg at 25°C
• Boiling Point: 275.6°Cat760mmHg
• Flash Point: 147°C
• PSA: 12.89000
• Density: 1.225g/cm³
• LogP: 3.19660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 177.0345270
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-8-methylquinoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 41-36
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)C(=CC=N2)Cl

Technology Process of 4-Chloro-8-methylquinoline

There total 4 articles about 4-Chloro-8-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:

diphenylether (101-84-8) + o-toluidine (95-53-4) → 4-chloro-8-methylquinoline (18436-73-2)

Guidance literature:

With diethyl 2-ethoxymethylenemalonate; at 250 ℃; Erwaermen des Rktprod_. mit wss. Alkalilauge, anschl.Erhitzen mit Diphenylaether auf 275grad , Erw_. des danach isolierten Rktprod_. mit Phosphorylchlorid;

DOI:10.1021/ja01184a023

Reference yield:

diethyl 2-ethoxymethylenemalonate (87-13-8) + o-toluidine (95-53-4) → 4-chloro-8-methylquinoline (18436-73-2)

Guidance literature:

Reference yield:

5-{[(2-methylphenyl)amino]methylene}-2,2-dimethyl-1,3-dioxane-4,6-dione (25253-09-2) → 4-chloro-8-methylquinoline (18436-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1: diphenyl ether / 0.08 h / 300 °C / microwave irradiation

2: POCl₃ / 3 h / Heating

With trichlorophosphate; In diphenylether;

DOI:10.1016/j.bmcl.2004.12.037

upstream raw materials:

diphenylether

o-toluidine

8-methylquinolin-4-ol

5-{[(2-methylphenyl)amino]methylene}-2,2-dimethyl-1,3-dioxane-4,6-dione

Downstream raw materials:

4-cyano-8-methylquinoline

4-methyl-N-(2-methyl-6-{1-[(4-methylphenyl)sulfonyl]-1Hpyrazol-3-yl}phenyl)benzenesulfonamide

4-hydrazino-8-methyl-quinoline

N-{2-methyl-6-[1-(phenylsulfonyl)-1H-pyrazol-3-yl]phenyl}benzenesulfonamide