1-Ethyl-4-oxo-5-phenyl-1,4-dihydropyridine-3-carboxylic acid

Base Information

• Chemical Name: 1-Ethyl-4-oxo-5-phenyl-1,4-dihydropyridine-3-carboxylic acid
• CAS No.: 72676-91-6
• Molecular Formula: C₁₄H₁₃NO₃
• Molecular Weight: 243.262
• DSSTox Substance ID: DTXSID701183961
• Mol file: 72676-91-6.mol

Synonyms:1-ethyl-4-oxo-5-phenyl-1,4-dihydropyridine-3-carboxylic acid;72676-91-6;SCHEMBL15333908;SHIAKVUDZQSQND-UHFFFAOYSA-N;DTXSID701183961;1-Ethyl-1,4-dihydro-4-oxo-5-phenyl-3-pyridinecarboxylic acid

Chemical Property of 1-Ethyl-4-oxo-5-phenyl-1,4-dihydropyridine-3-carboxylic acid

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 243.08954328
• Heavy Atom Count: 18
• Complexity: 417

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCN1C=C(C(=O)C(=C1)C(=O)O)C2=CC=CC=C2

Technology Process of 1-Ethyl-4-oxo-5-phenyl-1,4-dihydropyridine-3-carboxylic acid

There total 2 articles about 1-Ethyl-4-oxo-5-phenyl-1,4-dihydropyridine-3-carboxylic acid 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:

→ 1-ethyl-5-phenyl-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid (72676-91-6)

Guidance literature:

Dihydropyridin 1b, 1.) Triethylphosphat, 2.) KOH;

Reference yield:

triethyl phosphate (78-40-0) + ethyl 5-phenyl-4-oxo-1,4-dihydro-3-pyridinecarboxylate (72676-86-9) → 1-ethyl-5-phenyl-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid (72676-91-6)

Guidance literature:

With potassium hydroxide; potassium carbonate; Yield given. Multistep reaction; 1.) 170-180 deg C, 15 min, 2.) 90-100 deg C, 1 h.;

DOI:10.1002/jhet.5570170229

Reference yield: 34.7%

1-ethyl-5-phenyl-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid (72676-91-6) → 1-ethyl-5-(p-nitrophenyl)-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid (72676-94-9) + 1-Ethyl-5-(2-nitro-phenyl)-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid (74632-22-7)

Guidance literature:

With sulfuric acid; nitric acid; 1.) 5-10 deg C, 75 min, 2.) 25-26 deg C, 2.5 h.;

DOI:10.1002/jhet.5570170229

upstream raw materials:

triethyl phosphate

ethyl 5-phenyl-4-oxo-1,4-dihydro-3-pyridinecarboxylate

Downstream raw materials:

1-ethyl-5-(p-nitrophenyl)-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid

1-Ethyl-5-(2-nitro-phenyl)-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid

1-ethyl-5-<4-(<5-nitrofurfurylidene>amino)phenyl>-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid

5-(p-aminophenyl)-1-ethyl-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid