5,7-Dimethoxy-2-pyridin-3-ylchromen-4-one

Base Information

• Chemical Name: 5,7-Dimethoxy-2-pyridin-3-ylchromen-4-one
• CAS No.: 6344-92-9
• Molecular Formula: C16H13NO4
• Molecular Weight: 283.2787
• NSC Number: 51349
• DSSTox Substance ID: DTXSID50287506
• Wikidata: Q82023575
• ChEMBL ID: CHEMBL1529347

Synonyms:6344-92-9;5,7-dimethoxy-2-pyridin-3-ylchromen-4-one;5,7-dimethoxy-2-(pyridin-3-yl)-4h-chromen-4-one;NSC51349;MLS000737281;CHEMBL1529347;DTXSID50287506;BDBM50572153;NSC-51349;SMR000528247

Chemical Property of 5,7-Dimethoxy-2-pyridin-3-ylchromen-4-one

Chemical Property:

• Vapor Pressure: 3.39E-10mmHg at 25°C
• Boiling Point: 501.7°C at 760 mmHg
• Flash Point: 257.2°C
• Density: 1.284g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 283.08445790
• Heavy Atom Count: 21
• Complexity: 423

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5,7-Dimethoxy-2-pyridin-3-ylchromen-4-one

There total 3 articles about 5,7-Dimethoxy-2-pyridin-3-ylchromen-4-one 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-(2-hydroxy-4,6-dimethoxy-phenyl)-3-pyridin-3-yl-propane-1,3-dione (6344-87-2) → 5,7-dimethoxy-2-(pyridin-3-yl)-4H-chromen-4-one (6344-92-9)

Guidance literature:

With sulfuric acid; In chloroform;

DOI:10.1021/jo01070a039

Reference yield:

2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) → 5,7-dimethoxy-2-(pyridin-3-yl)-4H-chromen-4-one (6344-92-9)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine; trichlorophosphate / 16 h / 0 - 20 °C

2: potassium hydroxide / N,N-dimethyl-formamide / 2 h

3: sulfuric acid / acetic acid / 2 h / 100 °C

With pyridine; sulfuric acid; potassium hydroxide; trichlorophosphate; In acetic acid; N,N-dimethyl-formamide; 2: |Baker-Venkataraman Rearrangement;

DOI:10.1111/cbdd.12489

Reference yield:

4,6-Dimethoxy-2-nicotinoyloxi-acetophenon (94299-23-7) → 5,7-dimethoxy-2-(pyridin-3-yl)-4H-chromen-4-one (6344-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / N,N-dimethyl-formamide / 2 h

2: sulfuric acid / acetic acid / 2 h / 100 °C

With sulfuric acid; potassium hydroxide; In acetic acid; N,N-dimethyl-formamide; 1: |Baker-Venkataraman Rearrangement;

DOI:10.1111/cbdd.12489

upstream raw materials:

1-(2-hydroxy-4,6-dimethoxy-phenyl)-3-pyridin-3-yl-propane-1,3-dione

2-hydroxy-4,6-dimethoxyacetophenone

4,6-Dimethoxy-2-nicotinoyloxi-acetophenon

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