1,3-Dihydro-1,1,3,3-tetramethyl-5-toluenesulfonyl-2H,5H-pyrrolo[3,4-c]pyrrol-2-yloxyl radical

Base Information

• Chemical Name: 1,3-Dihydro-1,1,3,3-tetramethyl-5-toluenesulfonyl-2H,5H-pyrrolo[3,4-c]pyrrol-2-yloxyl radical
• CAS No.: 289913-09-3
• Molecular Formula: C₁₇H₂₁N₂O₃S
• Molecular Weight: 333.431

Synonyms:1,3-Dihydro-1,1,3,3-tetramethyl-5-toluenesulfonyl-2H,5H-pyrrolo[3,4-c]pyrrol-2-yloxyl radical

Chemical Property of 1,3-Dihydro-1,1,3,3-tetramethyl-5-toluenesulfonyl-2H,5H-pyrrolo[3,4-c]pyrrol-2-yloxyl radical

Chemical Property:

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Technology Process of 1,3-Dihydro-1,1,3,3-tetramethyl-5-toluenesulfonyl-2H,5H-pyrrolo[3,4-c]pyrrol-2-yloxyl radical

There total 3 articles about 1,3-Dihydro-1,1,3,3-tetramethyl-5-toluenesulfonyl-2H,5H-pyrrolo[3,4-c]pyrrol-2-yloxyl radical 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: 14.0%

1,3,4,6-Tetrahydro-1,1,3,3-tetramethyl-5-toluenesulfonyl-2H,5H-pyrrolo[3,4-c]pyrrol-2-yloxyl radical (289913-08-2) → 1,3-Dihydro-1,1,3,3-tetramethyl-5-toluenesulfonyl-2H,5H-pyrrolo[3,4-c]pyrrol-2-yloxyl radical (289913-09-3)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 110 ℃; for 4h;

DOI:10.1055/s-2000-6280

Reference yield:

toluene-4-sulfonamide (70-55-3) → 1,3-Dihydro-1,1,3,3-tetramethyl-5-toluenesulfonyl-2H,5H-pyrrolo[3,4-c]pyrrol-2-yloxyl radical (289913-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / K₂CO₃; KOH; 18-crown-6 / dioxane / 6 h / 101 °C

2: 14 percent / DDQ / toluene / 4 h / 110 °C

With potassium hydroxide; 18-crown-6 ether; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; toluene; 1: Cyclization / 2: Oxidation;

DOI:10.1055/s-2000-6280

Reference yield:

3,4-Bis(dibromomethyl)-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxyl radical (229621-20-9) → 1,3-Dihydro-1,1,3,3-tetramethyl-5-toluenesulfonyl-2H,5H-pyrrolo[3,4-c]pyrrol-2-yloxyl radical (289913-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / K₂CO₃; KOH; 18-crown-6 / dioxane / 6 h / 101 °C

2: 14 percent / DDQ / toluene / 4 h / 110 °C

With potassium hydroxide; 18-crown-6 ether; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; toluene; 1: Cyclization / 2: Oxidation;

DOI:10.1055/s-2000-6280

upstream raw materials:

1,3,4,6-Tetrahydro-1,1,3,3-tetramethyl-5-toluenesulfonyl-2H,5H-pyrrolo[3,4-c]pyrrol-2-yloxyl radical

toluene-4-sulfonamide

3,4-Bis(dibromomethyl)-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxyl radical

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