4,7-Dichloro-3-iodoquinoline

Base Information

• Chemical Name: 4,7-Dichloro-3-iodoquinoline
• CAS No.: 70237-22-8
• Molecular Formula: C9H4Cl2IN
• Molecular Weight: 323.948
• DSSTox Substance ID: DTXSID30500467
• Wikidata: Q82352077
• Mol file: 70237-22-8.mol

Synonyms:4,7-Dichloro-3-iodoquinoline;70237-22-8;SCHEMBL15111074;DTXSID30500467;LCUQJSFUVCSBQE-UHFFFAOYSA-N;AT11279;EN300-3274395

Chemical Property of 4,7-Dichloro-3-iodoquinoline

Chemical Property:

• Vapor Pressure: 1.93E-05mmHg at 25°C
• Boiling Point: 373.4°C at 760 mmHg
• Flash Point: 179.6°C
• PSA: 12.89000
• Density: 1.99g/cm³
• LogP: 4.14620
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 322.87655
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

97% ^*data from raw suppliers

4,7-Dichloro-3-iodo-quinoline 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C(=CN=C2C=C1Cl)I)Cl
• Uses: 4,7-Dichloro-3-iodoquinoline is an intermediate in the synthesis of 7-Chloro-3-iodo Hydroxychloroquine (C293460) and 3-Trifluoromethyl Hydroxychloroquine (T815840), which are the impurities of hydroxychloroquine; an anti-malarial. It is a COVID19-related research product.

Technology Process of 4,7-Dichloro-3-iodoquinoline

There total 9 articles about 4,7-Dichloro-3-iodoquinoline 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: 99.0%

7-chloro-3-iodoquinolin-4-ol (860236-13-1) → 4,7-dichloro-3-iodoquinoline (70237-22-8)

Guidance literature:

With trichlorophosphate; for 4h; Reflux;

Reference yield: 70.0%

4,7-dichloroquinoline (86-98-6,1138471-54-1) → 4,7-dichloro-3-iodoquinoline (70237-22-8)

Guidance literature:

4,7-dichloroquinoline; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -70 ℃; for 1h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.7b02855

Reference yield:

7-chloro-4-hydroxylquinoline (86-99-7) → 4,7-dichloro-3-iodoquinoline (70237-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; iodine monochloride

2: phosphoryl chloride

With Iodine monochloride; acetic acid; trichlorophosphate;

DOI:10.1021/ja01216a044

upstream raw materials:

7-chloro-3-iodoquinolin-4-ol

4,7-dichloro-[3]quinolylamine

7-chloro-4-hydroxylquinoline

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

Downstream raw materials:

C₂₂H₂₃ClF₃N₃O

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

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

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

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