2'-Hydroxy-3'-bromo-4,4',6'-trimethoxychalcone

Base Information

• Chemical Name: 2'-Hydroxy-3'-bromo-4,4',6'-trimethoxychalcone
• CAS No.: 1607-73-4
• Molecular Formula: C18H17BrO5
• Molecular Weight: 393.234
• NSC Number: 73260
• Nikkaji Number: J1.311.753E,J3.105.933J
• ChEMBL ID: CHEMBL504133
• Mol file: 1607-73-4.mol

Synonyms:1607-73-4;NSC73260;2'-Hydroxy-3'-bromo-4,4',6'-trimethoxychalcone;CHEMBL504133;NSC-73260;(E)-1-(2-Hydroxy-3-bromo-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)-2-propene-1-one

Chemical Property of 2'-Hydroxy-3'-bromo-4,4',6'-trimethoxychalcone

Chemical Property:

• Vapor Pressure: 1.29E-13mmHg at 25°C
• Boiling Point: 570.4°Cat760mmHg
• Flash Point: 298.8°C
• Density: 1.422g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 392.02594
• Heavy Atom Count: 24
• Complexity: 433

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=CC(=O)C2=C(C(=C(C=C2OC)OC)Br)O
• Isomeric SMILES: COC1=CC=C(C=C1)/C=C/C(=O)C2=C(C(=C(C=C2OC)OC)Br)O

Technology Process of 2'-Hydroxy-3'-bromo-4,4',6'-trimethoxychalcone

There total 7 articles about 2'-Hydroxy-3'-bromo-4,4',6'-trimethoxychalcone 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: 96.0%

2'-hydroxy-4,4',6'-trimethoxychalcone (3420-72-2,37951-13-6,64680-84-8) → (2E)-1-(2'-hydroxy-3'-bromo-4',6'-dimethoxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one (1607-73-4,94103-34-1)

Guidance literature:

With dimethylbromosulphonium bromide; In dichloromethane; at 20 ℃; for 0.0833333h; regioselective reaction;

DOI:10.1016/j.tetlet.2012.06.122

Reference yield: 95.0%

1-(3-bromo-2-hydroxyl-4,6-dimethoxyphenyl)ethanone (18064-89-6) + 4-methoxy-benzaldehyde (123-11-5) → 1-(3-bromo-4,6-dimethoxy-2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one (1607-73-4)

Guidance literature:

1-(3-bromo-2-hydroxyl-4,6-dimethoxyphenyl)ethanone; With sodium hydroxide; In ethanol; at 20 ℃; for 0.25h;

4-methoxy-benzaldehyde; In ethanol; at 20 ℃; for 72h;

DOI:10.1080/14786419.2021.1893317

Reference yield: 40.0%

1-(3-bromo-2-hydroxyl-4,6-dimethoxyphenyl)ethanone (18064-89-6) + 4-methoxy-benzaldehyde (123-11-5) → (2E)-1-(2'-hydroxy-3'-bromo-4',6'-dimethoxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one (1607-73-4,94103-34-1)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 24h;

DOI:10.1016/j.ejmech.2008.09.009

upstream raw materials:

1-(3-bromo-2-hydroxyl-4,6-dimethoxyphenyl)ethanone

4-methoxy-benzaldehyde

3,5-dihydroxyphenol

2'-hydroxy-4,4',6'-trimethoxychalcone

Downstream raw materials:

8-bromo-5,7-dimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one