5-(3'-nitro-phenyl)-2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione

Base Information

• Chemical Name: 5-(3'-nitro-phenyl)-2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione
• CAS No.: 1098129-38-4
• Molecular Formula: C₂₂H₁₉N₃O₄
• Molecular Weight: 389.411
• Mol file: 1098129-38-4.mol

Synonyms:5-(3'-nitro-phenyl)-2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione

Chemical Property of 5-(3'-nitro-phenyl)-2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(3'-nitro-phenyl)-2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione

There total 7 articles about 5-(3'-nitro-phenyl)-2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinoline-1,3(2H)-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: 57.0%

2-(2-(dimethylamino)ethyl)-5-iodo-1H-benzo[de]isoquinoline-1,3-(2H)-dione + m-nitrobenzene boronic acid (13331-27-6) → 5-(3'-nitro-phenyl)-2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione (1098129-38-4)

Guidance literature:

2-(2-(dimethylamino)ethyl)-5-iodo-1H-benzo[de]isoquinoline-1,3-(2H)-dione; m-nitrobenzene boronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; toluene; for 12h; Reflux; Inert atmosphere;

With dihydrogen peroxide; In ethanol; toluene; for 1h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.08.039

Reference yield: 40.0%

5-bromo-2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione (1098129-13-5) + m-nitrobenzene boronic acid (13331-27-6) → 5-(3'-nitro-phenyl)-2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione (1098129-38-4)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 28h; Reflux; Inert atmosphere;

DOI:10.1016/j.bmc.2010.11.055

Reference yield:

3-bromonaphthalic-1,8-anhydride (24050-49-5) → 5-(3'-nitro-phenyl)-2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione (1098129-38-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 2 h / Reflux

2: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 28 h / Reflux; Inert atmosphere

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; toluene; 2: Suzuki-Miyaura cross-coupling;

DOI:10.1016/j.bmc.2010.11.055

upstream raw materials:

5-bromo-2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinoline-1,3(2H)-dione

m-nitrobenzene boronic acid

3-bromonaphthalic-1,8-anhydride

3-nitro-1,8-naphthalic anhydride