Ethyl 4-hydroxy-7-methoxyquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 4-hydroxy-7-methoxyquinoline-3-carboxylate
• CAS No.: 71083-05-1
• Molecular Formula: C13H13NO4
• Molecular Weight: 247.251
• NSC Number: 166463
• DSSTox Substance ID: DTXSID70979698
• Nikkaji Number: J308.176A,J3.478.569D
• Wikidata: Q72475234
• Mol file: 71083-05-1.mol

Synonyms:63463-15-0;ethyl 4-hydroxy-7-methoxyquinoline-3-carboxylate;71083-05-1;ETHYL 7-METHOXY-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLATE;ETHYL (4-HYDROXY-7-METHOXY)QUINOLINE-3-CARBOXYLATE;ETHYL 4-HYDROXY-7-METHOXY-3-QUINOLINECARBOXYLATE;4-Hydroxy-7-methoxyquinoline-3-carboxylic acid ethyl ester;ethyl 7-methoxy-4-oxo-1H-quinoline-3-carboxylate;MFCD00085986;7-Methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester;NSC166463;Oprea1_207268;Oprea1_574953;SCHEMBL1040706;AMY5432;DTXSID70979698;Ethyl 7-methoxy-4-oxo-1,4-dihydro-3-quinolinecarboxylate;3-Quinolinecarboxylic acid, 4-hydroxy-7-methoxy-, ethyl ester;AMY26544;SMSF0009303;WCA08305;BBL028179;MFCD01817587;STL146901;AKOS000669606;AKOS005141881;CB00818;CCG-105907;NSC-166463;SB68733;SB71771;AC-31266;AS-18029;BP-13162;SY005846;CS-0134775;EU-0037483;EU-0076009;FT-0640890;7-methoxy-4-hydroxy-3-ethoxycarbonylquinoline;7-Methoxyindole-2-carboxylic acid ethyl ester;EN300-223214;AB00100278-01;A850655;ethyl 4-hydroxy-7-methoxy-3-quinoline-carboxylate;Ethyl 4-hydroxy-7-methoxy-quinoline-3-carboxylate;ethyl 7-methoxy-4-hydroxy-3-quinoline-carboxylate;SR-01000425950;J-520475;J-650318;SR-01000425950-1;4-Hydroxy-7-methoxy-3-quinolinecarboxylic acid ethyl ester;ethyl 1,4-dihydro-7-methoxy-4-oxoquinoline-3-carboxylate;4-Oxo-7-methoxy-1,4-dihydroquinoline-3-carboxylic acid ethyl ester;ETHYL7-METHOXY-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLATE

Chemical Property of Ethyl 4-hydroxy-7-methoxyquinoline-3-carboxylate

Chemical Property:

• PSA: 68.39000
• LogP: 1.71340
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 247.08445790
• Heavy Atom Count: 18
• Complexity: 377

Purity/Quality:

97% ^*data from raw suppliers

ethyl7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CNC2=C(C1=O)C=CC(=C2)OC

Technology Process of Ethyl 4-hydroxy-7-methoxyquinoline-3-carboxylate

There total 7 articles about Ethyl 4-hydroxy-7-methoxyquinoline-3-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: 66.0%

C15H19NO5 → 7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester (71083-05-1)

Guidance literature:

In diphenylether; for 2h; Reflux;

DOI:10.1016/j.ejmech.2017.09.017

Reference yield: 66.0%

→ 7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester (71083-05-1)

Guidance literature:

In diphenylether; for 0.25h; Reflux;

Reference yield: 43.0%

diethyl ethoxymethylenemalonate (30379-04-5) + m-Anisidine (536-90-3,918666-97-4) → 7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester (71083-05-1)

Guidance literature:

diethyl ethoxymethylenemalonate; m-Anisidine; at 100 ℃; for 3h;

In diphenyl ether-biphenyl eutectic; for 0.5h; Heating / reflux;

upstream raw materials:

Diethyl 2-<(3-methoxyphenylamino)methylene>malonate

m-Anisidine

diethyl 2-ethoxymethylenemalonate

diethyl ethoxymethylenemalonate

Downstream raw materials:

1-ethyl-7-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Ethyl 4-chloro-7-methoxyquinoline-3-carboxylate

C₁₇H₂₀N₂O₃

ethyl 2-(benzo[d][1,3]dioxol-5-yl)-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate