2,6-diphenyl-3a,4,8,8a-tetrahydro-pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone

Base Information

• Chemical Name: 2,6-diphenyl-3a,4,8,8a-tetrahydro-pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone
• CAS No.: 945561-49-9
• Molecular Formula: C₂₂H₁₆N₂O₄
• Molecular Weight: 372.38

Synonyms:2,6-diphenyl-3a,4,8,8a-tetrahydro-pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone

Chemical Property of 2,6-diphenyl-3a,4,8,8a-tetrahydro-pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 2,6-diphenyl-3a,4,8,8a-tetrahydro-pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone

There total 6 articles about 2,6-diphenyl-3a,4,8,8a-tetrahydro-pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone 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: 59.0%

2,2-dioxo-5-phenyl-2,3-dihydro-1H-2λ6-thieno[3,4-c]pyrrole-4,6-dione (945561-48-8) + N-phenyl-maleimide (941-69-5) → 2,6-diphenyl-3a,4,8,8a-tetrahydro-pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone (945561-49-9)

Guidance literature:

In xylene; at 210 ℃; for 48h;

DOI:10.1002/hc.20249

Reference yield:

2,2,4,4-tetrahydrothiophene-3,4-dicarboxylic acid anhydride (75532-25-1) → 2,6-diphenyl-3a,4,8,8a-tetrahydro-pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone (945561-49-9)

Guidance literature:

Multi-step reaction with 4 steps

1: CHCl₃ / 0.5 h / 45 °C

2: 1.86 g / NaOAc; acetic anhydride / 0.5 h / 100 °C

3: 67 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 3 h / 20 °C

4: 59 percent / xylene / 48 h / 210 °C

With sodium acetate; acetic anhydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; chloroform; xylene; 4: Diels-Alder reaction;

DOI:10.1002/hc.20249

Reference yield:

5-phenyl-1,3-dihydro-thieno[3,4-c]pyrrole-4,6-dione (945561-47-7) → 2,6-diphenyl-3a,4,8,8a-tetrahydro-pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone (945561-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 3 h / 20 °C

2: 59 percent / xylene / 48 h / 210 °C

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; xylene; 2: Diels-Alder reaction;

DOI:10.1002/hc.20249

upstream raw materials:

2,2-dioxo-5-phenyl-2,3-dihydro-1H-2λ⁶-thieno[3,4-c]pyrrole-4,6-dione

N-phenyl-maleimide

5-phenyl-1,3-dihydro-thieno[3,4-c]pyrrole-4,6-dione

2,2,4,4-tetrahydrothiophene-3,4-dicarboxylic acid anhydride

Downstream raw materials:

2,6-diphenyl-pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone

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