Methyl 4-oxo-1,4-dihydroquinoline-2-carboxylate

Base Information

• Chemical Name: Methyl 4-oxo-1,4-dihydroquinoline-2-carboxylate
• CAS No.: 7101-89-5
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.197
• Mol file: 7101-89-5.mol

Synonyms:2-Quinolinecarboxylic acid, 1,4-dihydro-4-oxo-, methyl ester; 2-Quinolinecarboxylic acid, 4-hydroxy-, methyl ester; Methyl 4-hydroxyquinoline-2-carboxylate; Methyl 4-oxo-1,4-dihydroquinoline-2-carboxylate

Chemical Property of Methyl 4-oxo-1,4-dihydroquinoline-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.00016mmHg at 25°C
• Boiling Point: 331.1°C at 760 mmHg
• Flash Point: 154°C
• PSA: 59.16000
• Density: 1.288g/cm³
• LogP: 1.31470

Purity/Quality:

99% ^*data from raw suppliers

methyl4-oxo-1,4-dihydroquinoline-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 4-oxo-1,4-dihydroquinoline-2-carboxylate

There total 14 articles about Methyl 4-oxo-1,4-dihydroquinoline-2-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: 92.0%

phosphoric acid (86119-84-8,7664-38-2) + dimethyl 2-(phenyl-amino)-2-butendioate (4916-29-4,10567-58-5,54494-74-5) → 4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester (7101-89-5,5965-59-3)

Guidance literature:

at 130 ℃; for 3h;

DOI:10.1002/ejoc.201501400

Reference yield: 90.0%

dimethyl 2-(phenylamino)maleate (10567-58-5) → 4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester (7101-89-5,5965-59-3)

Guidance literature:

With PPA; at 130 ℃; for 4h;

DOI:10.1021/acs.jnatprod.0c00865

Reference yield: 74.0%

methanol (67-56-1) + kynurenic acid (13593-94-7) → 4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester (7101-89-5,5965-59-3)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/j.tetlet.2016.01.077

upstream raw materials:

dimethyl (Z)-N-(phenyl)aminofumarate

dimethyl 2-(phenylamino)maleate

aniline

dimethyl acetylenedicarboxylate

Downstream raw materials:

4-[(E)-Toluene-4-sulfonylimino]-1,4-dihydro-quinoline-2-carboxylic acid methyl ester

4-[(E)-4-Chloro-phenoxysulfonylimino]-1,4-dihydro-quinoline-2-carboxylic acid methyl ester

methyl-4-aminoquinoline-2-carboxylate

kynurenic acid