8-chloroquinolin-2(1H)-one

Base Information

• Chemical Name: 8-chloroquinolin-2(1H)-one
• CAS No.: 23981-25-1
• Molecular Formula: C9H6 Cl N O
• Molecular Weight: 179.606
• Hs Code.: 2933790090
• European Community (EC) Number: 624-393-9
• DSSTox Substance ID: DTXSID20400826
• Wikidata: Q27121425
• Pharos Ligand ID: XYBXDPPJH7HU
• Metabolomics Workbench ID: 57156
• ChEMBL ID: CHEMBL4202715
• Mol file: 23981-25-1.mol

Synonyms:23981-25-1;8-CHLOROQUINOLIN-2-OL;8-Chloro-2-hydroxyquinoline;8-chloroquinolin-2(1H)-one;8-chloro-1H-quinolin-2-one;8-chloro-2-quinolone;CHEMBL4202715;2(1H)-Quinolinone, 8-chloro-;8-chloroquinolone;8-Chloro-quinolin-2-ol;2-hydroxy-8-chloroquinoline;SCHEMBL934781;CHEBI:48990;DTXSID20400826;YAA98125;8-Chloro-2-hydroxyquinoline, 97%;BDBM50459808;MFCD11877927;AKOS013153470;AKOS015850474;MB10595;DS-11717;A4979;CS-0043093;FT-0758693;EN300-128471;J-015302;Q27121425

Chemical Property of 8-chloroquinolin-2(1H)-one

Chemical Property:

• Melting Point: 209-212 ºC(lit.)
• Boiling Point: 373.3±42.0 °C(Predicted)
• PKA: 10.70±0.70(Predicted)
• PSA: 33.12000
• Density: 1.339±0.06 g/cm3(Predicted)
• LogP: 2.59380
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 179.0137915
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

97% ^*data from raw suppliers

8-Chloro-2-hydroxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Cl)NC(=O)C=C2
• Uses: 8-Chloro-2-hydroxyquinoline [8-chloroquinolin-2(1H)-one] may be used to synthesize 8-chloro-2-(2-oxo-2-phenylethoxy)quinoline and 8-chloro-2-(2-oxopropoxy)quinolone.

Technology Process of 8-chloroquinolin-2(1H)-one

There total 6 articles about 8-chloroquinolin-2(1H)-one 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: 97.0%

(2E)-N-(2-chlorophenyl)cinnamamide (105703-65-9) → 8-chloroquinolin-2(1H)-one (23981-25-1)

Guidance literature:

With aluminium trichloride; In chlorobenzene; at 125 ℃; for 3h;

DOI:10.1021/jm00162a002

Reference yield:

o-chloroaniline (95-51-2) → 8-chloroquinolin-2(1H)-one (23981-25-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / benzene / 12 h

2: 97 percent / AlCl₃ / chlorobenzene / 3 h / 125 °C

With pyridine; aluminium trichloride; In chlorobenzene; benzene;

DOI:10.1021/jm00162a002

Reference yield:

N-(2-chlorophenyl)-3-phenylacrylamide (73108-79-9) → 8-chloroquinolin-2(1H)-one (23981-25-1)

Guidance literature:

With aluminum (III) chloride; In chlorobenzene; at 100 ℃; for 5h;

DOI:10.1021/acsmedchemlett.8b00362

upstream raw materials:

(2E)-N-(2-chlorophenyl)cinnamamide

o-chloroaniline

N-(2-chlorophenyl)-3-phenylacrylamide

Downstream raw materials:

2-bromo-8-chloro-quinoline