2,3-Dichloroquinoline

Base Information

• Chemical Name: 2,3-Dichloroquinoline
• CAS No.: 613-18-3
• Molecular Formula: C9H5Cl2N
• Molecular Weight: 198.051
• Hs Code.: 2933499090
• European Community (EC) Number: 829-256-9
• UNII: 8HU5Y56QYL
• DSSTox Substance ID: DTXSID90450853
• Nikkaji Number: J79.735I
• Wikidata: Q82270681
• Mol file: 613-18-3.mol

Synonyms:2,3-dichloroquinoline;613-18-3;dichloroquinoline;Quinoline, 2,3-dichloro-;8HU5Y56QYL;UNII-8HU5Y56QYL;SCHEMBL244868;DTXSID90450853;KWVNKWCJDAWNAE-UHFFFAOYSA-N;MFCD00234477;AKOS006271920;SB67940;AS-30808;FT-0731278;EN300-307661;A868743;F0001-2442

Chemical Property of 2,3-Dichloroquinoline

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.661
• Boiling Point: 288.769 °C at 760 mmHg
• Flash Point: 155.958 °C
• PSA: 12.89000
• Density: 1.407 g/cm³
• LogP: 3.54160
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.8
• 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

2,3-Dichloroquinoline 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C(=N2)Cl)Cl
• Uses: 2,3-Dichloroquinoline is used as a reactant in the preparation of α-carbolines from 2,3-dichloropyridines and substituted anilines.

Technology Process of 2,3-Dichloroquinoline

There total 11 articles about 2,3-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: 80.0%

potassium (2-chloroquinolin-3-yl)trifluoroborate → 2,3-dichloroquinoline (613-18-3)

Guidance literature:

With trichloroisocyanuric acid; In water; ethyl acetate; at 20 ℃; for 6h; Open flask;

DOI:10.1021/jo201313a

Reference yield: 63.0%

3-bromoquinolin-2-one (939-16-2) → 2,3-dichloroquinoline (613-18-3) + 3-bromo-2-chloro-quinoline (101870-60-4)

Guidance literature:

With P,P-dichlorophenylphosphine oxide; phosphorus pentachloride; at 220 ℃; for 0.333333h;

DOI:10.1080/00397910008087338

Reference yield:

bis(3-chloroquinolin-2-yl) disulfide (1219100-99-8) → 2,3-dichloroquinoline (613-18-3) + 3-chloro-2-chlorosulfonylquinoline (1219101-07-1)

Guidance literature:

With hydrogenchloride; sodium hypochlorite; In water; at -10 - -8 ℃;

DOI:10.3987/COM-09-11855

upstream raw materials:

3-chloro-quinolin-2-ol

3,4-dihydro-2(1H)-quinolone

3-bromoquinolin-2-one

phosphorus pentachloride

Downstream raw materials:

3-chloro-quinolin-2-ol

quinoline

3-chloro-N-phenylquinolin-2-amine

dimethylsulfide

Refernces

• 1、 Molander, Gary A.,Cavalcanti, Livia N.. "Metal-free chlorodeboronation of organotrifluoroborates". experimental part. p. 7195 - 7203. Retrieved 2011/10/13.
• 2、 Sabol, Mark R.,Owen, John M.,Erickson, W. Randal. "A novel and efficient synthesis of 2,3-dichloroquinoline". . p. 427 - 432. Retrieved 2007/10/03.