2-(2-ethylhexyl)-6-phenyl-3-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione

Base Information

• Chemical Name: 2-(2-ethylhexyl)-6-phenyl-3-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione
• CAS No.: 1339957-58-2
• Molecular Formula: C₂₄H₂₆N₂O₂S
• Molecular Weight: 406.549
• Mol file: 1339957-58-2.mol

Synonyms:2-(2-ethylhexyl)-6-phenyl-3-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione

Chemical Property of 2-(2-ethylhexyl)-6-phenyl-3-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-ethylhexyl)-6-phenyl-3-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione

There total 6 articles about 2-(2-ethylhexyl)-6-phenyl-3-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-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: 17.0%

ethyl 1-(2-ethylhexyl)-5-oxo-2-(thiophen-2-yl)-4,5-dihydro-1H-pyrrole-3-carboxylate + benzonitrile (100-47-0) → 2-(2-ethylhexyl)-6-phenyl-3-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione (1339957-58-2)

Guidance literature:

With iron(III) chloride; sodium; In tert-Amyl alcohol; at 95 ℃; Inert atmosphere;

DOI:10.1039/d0ra01564d

Reference yield:

3-bromomethylheptane (18908-66-2) + 6-phenyl-3-(2-thienyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (853415-52-8) → 2-(2-ethylhexyl)-6-phenyl-3-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione (1339957-58-2) + 2-(2-ethylhexyl)-4-(2-ethylhexyloxy)-3-phenyl-6-(2-thienyl)pyrrolo[3,4-c]pyrrol-1(2H)-one (1339957-60-6) + 2-(2-ethylhexyl)-4-(2-ethylhexyloxy)-6-phenyl-3-(2-thienyl)pyrrolo[3,4-c]pyrrol-1(2H)-one (1339957-61-7) + 2,5-bis(2-ethylhexyl)-3-phenyl-6-(2-thienyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (1339957-59-3)

Guidance literature:

With potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 80 ℃; for 48h;

DOI:10.1016/j.tetlet.2011.08.113

Reference yield:

sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate (40876-98-0,88330-76-1,125898-38-6) → 2-(2-ethylhexyl)-6-phenyl-3-(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione (1339957-58-2)

Guidance literature:

Multi-step reaction with 4 steps

1: ethanol / 20 h / Inert atmosphere; Reflux

2: zinc; sulfuric acid; acetic acid / 3 h / 100 °C / Inert atmosphere

3: methanesulfonyl chloride; triethylamine / chloroform / 0.5 h / Inert atmosphere; Reflux

4: iron(III) chloride; sodium / tert-Amyl alcohol / 95 °C / Inert atmosphere

With iron(III) chloride; sulfuric acid; sodium; acetic acid; methanesulfonyl chloride; triethylamine; zinc; In tert-Amyl alcohol; ethanol; chloroform;

DOI:10.1039/d0ra01564d

upstream raw materials:

3-bromomethylheptane

6-phenyl-3-(2-thienyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione

sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate

2-Ethylhexylamine