Ethyl quinoline-4-carboxylate

Base Information

• Chemical Name: Ethyl quinoline-4-carboxylate
• CAS No.: 10447-29-7
• Molecular Formula: C12H11 N O2
• Molecular Weight: 201.225
• Hs Code.: 2933499090
• NSC Number: 133809
• DSSTox Substance ID: DTXSID80299935
• Wikidata: Q82042652
• Mol file: 10447-29-7.mol

Synonyms:ethyl quinoline-4-carboxylate;10447-29-7;Ethyl 4-quinolinecarboxylate;Ethylquinoline-4-carboxylate;SCHEMBL1768671;Chinolin-4-carbonsaureathylester;DTXSID80299935;MFCD00715766;NSC133809;4-quinolinecarboxylic acid ethyl ester;AKOS016001528;NSC-133809;SB71662;DS-11636;CS-0151735;W17149;A896221

Chemical Property of Ethyl quinoline-4-carboxylate

Chemical Property:

• Vapor Pressure: 0.000388mmHg at 25°C
• Melting Point: 155-157 °C(Solv: benzene (71-43-2))
• Boiling Point: 317.3°Cat760mmHg
• PKA: 2.88±0.13(Predicted)
• Flash Point: 145.7°C
• PSA: 39.19000
• Density: 1.175g/cm³
• LogP: 2.41150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

97% ^*data from raw suppliers

Ethyl quinoline-4-carboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=NC2=CC=CC=C12

Technology Process of Ethyl quinoline-4-carboxylate

There total 18 articles about Ethyl quinoline-4-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: 70.0%

1-vinylindoline-2,3-dione (69564-74-5) + ethanol (64-17-5) → ethyl quinoline-4-carboxylate (10447-29-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; for 5h; Reflux;

DOI:10.1002/ejoc.202001455

Reference yield:

ethanol (64-17-5) + 4-quinolinic acid (486-74-8) → ethyl quinoline-4-carboxylate (10447-29-7)

Guidance literature:

With hydrogenchloride;

Reference yield:

2-hydroxyquinoline-4-carboxylic acid (15733-89-8,84906-81-0) → ethyl quinoline-4-carboxylate (10447-29-7)

Guidance literature:

Multi-step reaction with 3 steps

1: POCl₃ / Behandeln des Reaktionsprodukts mit H₂O

2: palladium/charcoal; aqueous NaOH / Hydrogenation

3: H₂SO₄

With sodium hydroxide; palladium on activated charcoal; sulfuric acid; trichlorophosphate;

upstream raw materials:

quinoline-4-carbonitrile

ethanol

4-quinolinic acid

2-oxo-propionic acid ethyl ester

Downstream raw materials:

quinoline-4-carboxylic acid-(2-benzo[1,3]dioxol-5-yl-1-methyl-ethylamide)

phenyl(quinolin-4-yl)methanone

3-[4]quinolyl-3-oxo-propionic acid ethyl ester

1-(quinolin-4-yl)propan-1-one