2-CHLORO-2',4',6'-TRIMETHOXYCHALCONE

Base Information

• Chemical Name: 2-CHLORO-2',4',6'-TRIMETHOXYCHALCONE
• CAS No.: 76554-31-9
• Molecular Formula: C17H15ClO4
• Molecular Weight: 318.757
• Mol file: 76554-31-9.mol

Synonyms:

Chemical Property of 2-CHLORO-2',4',6'-TRIMETHOXYCHALCONE

Chemical Property:

• Melting Point: 172-174 °C
• Boiling Point: 526.2±50.0 °C(Predicted)
• PKA: 6.75±0.40(Predicted)
• PSA: 55.76000
• Density: 1.284±0.06 g/cm3(Predicted)
• LogP: 3.95890

Purity/Quality:

2-CHLORO-2',4',6'-TRIMETHOXYCHALCONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-CHLORO-2',4',6'-TRIMETHOXYCHALCONE

There total 2 articles about 2-CHLORO-2',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: 76.0%

2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) + 4-chlorobenzaldehyde (104-88-1) → 3-(4-chlorophenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one (76554-31-9)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃;

DOI:10.5012/bkcs.2014.35.11.3219

Reference yield:

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) → 3-(4-chlorophenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one (76554-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / acetone / 5 h / Reflux

2.1: sodium hydroxide / ethanol / 0.08 h / 20 °C

2.2: 24 h / 20 °C

With potassium carbonate; sodium hydroxide; In ethanol; acetone;

DOI:10.1055/s-0031-1291153

Reference yield: 90.0%

3-(4-chlorophenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one (76554-31-9) + 2-amino-benzenethiol (137-07-5) → 2-(4-chlorophenyl)-4-(2-hydroxy-4,6-dimethoxyphenyl)-2,3-dihydro-1,5-benzodiazepine (1606142-42-0)

Guidance literature:

With 1-methyl-3H-imidazolium nitrate; at 80 ℃; for 2h; Inert atmosphere; Green chemistry;

DOI:10.1002/jhet.1827

upstream raw materials:

2-hydroxy-4,6-dimethoxyacetophenone

4-chlorobenzaldehyde

2,4,6-trihydroxyacetophenone

Downstream raw materials:

(2Z)-2-(4-chlorobenzylidene)-4,6-dimethoxy-1-benzofuran-3(2H)-one

2-(4-chlorophenyl)-5,7-dimethoxy-2,3-dihydrochromen-4-one

2-(4-chlorophenyl)-4-(2-hydroxy-4,6-dimethoxyphenyl)-2,3-dihydro-1,5-benzodiazepine

penta-O-methylochnaflavon

Refernces

• 1、 Kim, Sung Soo,Van Vo, Anh,Park, Haeil. "Synthesis of ochnaflavone and its inhibitory activity on PGE2 production". . p. 3219 - 3223. Retrieved 2015/04/22.
• 2、 Srinivasan, Balasubramanian,Johnson, Thomas E.,Lad, Rahul,Xing, Chengguo. "Structure - Activity relationship studies of chalcone leading to 3-hydroxy-4,3′,4′,5′-tetramethoxychalcone and its analogues as potent nuclear factor κB inhibitors and their anticancer activities". experimental part. p. 7228 - 7235. Retrieved 2010/08/19.