4,7-bis((4-(dodecyloxy)phenyl)ethynyl)-5,6-dimethoxy-2,1,3-benzoxadiazole

Base Information

Chemical Name:4,7-bis((4-(dodecyloxy)phenyl)ethynyl)-5,6-dimethoxy-2,1,3-benzoxadiazole
CAS No.:1400694-85-0
Molecular Formula:C₄₈H₆₄N₂O₅
Molecular Weight:749.047
Hs Code.:

Synonyms:

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Chemical Property of 4,7-bis((4-(dodecyloxy)phenyl)ethynyl)-5,6-dimethoxy-2,1,3-benzoxadiazole

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Technology Process of 4,7-bis((4-(dodecyloxy)phenyl)ethynyl)-5,6-dimethoxy-2,1,3-benzoxadiazole

There total 4 articles about 4,7-bis((4-(dodecyloxy)phenyl)ethynyl)-5,6-dimethoxy-2,1,3-benzoxadiazole 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: 52.0%

: 1400694-90-7
4,7-dibromo-5,6-dimethoxy-2,1,3-benzoxadiazole

: 121051-42-1
1-(dodecyloxy)-4-ethynylbenzene

: 1400694-85-0
4,7-bis((4-(dodecyloxy)phenyl)ethynyl)-5,6-dimethoxy-2,1,3-benzoxadiazole

Guidance literature:: 4,7-dibromo-5,6-dimethoxy-2,1,3-benzoxadiazole; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; at 50 ℃; for 0.333333h; Inert atmosphere;

1-(dodecyloxy)-4-ethynylbenzene; With triethylamine; at 80 - 85 ℃; Inert atmosphere;
DOI:10.1016/j.dyepig.2012.06.001

Reference yield:

: 91-16-7
1,2-dimethoxybenzene

: 1400694-85-0
4,7-bis((4-(dodecyloxy)phenyl)ethynyl)-5,6-dimethoxy-2,1,3-benzoxadiazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: nitric acid / water / 3 h / 60 °C

2.1: sodium azide; tetrabutylammomium bromide / toluene / 5 h / 110 °C

2.2: 2 h / 110 °C

3.1: bromine; acetic acid / dichloromethane / 72 h / 20 °C / Darkness

4.1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; copper(l) iodide; triethylamine / 0.33 h / 50 °C / Inert atmosphere

4.2: 80 - 85 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium azide; tetrabutylammomium bromide; bromine; nitric acid; acetic acid; triethylamine; triphenylphosphine; In dichloromethane; water; toluene; 4.1: |Sonogashira Cross-Coupling / 4.2: |Sonogashira Cross-Coupling;
DOI:10.1016/j.dyepig.2012.06.001

Reference yield:

: 3395-03-7
4,5-dimethoxy-1,2-dinitrobenzene

: 1400694-85-0
4,7-bis((4-(dodecyloxy)phenyl)ethynyl)-5,6-dimethoxy-2,1,3-benzoxadiazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium azide; tetrabutylammomium bromide / toluene / 5 h / 110 °C

1.2: 2 h / 110 °C

2.1: bromine; acetic acid / dichloromethane / 72 h / 20 °C / Darkness

3.1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; copper(l) iodide; triethylamine / 0.33 h / 50 °C / Inert atmosphere

3.2: 80 - 85 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium azide; tetrabutylammomium bromide; bromine; acetic acid; triethylamine; triphenylphosphine; In dichloromethane; toluene; 3.1: |Sonogashira Cross-Coupling / 3.2: |Sonogashira Cross-Coupling;
DOI:10.1016/j.dyepig.2012.06.001