Methyl 4-oxo-1,4-dihydro-3-quinolinecarboxylate

Base Information

• Chemical Name: Methyl 4-oxo-1,4-dihydro-3-quinolinecarboxylate
• CAS No.: 61707-79-7
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.197
• Mol file: 61707-79-7.mol

Synonyms:1,4-Dihydro-4-oxo-quinoline-3-carboxylic acid methyl ester;4-oxo-1,4-dihydro-quinoline-2,3-dicarboxylic acid dimethyl ester;2,3-Quinolinedicarboxylic acid,1,4-dihydro-4-oxo-,dimethyl ester;2,3-dimethoxycarbonyl-4-quinolone;4-oxo-1,4-dihydro-quinoline-3-carboxylic acid methyl ester;

Chemical Property of Methyl 4-oxo-1,4-dihydro-3-quinolinecarboxylate

Chemical Property:

• Melting Point: 228 °C
• Boiling Point: 331.1±42.0 °C(Predicted)
• PKA: 1.02±0.70(Predicted)
• PSA: 59.16000
• Density: 1.288±0.06 g/cm3(Predicted)
• LogP: 1.31470
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-oxo-1,4-dihydroquinoline-3-carboxylate 95+% ^*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-dihydro-3-quinolinecarboxylate

There total 16 articles about Methyl 4-oxo-1,4-dihydro-3-quinolinecarboxylate 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: 89.5%

1-Methoxycarbonyl-1,2-dihydro-4-hydroxy-quinoline-3-carboxylic acid methyl ester (133530-05-9) → 1,4-Dihydro-4-oxo-quinoline-3-carboxylic acid methyl ester (61707-79-7)

Guidance literature:

With tetraethylammonium tosylate; acetic acid; tert-butyl alcohol; 1.) anodic oxidation (3.3 mA cm^-1), room temperature, 2.) 1 d, room temperature;

DOI:10.1016/S0040-4020(01)87056-3

Reference yield: 71.5%

dimethyl 2-phenylaminoethylene-1,1-dicarboxylate (38238-86-7) → 1,4-Dihydro-4-oxo-quinoline-3-carboxylic acid methyl ester (61707-79-7)

Guidance literature:

In toluene; at 270 ℃; Microwave irradiation;

DOI:10.1016/j.bmcl.2020.127101

Reference yield: 67.0%

1-Acetyl-1,2-dihydro-4-hydroxy-quinoline-3-carboxylic acid methyl ester (133514-20-2) → 1,4-Dihydro-4-oxo-quinoline-3-carboxylic acid methyl ester (61707-79-7)

Guidance literature:

With tetraethylammonium tosylate; acetic acid; tert-butyl alcohol; 1.) anodic oxidation, room temperature, 2.) 1 d, room temperature;

DOI:10.1016/S0040-4020(01)87056-3

upstream raw materials:

1-Acetyl-1,2-dihydro-4-hydroxy-quinoline-3-carboxylic acid methyl ester

1-Methoxycarbonyl-1,2-dihydro-4-hydroxy-quinoline-3-carboxylic acid methyl ester

3-methoxycarbonyl-4-quinolone-2-carboxylic acid

dimethyl 2-(phenyl-amino)-2-butendioate

Downstream raw materials:

4-oxo-1,4-dihydroquinoline-3-carboxylic acid

methyl 1-benzyl-4-oxo-1,4-dihydroquinoline-3-carboxylate

1-benzyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acide

1-(4-methoxybenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

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