N-[(9-benzyl-1,4-dimethoxy-9H-carbazol-3-yl)methyl]-2-iodoaniline

Base Information

• Chemical Name: N-[(9-benzyl-1,4-dimethoxy-9H-carbazol-3-yl)methyl]-2-iodoaniline
• CAS No.: 1375488-03-1
• Molecular Formula: C₂₈H₂₅IN₂O₂
• Molecular Weight: 548.423
• Mol file: 1375488-03-1.mol

Synonyms:N-[(9-benzyl-1,4-dimethoxy-9H-carbazol-3-yl)methyl]-2-iodoaniline

Chemical Property of N-[(9-benzyl-1,4-dimethoxy-9H-carbazol-3-yl)methyl]-2-iodoaniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(9-benzyl-1,4-dimethoxy-9H-carbazol-3-yl)methyl]-2-iodoaniline

There total 5 articles about N-[(9-benzyl-1,4-dimethoxy-9H-carbazol-3-yl)methyl]-2-iodoaniline 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: 83.0%

2-iodophenylamine (615-43-0) + (9-benzyl-1,4-dimethoxy-9H-carbazol-3-yl)methanol (1375488-02-0) → N-[(9-benzyl-1,4-dimethoxy-9H-carbazol-3-yl)methyl]-2-iodoaniline (1375488-03-1)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; for 0.25h; Reflux; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.03.131

Reference yield:

9-benzyl-(4-benzyloxy)-1-bromo-9H-carbazole-3-carbaldehyde (1375488-00-8) → N-[(9-benzyl-1,4-dimethoxy-9H-carbazol-3-yl)methyl]-2-iodoaniline (1375488-03-1)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide / methanol; N,N-dimethyl-formamide / 10 h / 120 °C / Inert atmosphere

2: toluene-4-sulfonic acid / tetrahydrofuran / 0.25 h / Reflux; Inert atmosphere

With copper(l) iodide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2012.03.131

Reference yield:

1-bromo-4-hydroxy-9H-carbazole-3-carbaldehyde (1375487-99-2) → N-[(9-benzyl-1,4-dimethoxy-9H-carbazol-3-yl)methyl]-2-iodoaniline (1375488-03-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

1.2: 1 h / 20 °C / Inert atmosphere

2.1: copper(l) iodide / methanol; N,N-dimethyl-formamide / 10 h / 120 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / tetrahydrofuran / 0.25 h / Reflux; Inert atmosphere

With copper(l) iodide; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.tetlet.2012.03.131

upstream raw materials:

9-benzyl-(4-benzyloxy)-1-bromo-9H-carbazole-3-carbaldehyde

4-hydroxy-9H-carbazole-3-carbaldehyde

1-bromo-4-hydroxy-9H-carbazole-3-carbaldehyde

2-iodophenylamine

Downstream raw materials:

1-(12-benzyl-7,13-dimethoxy-6H,12H-5,12-diazaindeno[1,2-b]phenanthren-5-yl)-ethanone

12-benzyl-12H-5,12-diazaindeno[1,2-b]phenanthrene-7,13-dione

N-[(9-benzyl-1,4-dimethoxy-9H-carbazol-3-yl)methyl]-N-(2-iodophenyl)acetamide