1,3-bis([3-diethylamino-5-(trimethylsilylethynyl)phenyl]ethynyl)-5-nitrobenzene

Base Information

Chemical Name:1,3-bis([3-diethylamino-5-(trimethylsilylethynyl)phenyl]ethynyl)-5-nitrobenzene
CAS No.:852944-51-5
Molecular Formula:C₄₀H₄₇N₃O₂Si₂
Molecular Weight:658.003
Hs Code.:

Synonyms:1,3-bis([3-diethylamino-5-(trimethylsilylethynyl)phenyl]ethynyl)-5-nitrobenzene

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Chemical Property of 1,3-bis([3-diethylamino-5-(trimethylsilylethynyl)phenyl]ethynyl)-5-nitrobenzene

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Technology Process of 1,3-bis([3-diethylamino-5-(trimethylsilylethynyl)phenyl]ethynyl)-5-nitrobenzene

There total 8 articles about 1,3-bis([3-diethylamino-5-(trimethylsilylethynyl)phenyl]ethynyl)-5-nitrobenzene 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: 71.9%

: 852944-50-4
1,3-bis[(3-diethylamino-5-iodophenyl)ethynyl]-5-nitrobenzene

: 1066-54-2
trimethylsilylacetylene

: 852944-51-5
1,3-bis([3-diethylamino-5-(trimethylsilylethynyl)phenyl]ethynyl)-5-nitrobenzene

Guidance literature:: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethylamine; at 50 ℃; for 4h;
DOI:10.1002/ejoc.200400603

Reference yield:

: 852944-48-0
3,5-bis[(3-amino-5-diethylaminophenyl)ethynyl]nitrobenzene

: 852944-51-5
1,3-bis([3-diethylamino-5-(trimethylsilylethynyl)phenyl]ethynyl)-5-nitrobenzene

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaNO₂; aq. HCl / 0.5 h / -20 °C

1.2: 81.8 percent / KI / H₂O

2.1: 71.9 percent / Pd(PPh₃)4; CuI / diethylamine / 4 h / 50 °C

With hydrogenchloride; sodium nitrite; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethylamine; 2.1: Sonogashira coupling;
DOI:10.1002/ejoc.200400603

Reference yield:

: 10394-64-6
3-nitro-5-iodoaniline

: 852944-51-5
1,3-bis([3-diethylamino-5-(trimethylsilylethynyl)phenyl]ethynyl)-5-nitrobenzene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 72 percent / NaHCO₃ / 120 °C

2.1: 91.9 percent / SnCl₂; aq. HCl / ethanol / 35 °C

3.1: 71.9 percent / Pd(PPh₃)4; CuI / triethylamine / Heating

4.1: NaNO₂; aq. HCl / 0.5 h / -20 °C

4.2: 81.8 percent / KI / H₂O

5.1: 71.9 percent / Pd(PPh₃)4; CuI / diethylamine / 4 h / 50 °C

With hydrogenchloride; sodium hydrogencarbonate; tin(ll) chloride; sodium nitrite; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; diethylamine; triethylamine; 3.1: Sonogashira coupling / 5.1: Sonogashira coupling;
DOI:10.1002/ejoc.200400603