6,9-bis{[2-(pyrrolidin-1-yl)ethyl]amino}benzo[g]isoquinoline-5,10-dione

Base Information

• Chemical Name: 6,9-bis{[2-(pyrrolidin-1-yl)ethyl]amino}benzo[g]isoquinoline-5,10-dione
• CAS No.: 144510-91-8
• Molecular Formula: C₂₅H₃₁N₅O₂
• Molecular Weight: 433.553
• Mol file: 144510-91-8.mol

Synonyms:BBR 2809

Chemical Property of 6,9-bis{[2-(pyrrolidin-1-yl)ethyl]amino}benzo[g]isoquinoline-5,10-dione

Chemical Property:

• Vapor Pressure: 4.07E-18mmHg at 25°C
• Boiling Point: 675.7°C at 760 mmHg
• Flash Point: 362.4°C
• Density: 1.291g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6,9-bis{[2-(pyrrolidin-1-yl)ethyl]amino}benzo[g]isoquinoline-5,10-dione

There total 3 articles about 6,9-bis{[2-(pyrrolidin-1-yl)ethyl]amino}benzo[g]isoquinoline-5,10-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: 73.0%

1-(2-aminoethyl)pyrrolidine (7154-73-6) + 6,9-difluorobenzoisoquinoline-5,10-dione (144511-13-7) → 6,9-bis<(2-pyrrolidinoethyl)amino>benzoisoquinoline-5,10-dione (144510-91-8)

Guidance literature:

In pyridine; for 49h; Ambient temperature;

DOI:10.1021/jm00032a018

Reference yield:

cinchomeronic anhydride (4664-08-8) → 6,9-bis<(2-pyrrolidinoethyl)amino>benzoisoquinoline-5,10-dione (144510-91-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) AlCl₃, 2.) f.H₂SO₄ / 1.) reflux, 22 h, 2.) from 135 to 140 deg C, 3 h

2: 73 percent / pyridine / 49 h / Ambient temperature

With aluminium trichloride; sulfuric acid; In pyridine;

DOI:10.1021/jm00032a018

Reference yield:

3,4-pyridinecarboxylic acid (490-11-9) → 6,9-bis<(2-pyrrolidinoethyl)amino>benzoisoquinoline-5,10-dione (144510-91-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / acetic anhydride / 2 h / Heating

2: 1.) AlCl₃, 2.) f.H₂SO₄ / 1.) reflux, 22 h, 2.) from 135 to 140 deg C, 3 h

3: 73 percent / pyridine / 49 h / Ambient temperature

With aluminium trichloride; sulfuric acid; acetic anhydride; In pyridine;

DOI:10.1021/jm00032a018

upstream raw materials:

1-(2-aminoethyl)pyrrolidine

6,9-difluorobenzoisoquinoline-5,10-dione

cinchomeronic anhydride

3,4-pyridinecarboxylic acid

Refernces