5-((3,6-bis(diphenylamino)-9H-fluoren-9-ylidene)methyl)thiophene-2-carbaldehyde

Base Information

• Chemical Name: 5-((3,6-bis(diphenylamino)-9H-fluoren-9-ylidene)methyl)thiophene-2-carbaldehyde
• CAS No.: 1621419-42-8
• Molecular Formula: C₄₃H₃₀N₂OS
• Molecular Weight: 622.79

Synonyms:5-((3,6-bis(diphenylamino)-9H-fluoren-9-ylidene)methyl)thiophene-2-carbaldehyde

Chemical Property of 5-((3,6-bis(diphenylamino)-9H-fluoren-9-ylidene)methyl)thiophene-2-carbaldehyde

Chemical Property:

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Technology Process of 5-((3,6-bis(diphenylamino)-9H-fluoren-9-ylidene)methyl)thiophene-2-carbaldehyde

There total 4 articles about 5-((3,6-bis(diphenylamino)-9H-fluoren-9-ylidene)methyl)thiophene-2-carbaldehyde 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: 95.0%

2,5-thiophenedicarboxaldehyde (932-95-6) + N3,N3,N6,N6-tetraphenyl-9H-fluorene-3,6-diamine (1621419-37-1) → 5-((3,6-bis(diphenylamino)-9H-fluoren-9-ylidene)methyl)thiophene-2-carbaldehyde (1621419-42-8)

Guidance literature:

With potassium tert-butylate; In ethanol; at 90 ℃; for 0.333333h; Inert atmosphere; Microwave irradiation;

DOI:10.1039/c4ta02161d

Reference yield:

diphenylamine (122-39-4) → 5-((3,6-bis(diphenylamino)-9H-fluoren-9-ylidene)methyl)thiophene-2-carbaldehyde (1621419-42-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium t-butanolate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tri-tert-butyl phosphine / toluene / 0.83 h / 110 °C / Inert atmosphere; Microwave irradiation

2: aluminum (III) chloride; tert-butylamine-borane / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

3: potassium tert-butylate / ethanol / 0.33 h / 90 °C / Inert atmosphere; Microwave irradiation

With aluminum (III) chloride; tri-tert-butyl phosphine; tert-butylamine-borane; potassium tert-butylate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; In ethanol; dichloromethane; toluene;

DOI:10.1039/c4ta02161d

Reference yield:

3,6-dibromofluoren-9-one (216312-73-1) → 5-((3,6-bis(diphenylamino)-9H-fluoren-9-ylidene)methyl)thiophene-2-carbaldehyde (1621419-42-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium t-butanolate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tri-tert-butyl phosphine / toluene / 0.83 h / 110 °C / Inert atmosphere; Microwave irradiation

2: aluminum (III) chloride; tert-butylamine-borane / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

3: potassium tert-butylate / ethanol / 0.33 h / 90 °C / Inert atmosphere; Microwave irradiation

With aluminum (III) chloride; tri-tert-butyl phosphine; tert-butylamine-borane; potassium tert-butylate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; In ethanol; dichloromethane; toluene;

DOI:10.1039/c4ta02161d

upstream raw materials:

diphenylamine

3,6-dibromofluoren-9-one

2,5-thiophenedicarboxaldehyde

N₃,N₃,N₆,N₆-tetraphenyl-9H-fluorene-3,6-diamine

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