4,8-Dichloroquinoline

Base Information

• Chemical Name: 4,8-Dichloroquinoline
• CAS No.: 21617-12-9
• Molecular Formula: C9H5Cl2N
• Molecular Weight: 198.051
• Hs Code.: 2933491090
• European Community (EC) Number: 244-480-1
• DSSTox Substance ID: DTXSID90176006
• Nikkaji Number: J83.085B
• Wikidata: Q72468169
• Mol file: 21617-12-9.mol

Synonyms:4,8-Dichloroquinoline;21617-12-9;Quinoline, 4,8-dichloro-;MFCD00024008;4,8-Dichloro-quinoline;EINECS 244-480-1;4,8 dichloroquinoline;SCHEMBL318769;4,8-Dichloroquinoline, 97%;DTXSID90176006;GEO-01017;STK694433;AKOS002676092;CS-W010547;SB67456;AS-17949;D5094;FT-0617296;EN300-67732;C74060;A815532;J-650299;W-200222

Chemical Property of 4,8-Dichloroquinoline

Chemical Property:

• Appearance/Colour: light tan powder
• Vapor Pressure: 0.00313mmHg at 25°C
• Melting Point: 156-160 °C(lit.)
• Refractive Index: 1.66
• Boiling Point: 292.9 °C at 760 mmHg
• PKA: 0.91±0.30(Predicted)
• Flash Point: 158.7 °C
• PSA: 12.89000
• Density: 1.407 g/cm³
• LogP: 3.54160
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 3.7
• 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%,99%, ^*data from raw suppliers

4,8-Dichloroquinoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=CN=C2C(=C1)Cl)Cl

Technology Process of 4,8-Dichloroquinoline

There total 8 articles about 4,8-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:

4-hydroxy-8-chloroquinoline (57797-97-4) → 4,8-dichloroquinoline (21617-12-9)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; at 140 ℃;

DOI:10.1021/ja01211a044

Reference yield:

8-chloro-4-hydroxy-quinoline-3-carboxylic acid (35966-16-6) → 4,8-dichloroquinoline (21617-12-9)

Guidance literature:

Multi-step reaction with 2 steps

1: diphenyl ether / 1 h / Heating

2: POCl₃ / 100 °C

With trichlorophosphate; In diphenylether;

DOI:10.1002/jhet.5570340149

Reference yield:

8-chloro-4-hydroxy-quinoline-3-carboxylic acid ethyl ester (73987-37-8) → 4,8-dichloroquinoline (21617-12-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 2 N aq. NaOH / 1 h / Heating

2: diphenyl ether / 1 h / Heating

3: POCl₃ / 100 °C

With sodium hydroxide; trichlorophosphate; In diphenylether;

DOI:10.1002/jhet.5570340149

upstream raw materials:

4-hydroxy-8-chloroquinoline

5-[(2-chloro-phenylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione

8-chloro-4-hydroxy-quinoline-3-carboxylic acid

8-chloro-4-hydroxy-quinoline-3-carboxylic acid ethyl ester

Downstream raw materials:

8-Chlor-4-amino-chinolin

8-chloroquinoline-4-carbaldehyde

4-methyl-8-chloroquinoline

N-[1-adamantyl(phenyl)methyl]-8-chloroquinolin-4-amine

Refernces

• 1、 De,Byers,Krogstad. "Antimalarials: Synthesis of 4-aminoquinolines that circumvent drug resistance in malaria parasites". . p. 315 - 320. Retrieved 2007/10/03.