7-Chloro-3-iodoquinolin-4-ol

Base Information

• Chemical Name: 7-Chloro-3-iodoquinolin-4-ol
• CAS No.: 860236-13-1
• Molecular Formula: C9H5 Cl I N O
• Molecular Weight: 305.502
• DSSTox Substance ID: DTXSID70500466
• Wikidata: Q82352073
• Mol file: 860236-13-1.mol

Synonyms:860236-13-1;7-chloro-3-iodoquinolin-4-ol;4-Hydroxy-7-chloro-3-iodoquinoline;7-chloro-3-iodo-1H-quinolin-4-one;7-Chloro-3-iodoquinolin-4(1H)-one;7-Chloro-3-iodo-4-quinolinol;SCHEMBL15111036;DTXSID70500466;MFCD19981868;AT11278;SB72926;7-chloro-3-iodo-1,4-dihydroquinolin-4-one;EN300-8158973

Chemical Property of 7-Chloro-3-iodoquinolin-4-ol

Chemical Property:

• Vapor Pressure: 1.83E-05mmHg at 25°C
• Refractive Index: 1.767
• Boiling Point: 352.9°C at 760 mmHg
• Flash Point: 167.2°C
• PSA: 33.12000
• Density: 2.047g/cm³
• LogP: 3.19840
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 304.91044
• Heavy Atom Count: 13
• Complexity: 266

Purity/Quality:

98.5% ^*data from raw suppliers

7-Chloro-3-iodoquinolin-4-ol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)NC=C(C2=O)I
• Uses: 7-Chloro-3-iodo-4-quinolinol is an intermediate in the synthesis of 3-Trifluoromethyl Hydroxychloroquine (T815840), an impurity of Hyroxychloroquine (B419750); an antimalarial; antirheumatic; lupus erythematosus suppressant. It is a COVID19-related research product.

Technology Process of 7-Chloro-3-iodoquinolin-4-ol

There total 4 articles about 7-Chloro-3-iodoquinolin-4-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: 87.0%

7-chloro-4-hydroxylquinoline (86-99-7) → 7-chloro-3-iodoquinolin-4-ol (860236-13-1)

Guidance literature:

With N-iodo-succinimide; acetic acid; at 60 ℃; for 5h;

Reference yield:

7-chloro-4-hydroxy-3-iodo-quinoline-2-carboxylic acid (874532-82-8) → 7-chloro-3-iodoquinolin-4-ol (860236-13-1)

Guidance literature:

With diphenylether; biphenyl; at 190 ℃;

DOI:10.1021/ja01216a044

Reference yield:

7-chloro-4-hydroxy-quinoline-2-carboxylic acid ethyl ester (21640-97-1) → 7-chloro-3-iodoquinolin-4-ol (860236-13-1)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; ICl / 80 °C

2: aqueous NaOH

3: diphenyl ether; biphenyl / 190 °C

With sodium hydroxide; diphenylether; biphenyl; Iodine monochloride; acetic acid;

DOI:10.1021/ja01216a044

upstream raw materials:

7-chloro-4-hydroxylquinoline

7-chloro-4-hydroxy-3-iodo-quinoline-2-carboxylic acid

7-chloro-4-hydroxy-quinoline-2-carboxylic acid ethyl ester

7-chloro-4-hydroxy-3-iodo-quinoline-2-carboxylic acid ethyl ester

Downstream raw materials:

4,7-dichloro-3-iodoquinoline

7-chloro-4-ethoxy-3-(4-(trifluoromethoxy)phenyl)quinoline

N₁-(tert-butyl)-N₃-(7-chloro-3-(4-(trifluoromethoxy)-phenyl)-quinolin-4-yl)propane-1,3-diamine

4,7-dichloro-3-(4-(trifluoromethoxy)phenyl)quinoline

Refernces

• 1、 -. "COMPOUNDS, COMPOSITIONS AND ASSOCIATED METHODS COMPRISING 3-ARYL QUINOLINES". Paragraph 0059. . Retrieved 2013/07/25.