2-[4-(N,N-dimethylamino)benzylidene]-4,7-bis{[4-(N,N-dimethylamino)phenyl]ethynyl}indan-1,3-dione

Base Information

Chemical Name:2-[4-(N,N-dimethylamino)benzylidene]-4,7-bis{[4-(N,N-dimethylamino)phenyl]ethynyl}indan-1,3-dione
CAS No.:1519006-23-5
Molecular Formula:C₃₈H₃₃N₃O₂
Molecular Weight:563.699
Hs Code.:

Synonyms:2-[4-(N,N-dimethylamino)benzylidene]-4,7-bis{[4-(N,N-dimethylamino)phenyl]ethynyl}indan-1,3-dione

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Chemical Property of 2-[4-(N,N-dimethylamino)benzylidene]-4,7-bis{[4-(N,N-dimethylamino)phenyl]ethynyl}indan-1,3-dione

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Technology Process of 2-[4-(N,N-dimethylamino)benzylidene]-4,7-bis{[4-(N,N-dimethylamino)phenyl]ethynyl}indan-1,3-dione

There total 4 articles about 2-[4-(N,N-dimethylamino)benzylidene]-4,7-bis{[4-(N,N-dimethylamino)phenyl]ethynyl}indan-1,3-dione 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: 47.0%

: 1519006-17-7
2-[4-(N,N-dimethylamino)benzylidene]-4,7-diiodoindan-1,3-dione

: 17573-94-3,752235-18-0
4-ethynyl-N,N-dimethylaniline

: 1519006-23-5
2-[4-(N,N-dimethylamino)benzylidene]-4,7-bis{[4-(N,N-dimethylamino)phenyl]ethynyl}indan-1,3-dione

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 60 ℃; for 3h; Inert atmosphere;
DOI:10.1055/s-0033-1339664

Reference yield:

: 85-44-9
phthalic anhydride

: 1519006-23-5
2-[4-(N,N-dimethylamino)benzylidene]-4,7-bis{[4-(N,N-dimethylamino)phenyl]ethynyl}indan-1,3-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfuric acid; iodine / 24 h / 70 °C

2.1: triethylamine / acetic anhydride / 24 h / 25 °C

2.2: 70 - 80 °C

3.1: aluminum oxide / dichloromethane / 3 h / 25 °C

4.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 3 h / 60 °C / Inert atmosphere

With aluminum oxide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sulfuric acid; iodine; triethylamine; In tetrahydrofuran; dichloromethane; acetic anhydride; 3.1: |Knoevenagel Condensation / 4.1: |Sonogashira Cross-Coupling;
DOI:10.1055/s-0033-1339664

Reference yield:

: 35046-80-1
3,6-diiodophthalanhydride

: 1519006-23-5
2-[4-(N,N-dimethylamino)benzylidene]-4,7-bis{[4-(N,N-dimethylamino)phenyl]ethynyl}indan-1,3-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / acetic anhydride / 24 h / 25 °C

1.2: 70 - 80 °C

2.1: aluminum oxide / dichloromethane / 3 h / 25 °C

3.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 3 h / 60 °C / Inert atmosphere

With aluminum oxide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; dichloromethane; acetic anhydride; 2.1: |Knoevenagel Condensation / 3.1: |Sonogashira Cross-Coupling;
DOI:10.1055/s-0033-1339664