3-CHLORO-2,3-BIS(4-METHOXYPHENYL)ACRYLALDEHYDE

Base Information

• Chemical Name: 3-CHLORO-2,3-BIS(4-METHOXYPHENYL)ACRYLALDEHYDE
• CAS No.: 19881-70-0
• Molecular Formula: C17H15 Cl O3
• Molecular Weight: 302.75
• Hs Code.: 2913000090
• Mol file: 19881-70-0.mol

Synonyms:Acrolein,3-chloro-2,3-bis(p-methoxyphenyl)-, (Z)- (8CI); Benzeneacetaldehyde, a-[chloro(4-methoxyphenyl)methylene]-4-methoxy-,(Z)-

Chemical Property of 3-CHLORO-2,3-BIS(4-METHOXYPHENYL)ACRYLALDEHYDE

Chemical Property:

• Vapor Pressure: 6.15E-09mmHg at 25°C
• Melting Point: 160-163°C
• Boiling Point: 468.1°Cat760mmHg
• Flash Point: 184.7°C
• PSA: 35.53000
• Density: 1.198g/cm³
• LogP: 4.00980
• Storage Temp.: ?20°C
• Solubility.: DMSO: soluble5mg/mL, clear (warmed)

Purity/Quality:

97% ^*data from raw suppliers

Windorphen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Windorphen is a selective inhibitor of p300 histone acetyltransferase, a coactivator that associates with?β-catenin,?blocking the Wnt signal required for ventral development.

Technology Process of 3-CHLORO-2,3-BIS(4-METHOXYPHENYL)ACRYLALDEHYDE

There total 5 articles about 3-CHLORO-2,3-BIS(4-METHOXYPHENYL)ACRYLALDEHYDE 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%

1,4-di(4-methoxyphenyl)ethanone (120-44-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (Z)-3-chloro-2,3-bis(4-methoxyphenyl)propenal (19881-70-0)

Guidance literature:

1,4-di(4-methoxyphenyl)ethanone; N,N-dimethyl-formamide; With trichlorophosphate; at 20 ℃; for 1h;

With sodium acetate; Further stages.; cooling;

DOI:10.1016/j.ejmech.2007.09.007

Reference yield:

(4-Methoxyphenyl)<1-(4-methoxyphenyl)-2-dimethylaminovinyl)>keton (66521-59-3) → (Z)-3-chloro-2,3-bis(4-methoxyphenyl)propenal (19881-70-0) + (E)-β-chloro-α,β-bis(4-methoxyphenyl)acrolein (181308-92-9)

Guidance literature:

(4-Methoxyphenyl)<1-(4-methoxyphenyl)-2-dimethylaminovinyl)>keton; With trichlorophosphate; In dichloromethane; for 5h; Heating;

With water; In tetrahydrofuran; at 25 ℃; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(99)00926-6

Reference yield:

1,4-di(4-methoxyphenyl)ethanone (120-44-5) → (Z)-3-chloro-2,3-bis(4-methoxyphenyl)propenal (19881-70-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 91 percent / dimethylformamide / 18 h / Heating

2.1: POCl₃ / CH₂Cl₂ / 5 h / Heating

2.2: H₂O / tetrahydrofuran / 25 °C

With trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Substitution / 2.2: Hydrolysis;

DOI:10.1016/S0040-4020(99)00926-6

upstream raw materials:

(E)-3-(dimethylamino)-1,2-bis(4-methoxyphenyl)prop-2-en-1-one

(4-Methoxyphenyl)<1-(4-methoxyphenyl)-2-dimethylaminovinyl)>keton

1,4-di(4-methoxyphenyl)ethanone

N,N-dimethyl-formamide

Downstream raw materials:

(3E,5E)-6-Chloro-5,6-bis-(4-methoxy-phenyl)-hexa-3,5-dien-2-one

(4E,6E)-7-Chloro-6,7-bis-(4-methoxy-phenyl)-hepta-4,6-dien-3-one

C₁₇H₁₅NO₂Se

(4E,6E)-7-Mercapto-6,7-bis-(4-methoxy-phenyl)-hepta-4,6-dien-3-one

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