Benzo[b]phenanthridin-5(6h)-one

Base Information

• Chemical Name: Benzo[b]phenanthridin-5(6h)-one
• CAS No.: 2178-32-7
• Molecular Formula: C17H11NO
• Molecular Weight: 245.27500
• Hs Code.: 2933990090
• NSC Number: 113070
• DSSTox Substance ID: DTXSID50297004
• Nikkaji Number: J80.418E
• Wikidata: Q82037899
• Mol file: 2178-32-7.mol

Synonyms:benzo[b]phenanthridin-5(6h)-one;2178-32-7;NSC113070;DTXSID50297004;NSC-113070

Chemical Property of Benzo[b]phenanthridin-5(6h)-one

Chemical Property:

• Vapor Pressure: 6.71E-06mmHg at 25°C
• Boiling Point: 377.5oC at 760 mmHg
• Flash Point: 227.6oC
• PSA: 32.86000
• Density: 1.272g/cm3
• LogP: 3.83450
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 245.084063974
• Heavy Atom Count: 19
• Complexity: 366

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C3C(=CC2=C1)C4=CC=CC=C4C(=O)N3

Technology Process of Benzo[b]phenanthridin-5(6h)-one

There total 6 articles about Benzo[b]phenanthridin-5(6h)-one 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: 88.0%

6a,7,12,12a-tetrahydro-7,12-epoxybenzo[b]phenanthridin-5(6H)-one → benzo[b]phenanthridin-5(6H)-one (2178-32-7)

Guidance literature:

With methanesulfonic acid; In chloroform; at 70 ℃; for 4h; Schlenk technique;

DOI:10.1002/ejoc.201700029

Reference yield: 76.0%

o-iodo-methyl-benzoic acid (610-97-9) + 2-acetylaminonaphthalene (581-97-5) → benzo[b]phenanthridin-5(6H)-one (2178-32-7)

Guidance literature:

With silver(I) acetate; palladium diacetate; trifluoroacetic acid; at 120 ℃; for 24h; Sealed tube; Inert atmosphere; Schlenk technique;

DOI:10.1055/s-0035-1561856

Reference yield:

naphthalen-2-ylamine (91-59-8) → benzo[b]phenanthridin-5(6H)-one (2178-32-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 20 °C / Inert atmosphere

2: palladium diacetate; silver(I) acetate; trifluoroacetic acid / 24 h / 120 °C / Sealed tube; Inert atmosphere; Schlenk technique

With silver(I) acetate; palladium diacetate; trifluoroacetic acid; In dichloromethane;

DOI:10.1055/s-0035-1561856

upstream raw materials:

o-iodo-methyl-benzoic acid

2-acetylaminonaphthalene

naphthalen-2-ylamine

N-methoxybenzamide