4-methyl-N-[2-(2,4,5-trimethyl-cyclopenta-1,4-dienyl)-phenyl]-benzenesulfonamide

Base Information

• Chemical Name: 4-methyl-N-[2-(2,4,5-trimethyl-cyclopenta-1,4-dienyl)-phenyl]-benzenesulfonamide
• CAS No.: 912676-03-0
• Molecular Formula: C₂₁H₂₃NO₂S
• Molecular Weight: 353.485

Synonyms:4-methyl-N-[2-(2,4,5-trimethyl-cyclopenta-1,4-dienyl)-phenyl]-benzenesulfonamide

Chemical Property of 4-methyl-N-[2-(2,4,5-trimethyl-cyclopenta-1,4-dienyl)-phenyl]-benzenesulfonamide

Chemical Property:

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Technology Process of 4-methyl-N-[2-(2,4,5-trimethyl-cyclopenta-1,4-dienyl)-phenyl]-benzenesulfonamide

There total 4 articles about 4-methyl-N-[2-(2,4,5-trimethyl-cyclopenta-1,4-dienyl)-phenyl]-benzenesulfonamide 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%

2-(2,4,5-trimethyl-cyclopenta-1,4-dienyl)-phenylamine (912675-97-9) + p-toluenesulfonyl chloride (98-59-9) → 4-methyl-N-[2-(2,4,5-trimethyl-cyclopenta-1,4-dienyl)-phenyl]-benzenesulfonamide (912676-03-0)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1039/b605345a

Reference yield:

2-(dihydroxyboryl}-3,4-dimethyl-2-cyclopentene-1-one (887748-93-8) → 4-methyl-N-[2-(2,4,5-trimethyl-cyclopenta-1,4-dienyl)-phenyl]-benzenesulfonamide (912676-03-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 12 h / 95 °C

2: 89 percent / CeCl₃ / tetrahydrofuran; diethyl ether / 2 h / -78 °C

3: 85 percent / pyridine / CH₂Cl₂ / 12 h / 20 °C

With pyridine; cerium(III) chloride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; 1: Suzuki-coupling reaction;

DOI:10.1039/b605345a

Reference yield:

2-bromoaniline (615-36-1) → 4-methyl-N-[2-(2,4,5-trimethyl-cyclopenta-1,4-dienyl)-phenyl]-benzenesulfonamide (912676-03-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 12 h / 95 °C

2: 89 percent / CeCl₃ / tetrahydrofuran; diethyl ether / 2 h / -78 °C

3: 85 percent / pyridine / CH₂Cl₂ / 12 h / 20 °C

With pyridine; cerium(III) chloride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; 1: Suzuki-coupling reaction;

DOI:10.1039/b605345a

upstream raw materials:

2-(2,4,5-trimethyl-cyclopenta-1,4-dienyl)-phenylamine

p-toluenesulfonyl chloride

2-(dihydroxyboryl}-3,4-dimethyl-2-cyclopentene-1-one

2-(2-aminophenyl)-3,4-dimethyl-2-cyclopentene-1-one

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