Dimethyl 2,4-quinolinedicarboxylate

Base Information

• Chemical Name: Dimethyl 2,4-quinolinedicarboxylate
• CAS No.: 7170-24-3
• Molecular Formula: C13H11NO4
• Molecular Weight: 245.235
• European Community (EC) Number: 635-337-8
• DSSTox Substance ID: DTXSID20345460
• Nikkaji Number: J803.124J
• Wikidata: Q82117978
• Mol file: 7170-24-3.mol

Synonyms:Dimethyl 2,4-quinolinedicarboxylate;dimethyl quinoline-2,4-dicarboxylate;7170-24-3;2,4-Quinolinedicarboxylic acid, dimethyl ester;Oprea1_002912;Oprea1_377462;SCHEMBL72379;DTXSID20345460;HMS1580P18;AKOS000631424;WS-02419;2,4-Quinolinedicarboxylic acid dimethyl ester;E71153

Chemical Property of Dimethyl 2,4-quinolinedicarboxylate

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 245.06880783
• Heavy Atom Count: 18
• Complexity: 331

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CC(=NC2=CC=CC=C21)C(=O)OC

Technology Process of Dimethyl 2,4-quinolinedicarboxylate

There total 1 articles about Dimethyl 2,4-quinolinedicarboxylate 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: 16.0%

dimethyl (E)-2-oxoglutaconate (38256-25-6) + aniline (62-53-3) → 2,4-dimethyl quinoline-2,4-dicarboxylate (7170-24-3)

Guidance literature:

With o-toluenesulfonic acid; In dichloromethane; for 24h; Heating;

DOI:10.1021/jm010261z

Reference yield:

2,4-dimethyl quinoline-2,4-dicarboxylate (7170-24-3) → 2,4-diamino-quinoline (146136-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol. NH₃ / 85 °C

2: bromine; aqueous KOH

With potassium hydroxide; ammonia; bromine;

DOI:10.1021/ja01267a025

Reference yield:

2,4-dimethyl quinoline-2,4-dicarboxylate (7170-24-3) → quinoline-2,4-dicarboxylic acid diamide (32743-31-0)

Guidance literature:

With ammonia; at 85 ℃;

DOI:10.1021/ja01267a025

upstream raw materials:

dimethyl (E)-2-oxoglutaconate

aniline

Downstream raw materials:

quinoline-2,4-dicarboxylic acid diamide

2,4-diamino-quinoline

Refernces

• 1、 Carrigan, Christina N.,Esslinger, C. Sean,Bartlett, Richard D.,Bridges, Richard J.,Thompson, Charles M.. "Quinoline-2,4-dicarboxylic acids: Synthesis and evaluation as inhibitors of the glutamate vesicular transport system". . p. 2607 - 2612. Retrieved 2007/10/03.