Ethyl 5,7-dichloro-4-hydroxyquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 5,7-dichloro-4-hydroxyquinoline-3-carboxylate
• CAS No.: 93514-82-0
• Molecular Formula: C₁₂H₉Cl₂NO₃
• Molecular Weight: 286.114
• Hs Code.: 2933499090
• European Community (EC) Number: 618-954-7
• DSSTox Substance ID: DTXSID30888717
• Wikidata: Q82868432
• ChEMBL ID: CHEMBL4528489
• Mol file: 93514-82-0.mol

Synonyms:93514-82-0;ethyl 5,7-dichloro-4-hydroxyquinoline-3-carboxylate;ethyl 5,7-dichloro-4-oxo-1H-quinoline-3-carboxylate;5,7-DICHLORO-4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER;3-Quinolinecarboxylic acid, 5,7-dichloro-4-hydroxy-, ethyl ester;Bionet2_000261;Oprea1_049655;SCHEMBL7049767;CHEMBL4528489;C12-H9-Cl2-N-O3;DTXSID30888717;HMS1364L19;MFCD00173409;AKOS002250191;AKOS005097135;AB04347;CCG-233914;CCG-246324;CS-0361584;FT-0699238;5,7-dichloro-3-carboethoxy-4-hydroxyquinoline;6J-053;5,7-dichloro-3-ethoxycarbonyl-4-hydroxy-quinoline;5,7-Dichloro-3-ethoxycarbonyl-4-hydroxyquinoline;5,7-Dichloro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acidethylester

Chemical Property of Ethyl 5,7-dichloro-4-hydroxyquinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 6.01E-07mmHg at 25°C
• Melting Point: 306 °C (ethanol)
• Boiling Point: 410.5°C at 760 mmHg
• Flash Point: 202°C
• PSA: 59.42000
• Density: 1.444g/cm³
• LogP: 3.42390
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 284.9959485
• Heavy Atom Count: 18
• Complexity: 397

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 5,7-dichloro-4-hydroxyquinoline-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(=CC(=C2)Cl)Cl

Technology Process of Ethyl 5,7-dichloro-4-hydroxyquinoline-3-carboxylate

There total 11 articles about Ethyl 5,7-dichloro-4-hydroxyquinoline-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: 85.0%

diethyl 2-((3,5-dichlorophenylamino)methylene)malonate (93514-78-4) → ethyl 4-hydroxy-5,7-dichloroquinoline-3-carboxylate (93514-82-0)

Guidance literature:

With diphenylether; for 1h; Heating;

Reference yield: 78.0%

diethyl 2-((3,5-dichlorophenylamino)methylene)malonate (93514-78-4) → 5,7-dichloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester (185011-92-1,93514-82-0)

Guidance literature:

In diphenylether; at 220 - 230 ℃;

DOI:10.1016/j.bmc.2018.06.021

Reference yield: 65.0%

diethyl 2-ethoxymethylenemalonate (87-13-8) + 3,5-Dichloroaniline (626-43-7) → 5,7-dichloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester (185011-92-1,93514-82-0)

Guidance literature:

diethyl 2-ethoxymethylenemalonate; 3,5-Dichloroaniline; In neat (no solvent); at 120 ℃; for 1h; Inert atmosphere;

With Eaton′s Reagent; In neat (no solvent); at 130 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejic.201901036

upstream raw materials:

diethyl 2-((3,5-dichlorophenylamino)methylene)malonate

diethyl 2-ethoxymethylenemalonate

3,5-Dichloroaniline

Downstream raw materials:

4-hydroxy-5,7-dichloroquinoline-3-carboxylic acid

ethyl 4,5,7-trichloroquinoline-3-carboxylate

2-benzyl-7,9-dichloro-2H-pyrazolo[4,3-c]quinolin-3(5H)-one

4-hydroxy-5,7-dichloroquinoline