Ethyl 6,8-dichloro-4-hydroxyquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 6,8-dichloro-4-hydroxyquinoline-3-carboxylate
• CAS No.: 25771-89-5
• Molecular Formula: C₁₂H₉Cl₂NO₃
• Molecular Weight: 286.114
• Hs Code.: 2933499090
• NSC Number: 109821
• DSSTox Substance ID: DTXSID70296539
• Wikidata: Q82037182
• Mol file: 25771-89-5.mol

Synonyms:ethyl 6,8-dichloro-4-hydroxyquinoline-3-carboxylate;25771-89-5;ethyl 6,8-dichloro-4-oxo-1H-quinoline-3-carboxylate;6,8-DICHLORO-4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER;ethyl 6,8-dichloro-4-oxo-1,4-dihydroquinoline-3-carboxylate;NSC109821;6,8-Dichloro-4-hydroxyquinoine-3-carboxylic acid ethyl ester;CBMicro_045365;Oprea1_668374;ethyl 6,8-dichloro-4-hydroxy-3-quinolinecarboxylate;DTXSID70296539;ETHYL6,8-DICHLORO-4-HYDROXYQUINOLINE-3-CARBOXYLATE;MFCD00173372;STK010627;STK151297;AKOS001651859;AKOS003363425;AB04321;NSC-109821;BIM-0045189.P001;CS-0450257;FT-0726491;6J-006;SR-01000479810;J-650172;SR-01000479810-1;F0915-7503

Chemical Property of Ethyl 6,8-dichloro-4-hydroxyquinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 5.23E-07mmHg at 25°C
• Boiling Point: 412.3°Cat760mmHg
• PKA: 5.88±0.44(Predicted)
• Flash Point: 203.1°C
• PSA: 59.42000
• Density: 1.444g/cm³
• LogP: 3.42390
• Storage Temp.: 2-8°C
• 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:

97% ^*data from raw suppliers

Ethyl6,8-dichloro-4-hydroxyquinoline-3-carboxylate ^*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=C2Cl)Cl

Technology Process of Ethyl 6,8-dichloro-4-hydroxyquinoline-3-carboxylate

There total 2 articles about Ethyl 6,8-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:

2,4-Dichloroaniline (554-00-7,51908-09-9) + diethyl 2-ethoxymethylenemalonate (87-13-8) → 6,8-Dichlor-4-hydroxychinolin-3-carbonsaeureethylester (25771-89-5)

Guidance literature:

2,4-Dichloroaniline; diethyl 2-ethoxymethylenemalonate; at 100 ℃; for 3h; Inert atmosphere;

In diphenylether; at 250 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.ejmech.2010.01.018

Reference yield:

→ 6,8-Dichlor-4-hydroxychinolin-3-carbonsaeureethylester (25771-89-5)

Guidance literature:

Durch Cyclisierung von (2,4-Dichloranilino)methylen-malonsaeurediethylester;

Reference yield: 91.0%

6,8-Dichlor-4-hydroxychinolin-3-carbonsaeureethylester (25771-89-5) → 6,8-dichloro-4-quinolinol-3-carboxylic acid (35973-27-4)

Guidance literature:

With potassium hydroxide;

DOI:10.1007/BF01169674

upstream raw materials:

2,4-Dichloroaniline

diethyl 2-ethoxymethylenemalonate

Downstream raw materials:

6,8-dichloro-4-quinolinol-3-carboxylic acid

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