2,3,6,7,10,11-hexamethoxy-4,8,12-tri(4-bromophenyl)-1,5,9-triazocoronene

Base Information

• Chemical Name: 2,3,6,7,10,11-hexamethoxy-4,8,12-tri(4-bromophenyl)-1,5,9-triazocoronene
• CAS No.: 1258425-91-0
• Molecular Formula: C₄₅H₃₀Br₃N₃O₆
• Molecular Weight: 948.462
• Mol file: 1258425-91-0.mol

Synonyms:2,3,6,7,10,11-hexamethoxy-4,8,12-tri(4-bromophenyl)-1,5,9-triazocoronene

Chemical Property of 2,3,6,7,10,11-hexamethoxy-4,8,12-tri(4-bromophenyl)-1,5,9-triazocoronene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,6,7,10,11-hexamethoxy-4,8,12-tri(4-bromophenyl)-1,5,9-triazocoronene

There total 4 articles about 2,3,6,7,10,11-hexamethoxy-4,8,12-tri(4-bromophenyl)-1,5,9-triazocoronene 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: 62.0%

1,5,9-triamino-2,3,6,7,10,11-hexamethoxyltriphenylene (1258425-85-2) + 4-bromo-benzaldehyde (1122-91-4) → 2,3,6,7,10,11-hexamethoxy-4,8,12-tri(4-bromophenyl)-1,5,9-triazocoronene (1258425-91-0)

Guidance literature:

1,5,9-triamino-2,3,6,7,10,11-hexamethoxyltriphenylene; 4-bromo-benzaldehyde; In dimethyl sulfoxide; at 150 ℃; for 24h; Inert atmosphere; Schlenk technique;

With air; In dimethyl sulfoxide; at 120 ℃; for 2h; Schlenk technique;

DOI:10.1002/adsc.201901433

Reference yield:

2,3,6,7,10,11-hexamethoxytriphenylene (808-57-1) → 2,3,6,7,10,11-hexamethoxy-4,8,12-tri(4-bromophenyl)-1,5,9-triazocoronene (1258425-91-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrabutylammomium bromide; silver nitrate; benzenesulfonyl chloride / dichloromethane / 72 h / 60 °C / Inert atmosphere; Schlenk technique

2.1: nickel(II) acetate tetrahydrate / tetrahydrofuran; methanol / 0.08 h / 20 °C / Inert atmosphere; Schlenk technique

2.2: 20 °C / Inert atmosphere; Schlenk technique

3.1: dimethyl sulfoxide / 24 h / 150 °C / Inert atmosphere; Schlenk technique

3.2: air / 2 h / 120 °C / Schlenk technique

With tetrabutylammomium bromide; nickel(II) acetate tetrahydrate; silver nitrate; benzenesulfonyl chloride; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1002/adsc.201901433

Reference yield:

1,2-dimethoxybenzene (91-16-7) → 2,3,6,7,10,11-hexamethoxy-4,8,12-tri(4-bromophenyl)-1,5,9-triazocoronene (1258425-91-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: iron(III) chloride; sulfuric acid / dichloromethane / 2 h / Inert atmosphere; Schlenk technique; Reflux

2.1: tetrabutylammomium bromide; silver nitrate; benzenesulfonyl chloride / dichloromethane / 72 h / 60 °C / Inert atmosphere; Schlenk technique

3.1: nickel(II) acetate tetrahydrate / tetrahydrofuran; methanol / 0.08 h / 20 °C / Inert atmosphere; Schlenk technique

3.2: 20 °C / Inert atmosphere; Schlenk technique

4.1: dimethyl sulfoxide / 24 h / 150 °C / Inert atmosphere; Schlenk technique

4.2: air / 2 h / 120 °C / Schlenk technique

With iron(III) chloride; sulfuric acid; tetrabutylammomium bromide; nickel(II) acetate tetrahydrate; silver nitrate; benzenesulfonyl chloride; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1002/adsc.201901433

upstream raw materials:

1,5,9-triamino-2,3,6,7,10,11-hexamethoxyltriphenylene

4-bromo-benzaldehyde

2,3,6,7,10,11-hexamethoxytriphenylene

1,2-dimethoxybenzene

Refernces

• 1、 Wei, Junfa,Han, Bo,Guo, Qiang,Shi, Xianying,Wang, Wenliang,Wei, Ni. "1,5,9-triazacoronenes: A family of polycyclic heteroarenes synthesized by a threefold pictet-spengler reaction". supporting information; scheme or table. p. 8209 - 8213. Retrieved 2011/02/22.