3,8-Dichloro-6-phenanthridinol

Base Information

• Chemical Name: 3,8-Dichloro-6-phenanthridinol
• CAS No.: 22771-43-3
• Molecular Formula: C₁₃H₇Cl₂NO
• Molecular Weight: 264.111
• NSC Number: 100819
• DSSTox Substance ID: DTXSID70177314
• Nikkaji Number: J1.562.581C
• Wikidata: Q83047640
• Pharos Ligand ID: FT6YDQLT8Z7P
• ChEMBL ID: CHEMBL298450
• Mol file: 22771-43-3.mol

Synonyms:3,8-Dichloro-6-phenanthridinol;22771-43-3;NSC100819;NSC 100819;CHEMBL298450;3,8-Dichloro-5H-phenanthridin-6-one;NCIOpen2_006842;SCHEMBL9384092;3,8-dichlorophenanthridin-6-ol;DTXSID70177314;ULVYYNCKNGTVHX-UHFFFAOYSA-N;3,8-dichloro-6(5H)phenanthridinone;BDBM50101121;NSC-100819

Chemical Property of 3,8-Dichloro-6-phenanthridinol

Chemical Property:

• Vapor Pressure: 5.99E-05mmHg at 25°C
• Boiling Point: 345.8°Cat760mmHg
• Flash Point: 163°C
• Density: 1.447g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 262.9904692
• Heavy Atom Count: 17
• Complexity: 323

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C(=O)NC3=C2C=CC(=C3)Cl

Technology Process of 3,8-Dichloro-6-phenanthridinol

There total 1 articles about 3,8-Dichloro-6-phenanthridinol 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:

2,7-dichlorofluorenone (6297-11-6) → 3,8-dichloro-5H-phenanthridin-6-one (22771-43-3)

Guidance literature:

With sodium azide; sulfuric acid; at 25 ℃; for 3h;

DOI:10.1016/S0960-894X(01)00281-5

Reference yield:

3,8-dichloro-5H-phenanthridin-6-one (22771-43-3) → 3,8-Dichloro-5-{3-[4-(2-chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-5H-phenanthridin-6-one (125030-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) t-BuOK / 1.) DMF, 10 min, 2.) RT, 30 min

2: 46 percent / PPh₃, CuI, Et₃N, palladium acetate / dimethylformamide / 72 h / Ambient temperature

With copper(l) iodide; potassium tert-butylate; palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide;

DOI:10.1021/jm00107a048

upstream raw materials:

2,7-dichlorofluorenone

Downstream raw materials:

3,8-Dichloro-5-{3-[4-(2-chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-5H-phenanthridin-6-one