4-Chloroquinolin-8-ol

Base Information

• Chemical Name: 4-Chloroquinolin-8-ol
• CAS No.: 57334-36-8
• Molecular Formula: C9H6ClNO
• Molecular Weight: 179.60304
• NSC Number: 673455
• DSSTox Substance ID: DTXSID00327643
• Nikkaji Number: J1.578.579I
• Wikidata: Q72452002
• ChEMBL ID: CHEMBL2001318
• Mol file: 57334-36-8.mol

Synonyms:4-chloroquinolin-8-ol;57334-36-8;4-Chloro-8-quinolinol;4-Chloro-8-hydroxyquinoline;8-quinolinol, 4-chloro-;NSC673455;SCHEMBL2701957;CHEMBL2001318;DTXSID00327643;MFCD00661657;AKOS006274235;NSC-673455;SB68003;BS-50648;NCI60_026025;CS-0312365;FT-0664949;N10420

Chemical Property of 4-Chloroquinolin-8-ol

Chemical Property:

• Vapor Pressure: 9.35E-05mmHg at 25°C
• Melting Point: 142-143 °C
• Refractive Index: 1.696
• Boiling Point: 329.3°C at 760 mmHg
• PKA: 8.37±0.13(Predicted)
• Flash Point: 153°C
• PSA: 33.12000
• Density: 1.412
• LogP: 2.59380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform, DMSO, Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 179.0137915
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN=C2C(=C1)O)Cl
• Uses: Antifungal activity against Aspergillus niger, A. oryzae, Myrothecium verrucaria, Trichoderma viride and Trichophyton mentagrophytes Antifungal activity against Aspergillus niger, A. oryzae, Myrothecium verrucaria, Trichoderma viride and Trichophyton mentagrophytes.

Technology Process of 4-Chloroquinolin-8-ol

There total 7 articles about 4-Chloroquinolin-8-ol 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: 89.0%

4-chloro-8-methoxyquinoline (16778-21-5) → 4-chloro-8-hydroxyquinoline (57334-36-8)

Guidance literature:

With sulfuric acid;

DOI:10.1007/BF00823423

Reference yield: 79.0%

(4-chloroquinolin-8-yl)-4-methylbenzenesulfonate (1022094-18-3) → 4-chloro-8-hydroxyquinoline (57334-36-8)

Guidance literature:

With sodium hydroxide; In ethanol; for 1h;

DOI:10.1002/jhet.5570450247

Reference yield:

4,8-dihydroxyquinoline (14959-84-3) → 4-chloro-8-hydroxyquinoline (57334-36-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / water; acetone / 3 h / 20 °C

2: trichlorophosphate / 1 h / Reflux; Inert atmosphere

3: sodium hydroxide / water; ethanol / 1 h / Reflux

With sodium hydroxide; trichlorophosphate; In ethanol; water; acetone;

DOI:10.1039/c5cc06095h

upstream raw materials:

4-chloro-8-methoxyquinoline

4-hydroxy-8-methoxyquinoline

(4-chloroquinolin-8-yl)-4-methylbenzenesulfonate

4,8-dihydroxyquinoline

Downstream raw materials:

8-(benzyloxy)-4-chloroquinoline

5-methyl-5,6-dihydrodibenzo[c,h][1,6]naphthyridin-1-yl 4-methylbenzenesulfonate

4-((2-bromobenzyl)(methyl)amino)quinolin-8-yl 4-methylbenzenesulfonate

4-benzyloxy-11H-indol[3,2-c]quinoline