Ethyl 6-cyano-4-oxo-1,4-dihydroquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 6-cyano-4-oxo-1,4-dihydroquinoline-3-carboxylate
• CAS No.: 26892-92-2
• Molecular Formula: C₁₃H₁₀N₂O₃
• Molecular Weight: 242.234
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID20476940
• Wikidata: Q82308899
• Mol file: 26892-92-2.mol

Synonyms:26892-92-2;Ethyl 6-cyano-4-oxo-1,4-dihydroquinoline-3-carboxylate;6-CYANO-4-OXO-1,4-DIHYDRO-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER;ethyl 6-cyano-4-oxo-1H-quinoline-3-carboxylate;6-Cyano-4-hydroxyquinoline-3-carboxylic acid ethyl ester;SCHEMBL4992878;DTXSID20476940;DRNLVFZCTWSAOW-UHFFFAOYSA-N;AMY27546;BBA89292;MFCD10000762;SB70605;G10455;Ethyl6-cyano-4-oxo-1,4-dihydroquinoline-3-carboxylate

Chemical Property of Ethyl 6-cyano-4-oxo-1,4-dihydroquinoline-3-carboxylate

Chemical Property:

• PSA: 82.95000
• LogP: 1.57648
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 242.06914219
• Heavy Atom Count: 18
• Complexity: 446

Purity/Quality:

99% ^*data from raw suppliers

Ethyl6-cyano-4-oxo-1,4-dihydroquinoline-3-carboxylate 97% ^*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=C(C=C2)C#N

Technology Process of Ethyl 6-cyano-4-oxo-1,4-dihydroquinoline-3-carboxylate

There total 4 articles about Ethyl 6-cyano-4-oxo-1,4-dihydroquinoline-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:

diethyl 2-(4-cyanophenylamino)methylenemalonate (26832-90-6) → ethyl 6-cyano-4-hydroxy-3-quinolinecarboxylate (26892-92-2)

Guidance literature:

In diphenylether; for 2h; Heating;

DOI:10.1016/j.bmcl.2003.12.090

Reference yield:

diethyl 2-ethoxymethylenemalonate (87-13-8) → ethyl 6-cyano-4-hydroxy-3-quinolinecarboxylate (26892-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 4 h / Heating

2: diphenyl ether / 2 h / Heating

In diphenylether; toluene;

DOI:10.1016/j.bmcl.2003.12.090

Reference yield:

4-Aminobenzonitrile (873-74-5) → ethyl 6-cyano-4-hydroxy-3-quinolinecarboxylate (26892-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 4 h / Heating

2: diphenyl ether / 2 h / Heating

In diphenylether; toluene;

DOI:10.1016/j.bmcl.2003.12.090

upstream raw materials:

diethyl 2-(4-cyanophenylamino)methylenemalonate

diethyl 2-ethoxymethylenemalonate

4-Aminobenzonitrile

Downstream raw materials:

4-chloro-6-cyanoquinoline-3-carboxylic acid ethyl ester

6-cyano-4-hydroxy-3-quinolinecarboxylic acid

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