7-Hydroxy-4-(pyridin-3-yl)coumarin

Base Information

• Chemical Name: 7-Hydroxy-4-(pyridin-3-yl)coumarin
• CAS No.: 109512-76-7
• Molecular Formula: C14H9 N O3
• Molecular Weight: 239.23
• Hs Code.: 2934999090
• European Community (EC) Number: 827-043-5
• DSSTox Substance ID: DTXSID90420672
• Wikidata: Q82231981
• Mol file: 109512-76-7.mol

Synonyms:109512-76-7;7-hydroxy-4-(pyridin-3-yl)coumarin;7-Hydroxy-4-(3-pyridyl)coumarin;7-hydroxy-4-(pyridin-3-yl)-2H-chromen-2-one;7-hydroxy-4-pyridin-3-ylchromen-2-one;4-(3-Pyridyl)-umbelliferone;SCHEMBL756721;DTXSID90420672;NXHVMYDCZZUVML-UHFFFAOYSA-N;MFCD01941325;AKOS015856525;PS-5515;SB55097;7-hydroxy-4-(pyridine-3-yl) coumarin;7-Hydroxy-4-pyridin-3-ylcoumarin, 95%;CS-0325276;FT-0730466;7-Hydroxy-4-(3-pyridinyl)-2H-1-benzopyran-2-one

Chemical Property of 7-Hydroxy-4-(pyridin-3-yl)coumarin

Chemical Property:

• Melting Point: >230℃(dec)
• PSA: 63.33000
• LogP: 2.56060
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 239.058243149
• Heavy Atom Count: 18
• Complexity: 366

Purity/Quality:

98%min ^*data from raw suppliers

7-Hydroxy-4-(3-pyridyl)coumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C2=CC(=O)OC3=C2C=CC(=C3)O

Technology Process of 7-Hydroxy-4-(pyridin-3-yl)coumarin

There total 2 articles about 7-Hydroxy-4-(pyridin-3-yl)coumarin 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: 86.4%

3-oxo-3-pyridin-3-yl-propionic acid ethyl ester (6283-81-4) + recorcinol (108-46-3) → 7-hydroxy-4-(pyridin-3-yl)coumarin (109512-76-7)

Guidance literature:

With sulfuric acid; for 4h; Cooling with ice;

Reference yield:

3-pyridinecarboxylic acid ethyl ester (614-18-6) → 7-hydroxy-4-(pyridin-3-yl)coumarin (109512-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium tert-butoxide / 4 h / Reflux

2: sulfuric acid / 4 h / Cooling with ice

With sulfuric acid; lithium tert-butoxide;

Reference yield: 92.0%

4-Nitrophthalonitrile (31643-49-9) + 7-hydroxy-4-(pyridin-3-yl)coumarin (109512-76-7) → 4-[(2-oxo-4-(pyridin-3-yl)-2H-chromen-7-yl)oxy]phthalonitrile

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 72h; Inert atmosphere;

DOI:10.1016/j.ica.2019.05.004

upstream raw materials:

3-oxo-3-pyridin-3-yl-propionic acid ethyl ester

recorcinol

3-pyridinecarboxylic acid ethyl ester

Refernces