Ethyl 6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylate
• CAS No.: 228728-23-2
• Molecular Formula: C₁₂H₁₀INO₃
• Molecular Weight: 343.121
• Hs Code.: 2933499090
• European Community (EC) Number: 937-354-9
• DSSTox Substance ID: DTXSID50945553
• Wikidata: Q82922934
• Mol file: 228728-23-2.mol

Synonyms:228728-23-2;302949-01-5;Ethyl 6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylate;ethyl 4-hydroxy-6-iodoquinoline-3-carboxylate;4-Hydroxy-6-iodoquinoline-3-carboxylic acid ethyl ester;ethyl 6-iodo-4-oxo-1,4-dihydro-3-quinolinecarboxylate;ethyl 6-iodo-4-oxo-1H-quinoline-3-carboxylate;6-iodo-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester;4-Hydroxy-6-iodoquinoline-3-carboxylic acidethylester;Oprea1_029099;Oprea1_341274;SCHEMBL1211778;DTXSID50945553;NPZATCMFCFASBE-UHFFFAOYSA-N;AMY27551;CMA94901;AB7218;MFCD00487281;MFCD01912284;STK850018;AKOS001629467;AKOS005628728;GD-0085;SB72744;SB72763;Ethyl4-hydroxy-6-iodoquinoline-3-carboxylate;EU-0004843;SR-01000432016;4-hydroxy-6-iodoquinoline-3-carboxylicacidethylester;SR-01000432016-1;ethyl 1,4-dihydro-6-iodo-4-oxoquinoline-3-carboxylate

Chemical Property of Ethyl 6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 4.92E-07mmHg at 25°C
• Refractive Index: 1.631
• Boiling Point: 413.1°Cat760mmHg
• Flash Point: 203.6°C
• PSA: 59.42000
• Density: 1.748g/cm³
• LogP: 2.72170
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 342.97054
• Heavy Atom Count: 17
• Complexity: 367

Purity/Quality:

98.5% ^*data from raw suppliers

Ethyl4-hydroxy-6-iodoquinoline-3-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CNC2=C(C1=O)C=C(C=C2)I

Technology Process of Ethyl 6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylate

There total 11 articles about Ethyl 6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylate 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: 96.0%

ethyl α-carbethoxy-β-p-iodoanilinoacrylate (40107-05-9) → ethyl 1,4-dihydro-6-iodo-4-oxoquinoline-3-carboxylate (228728-23-2,302949-01-5)

Guidance literature:

In diphenylether; for 0.5h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2012.05.066

Reference yield: 90.0%

ethyl α-carbethoxy-β-p-iodoanilinoacrylate (40107-05-9) → ethyl 4-hydroxy-6-iodo-3-quinolinecarboxylate (228728-23-2,302949-01-5)

Guidance literature:

In diphenylether; at 250 ℃; for 1h;

DOI:10.1016/j.tetlet.2008.03.040

Reference yield: 85.0%

diethyl 2-ethoxymethylenemalonate (87-13-8) + p-aminoiodobenzene (540-37-4) → ethyl 1,4-dihydro-6-iodo-4-oxoquinoline-3-carboxylate (228728-23-2,302949-01-5)

Guidance literature:

for 0.0666667h; Irradiation;

upstream raw materials:

diethyl 2-ethoxymethylenemalonate

p-aminoiodobenzene

ethyl α-carbethoxy-β-p-iodoanilinoacrylate

diethyl (ethoxymethylene)malonate

Downstream raw materials:

6-iodo-4-oxo-quinoline-3-carboxylic acid

4-chloro-6-iodoquinoline-3-carboxylic acid ethyl ester

1-Benzyl-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

1-(2-hydroxyethyl)-6-(p-methoxyphenyl)-4-oxoquinoline-3-carboxylic acid