4-hydroxy-6-iodoquinoline

Base Information

• Chemical Name: 4-hydroxy-6-iodoquinoline
• CAS No.: 21873-51-8
• Molecular Formula: C9H6INO
• Molecular Weight: 271.05451
• Mol file: 21873-51-8.mol

Synonyms:6-iodo-4(1H)-Quinolinone;6-iodo-1,4-dihydroquinolin-4-one

Chemical Property of 4-hydroxy-6-iodoquinoline

Chemical Property:

• PSA: 29.43000
• LogP: 1.25920

Purity/Quality:

98.5% ^*data from raw suppliers

6-Iodo-4-oxo-quinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-hydroxy-6-iodoquinoline

There total 6 articles about 4-hydroxy-6-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: 97.0%

4-hydroxy-6-iodoquinoline-3-carboxylic acid (302949-02-6,40107-06-0) → 4-hydroxyl-6-iodoquinoline (342617-07-6,21873-51-8)

Guidance literature:

In diphenylether; at 250 ℃;

DOI:10.1016/j.tetlet.2008.03.040

Reference yield: 83.0%

5-{[(4-iodophenyl)amino]methylidene}-2,2-dimethyl-1,3-dioxane-4,6-dione (909344-69-0) → 6-iodoquinolin-4(1H)-one (21873-51-8)

Guidance literature:

In diphenylether; for 1h; Inert atmosphere; Reflux;

DOI:10.1055/s-0028-1083237

Reference yield: 82.0%

5-{[(4-iodophenyl)amino]methylidene}-2,2-dimethyl-1,3-dioxane-4,6-dione (909344-69-0) → 4-hydroxyl-6-iodoquinoline (342617-07-6,21873-51-8)

Guidance literature:

In diphenylether; at 240 ℃; for 1.5h;

upstream raw materials:

5-{[(4-iodophenyl)amino]methylidene}-2,2-dimethyl-1,3-dioxane-4,6-dione

4-hydroxy-6-iodoquinoline-3-carboxylic acid

p-aminoiodobenzene

Downstream raw materials:

4-chloro-6-iodo-quinoline

4-chloro-6-(isopropylthio)quinoline

4-chloro-6-quinolinesulfonyl chloride

3-[(6-iodo-4-quinolinyl)amino]-4-methylphenol

Refernces

• 1、 -. "QUINOLINE-BASED COMPOUNDS AND METHODS OF INHIBITING CDK8/19". Paragraph 0108; 0110-0111; 0113. . Retrieved 2020/03/09.
• 2、 Haile, Pamela A.,Votta, Bartholomew J.,Marquis, Robert W.,Bury, Michael J.,Mehlmann, John F.,Singhaus, Robert,Charnley, Adam K.,Lakdawala, Ami S.,Convery, Máire A.,Lipshutz, David B.,Desai, Biva M.,Swift, Barbara,Capriotti, Carol A.,Berger, Scott B.,Mahajan, Mukesh K.,Reilly, Michael A.,Rivera, Elizabeth J.,Sun, Helen H.,Nagilla, Rakesh,Beal, Allison M.,Finger, Joshua N.,Cook, Michael N.,King, Bryan W.,Ouellette, Michael T.,Totoritis, Rachel D.,Pierdomenico, Maria,Negroni, Anna,Stronati, Laura,Cucchiara, Salvatore,Zió?kowski, Bart?omiej,Vossenk?mper, Anna,MacDonald, Thomas T.,Gough, Peter J.,Bertin, John,Casillas, Linda N.. "The Identification and Pharmacological Characterization of 6-(tert-Butylsulfonyl)-N-(5-fluoro-1H-indazol-3-yl)quinolin-4-amine (GSK583), a Highly Potent and Selective Inhibitor of RIP2 Kinase". . p. 4867 - 4880. Retrieved 2016/06/13.