2,3-Quinolinedicarboxylic acid

Base Information

• Chemical Name: 2,3-Quinolinedicarboxylic acid
• CAS No.: 643-38-9
• Molecular Formula: C11H7NO4
• Molecular Weight: 217.181
• Hs Code.: 2933499090
• NSC Number: 26342
• UNII: 638FYR6T3N
• DSSTox Substance ID: DTXSID9027281
• Nikkaji Number: J7.062I
• Wikidata: Q27263589
• ChEMBL ID: CHEMBL3187018
• Mol file: 643-38-9.mol

Synonyms:2,3-quinoline dicarboxylic acid;acridinic acid

Chemical Property of 2,3-Quinolinedicarboxylic acid

Chemical Property:

• Vapor Pressure: 6.18E-08mmHg at 25°C
• Melting Point: 183 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
• Refractive Index: 1.72
• Boiling Point: 423.7 °C at 760 mmHg
• PKA: 2.33±0.30(Predicted)
• Flash Point: 210 °C
• PSA: 87.49000
• Density: 1.531 g/cm³
• LogP: 1.63120
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 217.03750770
• Heavy Atom Count: 16
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

Quinoline-2,3-dicarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C(=N2)C(=O)O)C(=O)O

Technology Process of 2,3-Quinolinedicarboxylic acid

There total 17 articles about 2,3-Quinolinedicarboxylic 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: 90.0%

→ quinoline-2,3-dicarboxylic acid (643-38-9)

Guidance literature:

Reference yield: 80.0%

quinoline-2-carboxylic acid (93-10-7,1199266-78-8) + carbon dioxide (124-38-9,18923-20-1) → quinoline-2,3-dicarboxylic acid (643-38-9)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at -25 ℃; for 2h;

DOI:10.1016/j.tet.2010.03.100

Reference yield: 75.0%

3-methyl-2-quinolinecarboxylic acid (92513-28-5) → quinoline-2,3-dicarboxylic acid (643-38-9)

Guidance literature:

With nickel(IV) oxide; sodium hydroxide; In water; at 25 ℃; for 12h;

upstream raw materials:

acridine

o-aminobenzaldehyde

diethyl oxaloacetate

3-methyl-2-quinolinecarboxylic acid

Downstream raw materials:

quinoline

dimethyl quinoline-2,3-dicarboxylate

2,3-dihydropyridazino[4,5-b]quinoline-1,4-dione

Refernces

• 1、 Sarmah, Bikash Kumar,Konwar, Monuranjan,Bhattacharyya, Dipanjan,Adhikari, Priyanka,Das, Animesh. "Regioselective Cyanation of Six-Membered N-Heteroaromatic Compounds Under Metal-, Activator-, Base- and Solvent-Free Conditions". supporting information. p. 5616 - 5625. Retrieved 2019/11/22.
• 2、 Rebstock, Anne-Sophie,Mongin, Florence,Trécourt, Fran?ois,Quéguiner, Guy. "Directed lithiation of unprotected quinolinecarboxylic acids". . p. 767 - 769. Retrieved 2007/10/03.