4-(m-toluidino)-1-azido-2-(3-hydroxy-3-methylbut-1-ynyl)anthracene-9,10-dione

Base Information

Chemical Name:4-(m-toluidino)-1-azido-2-(3-hydroxy-3-methylbut-1-ynyl)anthracene-9,10-dione
CAS No.:1338810-25-5
Molecular Formula:C₂₆H₂₀N₄O₃
Molecular Weight:436.47
Hs Code.:

Synonyms:4-(m-toluidino)-1-azido-2-(3-hydroxy-3-methylbut-1-ynyl)anthracene-9,10-dione

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Chemical Property of 4-(m-toluidino)-1-azido-2-(3-hydroxy-3-methylbut-1-ynyl)anthracene-9,10-dione

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Technology Process of 4-(m-toluidino)-1-azido-2-(3-hydroxy-3-methylbut-1-ynyl)anthracene-9,10-dione

There total 3 articles about 4-(m-toluidino)-1-azido-2-(3-hydroxy-3-methylbut-1-ynyl)anthracene-9,10-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: 87.0%

: 1338810-20-0
4-(m-toluidino)-1-amino-2-(3-hydroxy-3-methylbut-1-ynyl)anthracene-9,10-dione

: 1338810-25-5
4-(m-toluidino)-1-azido-2-(3-hydroxy-3-methylbut-1-ynyl)anthracene-9,10-dione

Guidance literature:: 4-(m-toluidino)-1-amino-2-(3-hydroxy-3-methylbut-1-ynyl)anthracene-9,10-dione; With n-Amyl nitrite; In acetic acid; at 20 ℃; for 0.5h;

With sodium azide; In water; acetic acid; at 20 ℃; for 2h;
DOI:10.1021/jo2014214

Reference yield:

: 76382-25-7
1-amino-2-bromo-4-m-toluidino-anthraquinone

: 1338810-25-5
4-(m-toluidino)-1-azido-2-(3-hydroxy-3-methylbut-1-ynyl)anthracene-9,10-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine / 2 h / 75 °C / Inert atmosphere

2.1: n-Amyl nitrite / acetic acid / 0.5 h / 20 °C

2.2: 2 h / 20 °C

With pyridine; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; n-Amyl nitrite; triethylamine; In acetic acid; 1.1: Sonogashira cross-coupling;
DOI:10.1021/jo2014214

Reference yield:

: 115-19-5
2-methyl-but-3-yn-2-ol

: 1338810-25-5
4-(m-toluidino)-1-azido-2-(3-hydroxy-3-methylbut-1-ynyl)anthracene-9,10-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine / 2 h / 75 °C / Inert atmosphere

2.1: n-Amyl nitrite / acetic acid / 0.5 h / 20 °C

2.2: 2 h / 20 °C

With pyridine; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; n-Amyl nitrite; triethylamine; In acetic acid; 1.1: Sonogashira cross-coupling;
DOI:10.1021/jo2014214