Isoquino[3,4-b]phenanthridine

Base Information

• Chemical Name: Isoquino[3,4-b]phenanthridine
• CAS No.: 1630-53-1
• Molecular Formula: C₂₀H₁₂N₂
• Molecular Weight: 280.329
• NSC Number: 113085
• DSSTox Substance ID: DTXSID60297010
• Nikkaji Number: J556.501D
• Wikidata: Q82037912
• Mol file: 1630-53-1.mol

Synonyms:Isoquino[3,4-b]phenanthridine;isoquinolino[3,4-b]phenanthridine;1630-53-1;NSC113085;SCHEMBL2680789;DTXSID60297010;NSC-113085

Chemical Property of Isoquino[3,4-b]phenanthridine

Chemical Property:

• Vapor Pressure: 1.29E-11mmHg at 25°C
• Boiling Point: 550.8°Cat760mmHg
• Flash Point: 255.1°C
• Density: 1.32g/cm³
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 280.100048391
• Heavy Atom Count: 22
• Complexity: 371

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=NC3=CC4=C(C=C23)N=CC5=CC=CC=C54

Technology Process of Isoquino[3,4-b]phenanthridine

There total 6 articles about Isoquino[3,4-b]phenanthridine 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: 48.0%

N1,N4-bis(2-iodobenzyl)benzene-1,4-diamine → isoquinolino[3,4-b]phenanthridine (1630-53-1) + dibenzo[a,k][4,7]phenanthroline

Guidance literature:

N¹,N⁴-bis(2-iodobenzyl)benzene-1,4-diamine; With potassium tert-butylate; ammonia; sodium; In ethanol; dimethyl sulfoxide; for 3h; Inert atmosphere; Irradiation;

With manganese(IV) oxide; In chloroform; at 20 ℃; for 24h; Solvent; Inert atmosphere; Irradiation;

DOI:10.1039/c5ra04563k

Reference yield:

1,4-phenylenediamine (106-50-3) → isoquinolino[3,4-b]phenanthridine (1630-53-1) + dibenzo[a,k][4,7]phenanthroline

Guidance literature:

Multi-step reaction with 4 steps

1.1: 0.25 h / Reflux

2.1: sodium hydride / dimethyl sulfoxide; mineral oil / 24 h / Schlenk technique; Inert atmosphere

3.1: hydrogenchloride; sulfuric acid / ethanol; water / 24 h / Reflux

4.1: potassium tert-butylate; ammonia; sodium / dimethyl sulfoxide; ethanol / 3 h / Inert atmosphere; Irradiation

4.2: 24 h / 20 °C / Inert atmosphere; Irradiation

With hydrogenchloride; sulfuric acid; potassium tert-butylate; ammonia; sodium; sodium hydride; In ethanol; water; dimethyl sulfoxide; mineral oil;

DOI:10.1039/c5ra04563k

Reference yield:

N,N'-diacetyl-1,4-phenylenediamine (140-50-1) → isoquinolino[3,4-b]phenanthridine (1630-53-1) + dibenzo[a,k][4,7]phenanthroline

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / dimethyl sulfoxide; mineral oil / 24 h / Schlenk technique; Inert atmosphere

2.1: hydrogenchloride; sulfuric acid / ethanol; water / 24 h / Reflux

3.1: potassium tert-butylate; ammonia; sodium / dimethyl sulfoxide; ethanol / 3 h / Inert atmosphere; Irradiation

3.2: 24 h / 20 °C / Inert atmosphere; Irradiation

With hydrogenchloride; sulfuric acid; potassium tert-butylate; ammonia; sodium; sodium hydride; In ethanol; water; dimethyl sulfoxide; mineral oil;

DOI:10.1039/c5ra04563k

upstream raw materials:

1,4-phenylenediamine

N,N'-diacetyl-1,4-phenylenediamine

2-(chloromethyl)iodobenzene

Refernces