Methyl 2-oxo-1,2-dihydroquinoline-5-carboxylate

Base Information

• Chemical Name: Methyl 2-oxo-1,2-dihydroquinoline-5-carboxylate
• CAS No.: 70758-34-8
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.197
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID30500624
• Wikidata: Q82352371
• Mol file: 70758-34-8.mol

Synonyms:Methyl 2-oxo-1,2-dihydroquinoline-5-carboxylate;70758-34-8;METHYL 2-OXO-1H-QUINOLINE-5-CARBOXYLATE;5-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, methyl ester;methyl 2-hydroxyquinoline-5-carboxylate;5-methoxycarbonylcarbostyril;SCHEMBL1133930;DTXSID30500624;YOMAQGQZZWDMGK-UHFFFAOYSA-N;SB69501;CS-0006424;D72454;Methyl2-oxo-1,2-dihydroquinoline-5-carboxylate;5-Quinolinecarboxylic acid,1,2-dihydro-2-oxo-,methyl ester

Chemical Property of Methyl 2-oxo-1,2-dihydroquinoline-5-carboxylate

Chemical Property:

• Melting Point: 251-254 °C(Solv: methanol (67-56-1))
• Boiling Point: 431.3±45.0 °C(Predicted)
• PKA: 11.20±0.70(Predicted)
• PSA: 59.42000
• Density: 1.270±0.06 g/cm3(Predicted)
• LogP: 1.72700
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 311

Purity/Quality:

98.5% ^*data from raw suppliers

Methyl2-oxo-1,2-dihydroquinoline-5-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C2C=CC(=O)NC2=CC=C1

Technology Process of Methyl 2-oxo-1,2-dihydroquinoline-5-carboxylate

There total 12 articles about Methyl 2-oxo-1,2-dihydroquinoline-5-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: 84.0%

methanol (67-56-1) + 1,2-dihydro-2-oxo-5-quinolinecarboxylic acid (83734-43-4) → methyl 2-oxo-1,2-dihydroquinoline-5-carboxylate (70758-34-8)

Guidance literature:

With thionyl chloride;

DOI:10.1248/cpb.33.3775

Reference yield: 47.0%

methyl 3-[(E)-3-ethoxyprop-2-enoylamino]benzoate → C11H9NO3 (206120-78-7) + methyl 2-oxo-1,2-dihydroquinoline-5-carboxylate (70758-34-8)

Guidance literature:

With sulfuric acid; at 20 ℃; for 6h;

DOI:10.1016/j.bmc.2010.07.029

Reference yield: 25.0%

C13H15NO4 (88371-31-7) → 2-oxy-quinoline-5-carboxylic acid methyl ester (70758-34-8)

Guidance literature:

With sulfuric acid; at 0 - 20 ℃; for 6h;

upstream raw materials:

methanol

1,2-dihydro-2-oxo-5-quinolinecarboxylic acid

3-(3-ethoxyacryloylamino)benzoic acid

Methyl 3-aminobenzoate

Downstream raw materials:

2-(4-Chloro-benzoylamino)-3-(2-oxo-1,2-dihydro-quinolin-5-yl)-propionic acid

Methyl 2-chloroquinoline-5-carboxylate

2-Chloroquinoline-5-carbonyl chloride