2'-METHOXYFLAVONE

Base Information

• Chemical Name: 2'-METHOXYFLAVONE
• CAS No.: 19725-47-4
• Molecular Formula: C16H12O3
• Molecular Weight: 252.269
• Hs Code.: 2914509090
• Mol file: 19725-47-4.mol

Synonyms:2'-Methoxyflavon;2'-Methoxyflavone;

Chemical Property of 2'-METHOXYFLAVONE

Chemical Property:

• Melting Point: 102-103oC
• Boiling Point: 410.4°Cat760mmHg
• Flash Point: 193.7°C
• PSA: 39.44000
• Density: 1.24g/cm³
• LogP: 3.46860

Purity/Quality:

98%,99%, ^*data from raw suppliers

2''-Methoxyflavone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 2'-METHOXYFLAVONE

There total 41 articles about 2'-METHOXYFLAVONE 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: 95.0%

2-(dimethyl(oxo)-γ6-sulfanylidene)-1-(2-methoxyphenyl)ethan-1-one + salicylaldehyde (90-02-8) → 2'-methoxyflavone (19725-47-4)

Guidance literature:

2-(dimethyl(oxo)-γ⁶-sulfanylidene)-1-(2-methoxyphenyl)ethan-1-one; salicylaldehyde; With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate; In 1,2-dichloro-ethane; at 100 ℃; for 6h; Sealed tube; Inert atmosphere;

With sulfuric acid; acetic acid; In 1,2-dichloro-ethane; at 100 ℃; for 3h; Sealed tube; Inert atmosphere;

DOI:10.1177/1747519819867230

Reference yield: 93.0%

1-(2'-hydroxyphenyl)-3-(2''-methoxyphenyl)-propane-1,3-dione (6310-45-8) → 2'-methoxyflavone (19725-47-4)

Guidance literature:

With trifluoromethylsulfinyl chloride; In dichloromethane; at 20 ℃; for 10h;

DOI:10.1016/j.tet.2021.132226

Reference yield: 92.0%

1-(2-hydroxyphenyl)-3-(2-methoxyphenyl)prop-2-en-1-one (42220-77-9) → 2'-methoxyflavone (19725-47-4)

Guidance literature:

With cerium (IV) sulfate tetrahydrate; silica gel; In neat (no solvent); at 100 ℃; for 4h; Green chemistry;

DOI:10.1080/00397911.2016.1230217

upstream raw materials:

1-(2'-hydroxyphenyl)-3-(2''-methoxyphenyl)-propane-1,3-dione

sodium acetate

acetic acid

2,3-dihydro-2-(2-methoxyphenyl)-4H-1-benzopyran-4-one

Downstream raw materials:

2'-hydroxyflavone

3-iodo-2-(2-methoxyphenyl)chromone

2-(2-Methoxyphenyl)-4-oxo-4H-1-benzopyran-3-carboxylic acid

Refernces

• 1、 McKendall, Michael,Smith, Tasha,Anh, Kien,Ellis, Jamie,McGee, Terri,Foroozesh, Maryam,Zhu, Naijue,Stevens, Cheryl L. Klein. "Methoxyflavone inhibitors of cytochrome P450". . p. 231 - 237. Retrieved 2008.
• 2、 Shin, Yongje,Yoo, Changho,Moon, Youngtaek,Lee, Yunho,Hong, Sungwoo. "Efficient synthesis of frutinone A and its derivatives through palladium-catalyzed C-H activation/carbonylation". . p. 878 - 881. Retrieved 2015.
• 3、 Sun, Dong-Wei,Zhou, Yong-Yan,Jiang, Min,Nian, Tang,Liu, Jin-Tao. "CF3SOCl-promoted intramolecular cyclization of β-diketones: An efficient synthesis of flavones". . . Retrieved 2021/05/31.
• 4、 Chintakrindi, Anand S.,Gohil, Devanshi J.,Chowdhary, Abhay S.,Kanyalkar, Meena A.. "Design, synthesis and biological evaluation of substituted flavones and aurones as potential anti-influenza agents". supporting information. . Retrieved 2019/11/29.