5,7-Dichloro-4-hydroxyquinoline-3-carboxylic acid

Base Information

• Chemical Name: 5,7-Dichloro-4-hydroxyquinoline-3-carboxylic acid
• CAS No.: 171850-30-9
• Molecular Formula: C10H5Cl2NO3
• Molecular Weight: 258.0576
• Hs Code.: 2933499090
• European Community (EC) Number: 431-250-2,686-787-7
• DSSTox Substance ID: DTXSID9073121
• Nikkaji Number: J783.260E
• Wikidata: Q82001538
• ChEMBL ID: CHEMBL216626
• Mol file: 171850-30-9.mol

Synonyms:5,7-Dichloro-4-hydroxyquinoline-3-carboxylic acid;171850-30-9;5,7-dichloro-4-oxo-1H-quinoline-3-carboxylic acid;3-Quinolinecarboxylic acid, 5,7-dichloro-4-hydroxy-;EC 431-250-2;5,7-dichloro-3-carboxy-4-hydroxyquinoline;Maybridge1_005006;4-hydroxy-5,7-dichloroquinoline-3-carboxylic acid;5,7-DICHLORO-4-OXO-1,4-DIHYDRO-QUINOLINE-3-CARBOXYLIC ACID;Oprea1_346091;CHEMBL216626;SCHEMBL7047957;SCHEMBL8623557;DTXSID9073121;HMS555L12;WGA85030;MFCD00219832;MFCD05228454;AKOS002356691;AKOS022181730;CCG-246300;948293-74-1;BS-27521;LS-184403;CS-0207138;FT-0619843;5,7-Dichloro-4-quinolinol-3-carboxylic acid;E70378;5,7-Dichloro-4-hydroxy-3-quinolinecarboxylic acid;5,7-dichloro-4hydroxyquinoline-3-carboxylic acid;W-206018;5,7-DICHLORO-4-HYDROXYQUINOLINE-3-CARBOXYLICACID;F3099-6308

Chemical Property of 5,7-Dichloro-4-hydroxyquinoline-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 4.26E-08mmHg at 25°C
• Boiling Point: 428.3°Cat760mmHg
• PKA: 0.43±0.30(Predicted)
• Flash Point: 212.8°C
• PSA: 70.42000
• Density: 1.651g/cm³
• LogP: 2.94540
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 256.9646484
• Heavy Atom Count: 16
• Complexity: 369

Purity/Quality:

99.9% ^*data from raw suppliers

5,7-Dichloro-4-hydroxyquinoline-3-carboxylic acid 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C2=C1NC=C(C2=O)C(=O)O)Cl)Cl

Technology Process of 5,7-Dichloro-4-hydroxyquinoline-3-carboxylic acid

There total 3 articles about 5,7-Dichloro-4-hydroxyquinoline-3-carboxylic acid 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: 78.0%

ethyl 4-hydroxy-5,7-dichloroquinoline-3-carboxylate (93514-82-0) → 4-hydroxy-5,7-dichloroquinoline (171850-29-6,21873-52-9) + 4-hydroxy-5,7-dichloroquinoline-3-carboxylic acid (158591-48-1,171850-30-9)

Guidance literature:

With sulfuric acid;

Reference yield:

diethyl 2-ethoxymethylenemalonate (87-13-8) + 3,5-Dichloroaniline (626-43-7) → 4-hydroxy-5,7-dichloroquinoline (171850-29-6,21873-52-9) + 4-hydroxy-5,7-dichloroquinoline-3-carboxylic acid (158591-48-1,171850-30-9)

Guidance literature:

diethyl 2-ethoxymethylenemalonate; 3,5-Dichloroaniline; In Therminol VP₁; at 248 ℃; for 6.5h;

With potassium hydroxide; at 95 - 100 ℃; for 9h;

With sulfuric acid;

Reference yield:

ethyl 4-hydroxy-5,7-dichloroquinoline-3-carboxylate (93514-82-0) → 4-hydroxy-5,7-dichloroquinoline-3-carboxylic acid (158591-48-1,171850-30-9)

Guidance literature:

ethyl 4-hydroxy-5,7-dichloroquinoline-3-carboxylate; With water; potassium hydroxide; Reflux;

With hydrogenchloride; In water; at 20 ℃; pH=2;

DOI:10.1016/j.ejmech.2010.01.018

upstream raw materials:

diethyl 2-ethoxymethylenemalonate

3,5-Dichloroaniline

ethyl 4-hydroxy-5,7-dichloroquinoline-3-carboxylate

Downstream raw materials:

4-hydroxy-5,7-dichloroquinoline