Coumarin, 7-methoxy-4-(4-pyridyl)-

Base Information

• Chemical Name: Coumarin, 7-methoxy-4-(4-pyridyl)-
• CAS No.: 841-97-4
• Molecular Formula: C₁₅H₁₁NO₃
• Molecular Weight: 253.257
• DSSTox Substance ID: DTXSID40232969
• Nikkaji Number: J48.496B
• Wikidata: Q83114217
• ChEMBL ID: CHEMBL225156
• Mol file: 841-97-4.mol

Synonyms:841-97-4;7-Methoxy-4-(4-pyridyl)coumarin;COUMARIN, 7-METHOXY-4-(4-PYRIDYL)-;BRN 1078400;7-METHOXY-4-(PYRIDIN-4-YL)COUMARIN;7-methoxy-4-(pyridin-4-yl)-2H-chromen-2-one;Coumarin deriv. 33;BDBM9484;CHEMBL225156;DTXSID40232969;LS-55251

Chemical Property of Coumarin, 7-methoxy-4-(4-pyridyl)-

Chemical Property:

• Vapor Pressure: 1.98E-08mmHg at 25°C
• Boiling Point: 454°Cat760mmHg
• Flash Point: 228.3°C
• PSA: 52.33000
• Density: 1.288g/cm³
• LogP: 2.86360
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 253.07389321
• Heavy Atom Count: 19
• Complexity: 374

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=CC(=O)O2)C3=CC=NC=C3

Technology Process of Coumarin, 7-methoxy-4-(4-pyridyl)-

There total 5 articles about Coumarin, 7-methoxy-4-(4-pyridyl)- 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: 40.0%

methyl iodide (74-88-4) + 7-hydroxy-4-(pyridin-4-yl)-2H-chromen-2-one (92906-36-0) → 7-Methoxy-4-(4)-pyridyl-cumarin (841-97-4)

Guidance literature:

7-hydroxy-4-(pyridin-4-yl)-2H-chromen-2-one; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h;

methyl iodide; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 5h;

DOI:10.1021/jm049535j

Reference yield:

ethyl 3-oxo-3-(4-pyridyl)propanoate (26377-17-3) → 7-Methoxy-4-(4)-pyridyl-cumarin (841-97-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 30 percent / H₂SO₄; CF₃COOH / 1 h / 20 °C

2.1: NaH / dimethylformamide / 0.33 h / 0 °C

2.2: 40 percent / NaH / dimethylformamide / 5 h / 0 - 20 °C

With sulfuric acid; sodium hydride; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm049535j

Reference yield:

recorcinol (108-46-3) → 7-Methoxy-4-(4)-pyridyl-cumarin (841-97-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 30 percent / H₂SO₄; CF₃COOH / 1 h / 20 °C

2.1: NaH / dimethylformamide / 0.33 h / 0 °C

2.2: 40 percent / NaH / dimethylformamide / 5 h / 0 - 20 °C

With sulfuric acid; sodium hydride; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm049535j

upstream raw materials:

O-methylresorcine

methyl 3-(pyridin-4-yl)-3-oxo-propionate

methyl iodide

7-hydroxy-4-(pyridin-4-yl)-2H-chromen-2-one

Refernces