9-((4-ethylphenyl)sulfonyl)-9H-carbazole

Base Information

• Chemical Name: 9-((4-ethylphenyl)sulfonyl)-9H-carbazole
• CAS No.: 1469876-05-8
• Molecular Formula: C₂₀H₁₇NO₂S
• Molecular Weight: 335.426
• Mol file: 1469876-05-8.mol

Synonyms:9-((4-ethylphenyl)sulfonyl)-9H-carbazole

Chemical Property of 9-((4-ethylphenyl)sulfonyl)-9H-carbazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-((4-ethylphenyl)sulfonyl)-9H-carbazole

There total 6 articles about 9-((4-ethylphenyl)sulfonyl)-9H-carbazole 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: 100.0%

4-ethylbenzenesulfonamide (138-38-5) + [1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate (189999-35-7) → 9-((4-ethylphenyl)sulfonyl)-9H-carbazole (1469876-05-8)

Guidance literature:

With copper diacetate; sodium carbonate; In ethylene glycol; isopropyl alcohol; at 90 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.07.029

Reference yield:

phenylboronic acid (98-80-6) → 9-((4-ethylphenyl)sulfonyl)-9H-carbazole (1469876-05-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol / 6 h / Reflux; Inert atmosphere

2.1: hydrazine hydrate / methanol / 2 h / 20 °C

3.1: hydrogenchloride; sodium nitrite / tetrahydrofuran; water / 0.33 h / Cooling with ice

3.2: 20 °C / Cooling with ice

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C

5.1: copper diacetate; sodium carbonate; ethylene glycol / isopropyl alcohol / 16 h / 85 °C / Inert atmosphere

With hydrogenchloride; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper diacetate; sodium carbonate; hydrazine hydrate; ethylene glycol; 3-chloro-benzenecarboperoxoic acid; sodium nitrite; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; isopropyl alcohol; 5.1: |Ullmann Condensation;

DOI:10.1002/adsc.201300271

Reference yield:

o-nitroiodobenzene (609-73-4) → 9-((4-ethylphenyl)sulfonyl)-9H-carbazole (1469876-05-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol / 6 h / Reflux; Inert atmosphere

2.1: hydrazine hydrate / methanol / 2 h / 20 °C

3.1: hydrogenchloride; sodium nitrite / tetrahydrofuran; water / 0.33 h / Cooling with ice

3.2: 20 °C / Cooling with ice

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C

5.1: copper diacetate; sodium carbonate; ethylene glycol / isopropyl alcohol / 16 h / 85 °C / Inert atmosphere

With hydrogenchloride; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper diacetate; sodium carbonate; hydrazine hydrate; ethylene glycol; 3-chloro-benzenecarboperoxoic acid; sodium nitrite; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; isopropyl alcohol; 5.1: |Ullmann Condensation;

DOI:10.1002/adsc.201300271

upstream raw materials:

4-ethylbenzenesulfonamide

[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate

phenylboronic acid

o-nitroiodobenzene

Refernces

• 1、 Zhu, Daqian,Liu, Qi,Luo, Bingling,Chen, Meihui,Pi, Rongbiao,Huang, Peng,Wen, Shijun. "Synthesis of carbazoles via one-pot copper-catalyzed amine insertion into cyclic diphenyleneiodoniums as a strategy to generate a drug-like chemical library". supporting information. p. 2172 - 2178. Retrieved 2013/10/01.