1,5-bis(2,5-dimethylthiophen-3-yl)-3-(4-nitrophenyl)pentane-1,5-dione

Base Information

• Chemical Name: 1,5-bis(2,5-dimethylthiophen-3-yl)-3-(4-nitrophenyl)pentane-1,5-dione
• CAS No.: 1616787-09-7
• Molecular Formula: C₂₃H₂₃NO₄S₂
• Molecular Weight: 441.572
• Mol file: 1616787-09-7.mol

Synonyms:1,5-bis(2,5-dimethylthiophen-3-yl)-3-(4-nitrophenyl)pentane-1,5-dione

Chemical Property of 1,5-bis(2,5-dimethylthiophen-3-yl)-3-(4-nitrophenyl)pentane-1,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,5-bis(2,5-dimethylthiophen-3-yl)-3-(4-nitrophenyl)pentane-1,5-dione

There total 4 articles about 1,5-bis(2,5-dimethylthiophen-3-yl)-3-(4-nitrophenyl)pentane-1,5-dione 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: 50.0%

2,5-DIMETHYLTHIOPHENE (638-02-8) + 3-(4-Nitro-phenyl)-pentanedioyl dichloride (1616787-08-6) → 1,5-bis(2,5-dimethylthiophen-3-yl)-3-(4-nitrophenyl)pentane-1,5-dione (1616787-09-7)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tet.2014.06.005

Reference yield:

diethyl 2,4-diacetyl-3-(4-nitrophenyl)pentanedioate (340265-92-1) → 1,5-bis(2,5-dimethylthiophen-3-yl)-3-(4-nitrophenyl)pentane-1,5-dione (1616787-09-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / water / 3 h / Reflux

2: tin(ll) chloride / dichloromethane / 20 °C / Reflux

3: aluminum (III) chloride / dichloromethane / 20 °C

With aluminum (III) chloride; tin(ll) chloride; sodium hydroxide; In dichloromethane; water; 3: |Friedel-Crafts Acylation;

DOI:10.1016/j.tet.2014.06.005

Reference yield:

3-(4-Nitro-phenyl)-pentanedioic acid (92289-14-0) → 1,5-bis(2,5-dimethylthiophen-3-yl)-3-(4-nitrophenyl)pentane-1,5-dione (1616787-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / dichloromethane / 2 h / 20 °C

2: aluminum (III) chloride / dichloromethane / 20 °C

With aluminum (III) chloride; thionyl chloride; In dichloromethane; 2: |Friedel-Crafts Acylation;

DOI:10.1016/j.tet.2014.06.005

upstream raw materials:

2,5-DIMETHYLTHIOPHENE

3-(4-Nitro-phenyl)-pentanedioyl dichloride

diethyl 2,4-diacetyl-3-(4-nitrophenyl)pentanedioate

3-(4-Nitro-phenyl)-pentanedioic acid

Downstream raw materials:

3-(4-aminophenyl)-1,5-bis(2,5-dimethylthiophen-3-yl)pentane-1,5-dione

3-(4-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)phenyl)-1,5-bis(2,5-dimethylthiophen-3-yl)pentane-1,5-dione

1-(4-[3,4-bis(2,5-dimethyl-3-thienyl)cyclopent-3-en-1-yl]phenyl)-2,5-di(2-thienyl)-1H-pyrrole

C₃₅H₃₁NS₄