6,7-Dichloroquinoline

Base Information

• Chemical Name: 6,7-Dichloroquinoline
• CAS No.: 40635-11-8
• Molecular Formula: C₉H₅Cl₂N
• Molecular Weight: 198.051
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10561531
• Nikkaji Number: J89.370F
• Wikidata: Q72468176
• Mol file: 40635-11-8.mol

Synonyms:6,7-Dichloroquinoline;40635-11-8;SCHEMBL1750620;DTXSID10561531;MFCD09878431;AKOS006310463;SB67827;AS-42351;CS-0452209;A873266

Chemical Property of 6,7-Dichloroquinoline

Chemical Property:

• Boiling Point: 311.054 °C at 760 mmHg
• Flash Point: 170.934 °C
• PSA: 12.89000
• Density: 1.408 g/cm³
• LogP: 3.54160
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 196.9799046
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

6,7-Dichloroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC(=C(C=C2N=C1)Cl)Cl

Technology Process of 6,7-Dichloroquinoline

There total 4 articles about 6,7-Dichloroquinoline 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:

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + m,p-dichloroaniline (95-76-1) → 6.7-Dichlor-chinolin (40635-11-8) + 5,6-dichloro-quinoline (606-42-8)

Guidance literature:

With sulfuric acid; sodium 3-nitrobenzenesulfonate; In water; at 150 ℃;

Reference yield:

N-(3,4-dichloro-phenyl)-N-(3-oxo-propyl)-methanesulfonamide (333383-84-9) → 6.7-Dichlor-chinolin (40635-11-8) + 5,6-dichloro-quinoline (606-42-8)

Guidance literature:

N-(3,4-dichloro-phenyl)-N-(3-oxo-propyl)-methanesulfonamide; With trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 0.166667h;

With potassium hydroxide; In dimethyl sulfoxide; at 80 ℃;

Reference yield:

N-(3,4-dichlorophenyl)methanesulfonamide (17847-44-8) → 6.7-Dichlor-chinolin (40635-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Et₃N / methanol

2.1: TfOH / CH₂Cl₂ / 0.17 h / 20 °C

2.2: KOH / dimethylsulfoxide / 80 °C

With trifluorormethanesulfonic acid; triethylamine; In methanol; dichloromethane; 1.1: Michael addition;

upstream raw materials:

N-(3,4-dichloro-phenyl)-N-(3-oxo-propyl)-methanesulfonamide

N-(3,4-dichlorophenyl)methanesulfonamide

glycerol

m,p-dichloroaniline

Refernces

• 1、 -. "COMPOSITIONS FOR THE TREATMENT OF BRAIN TUMORS". Page/Page column 51. . Retrieved 2020/05/19.
• 2、 Tokuyama, Hidetoshi,Sato, Masashi,Ueda, Toshihiro,Fukuyama, Tohru. "A practical route to quinolines from anilines". . p. 105 - 108. Retrieved 2007/10/03.