di-tert-butyl 1,4-dioxo-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate

Base Information

• Chemical Name: di-tert-butyl 1,4-dioxo-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate
• CAS No.: 1046864-83-8
• Molecular Formula: C24H24N2O6S2
• Molecular Weight: 500.58716
• Mol file: 1046864-83-8.mol

Synonyms:di-tert-butyl 1,4-dioxo-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate

Chemical Property of di-tert-butyl 1,4-dioxo-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate

Chemical Property:

• Melting Point: 300 °C
• Boiling Point: 593.5±60.0 °C(Predicted)
• PKA: -14.66±0.60(Predicted)
• PSA: 153.08000
• Density: 1.41±0.1 g/cm3(Predicted)
• LogP: 5.57600
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

Di-tert-butyl1,4-dioxo-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of di-tert-butyl 1,4-dioxo-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate

There total 3 articles about di-tert-butyl 1,4-dioxo-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate 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: 85.0%

3,6-dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione + tert-butyldicarbonate (34619-03-9) → 1,4-dioxo-3,6-di(thiophene-2-yl)pyrrolo[3,4-c]pyrrole-2,5-dicarboxylic acid di-tert-butylester (1046864-83-8)

Guidance literature:

With dmap; In tetrahydrofuran; for 24h; Inert atmosphere;

DOI:10.1002/adfm.201200940

Reference yield: 60.0%

3,6-dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione + di-tert-butyl dicarbonate (24424-99-5) → 1,4-dioxo-3,6-di(thiophene-2-yl)pyrrolo[3,4-c]pyrrole-2,5-dicarboxylic acid di-tert-butylester (1046864-83-8)

Guidance literature:

3,6-dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione; With dmap; In tetrahydrofuran; for 1h;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

Reference yield:

thiophene-2-carbonitrile (1003-31-2) → 1,4-dioxo-3,6-di(thiophene-2-yl)pyrrolo[3,4-c]pyrrole-2,5-dicarboxylic acid di-tert-butylester (1046864-83-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / tert-Amyl alcohol / 3 h / Reflux

2: dmap / tetrahydrofuran / 15 h / 20 °C

With dmap; potassium tert-butylate; In tetrahydrofuran; tert-Amyl alcohol;

upstream raw materials:

tert-butyldicarbonate

di-tert-butyl dicarbonate

thiophene-2-carbonitrile