9H-INDENO(2,1-b)PYRIDIN-9-ONE

Base Information

• Chemical Name: 9H-INDENO(2,1-b)PYRIDIN-9-ONE
• CAS No.: 57955-12-1
• Molecular Formula: C₁₂H₇NO
• Molecular Weight: 181.194
• DSSTox Substance ID: DTXSID10206672
• Wikidata: Q83080523
• ChEMBL ID: CHEMBL1617170
• Mol file: 57955-12-1.mol

Synonyms:indeno[2,1-b]pyridin-9-one;57955-12-1;1-Azafluorenone;9H-INDENO(2,1-b)PYRIDIN-9-ONE;9H-indeno[2,1-b]pyridin-9-one;1-azafluoren-9-one;1azafluoren-9-one;Indeno[1,2-b]pyridin-9-one;SCHEMBL1899280;CHEMBL1617170;DTXSID10206672;MFCD00460431;AS-6290;NCGC00246206-01;LS-81981

Chemical Property of 9H-INDENO(2,1-b)PYRIDIN-9-ONE

Chemical Property:

• Vapor Pressure: 2.14E-05mmHg at 25°C
• Boiling Point: 361°Cat760mmHg
• Flash Point: 179.8°C
• Density: 1.312g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 181.052763847
• Heavy Atom Count: 14
• Complexity: 251

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(=C1)C3=C(C2=O)N=CC=C3

Technology Process of 9H-INDENO(2,1-b)PYRIDIN-9-ONE

There total 29 articles about 9H-INDENO(2,1-b)PYRIDIN-9-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: 80.0%

3-phenylpyridine-2-carboxylic acid (103863-15-6) → indeno[2,1-b]pyridin-9-one (57955-12-1)

Guidance literature:

With methanesulfonic acid; at 80 ℃; for 1h;

Reference yield: 70.0%

ethyl 2-(3-pyridyl)benzoate (225797-25-1) → indeno[2,1-b]pyridin-9-one (57955-12-1)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/S0040-4020(03)00761-0

Reference yield: 61.0%

2-oxo-2-(2-(pyridin-3-yl)phenyl)acetic acid → indeno[2,1-b]pyridin-9-one (57955-12-1) + 5H-indeno[1,2-c]pyridin-5-one (18631-22-6)

Guidance literature:

With sodium persulfate; In dimethyl sulfoxide; at 110 ℃; for 36h; Reagent/catalyst; Solvent; Temperature; regioselective reaction; Sealed tube;

DOI:10.1039/c7ob00077d

upstream raw materials:

1-azafluorene

1-methylindeno-1H-<2,1-b>pyridine

N-acetyl-1-azafluorenium chloride

benzoquinoline-9,10-dione

Downstream raw materials:

9-benzyl-1-azafluoren-9-ol

1-Azafluorenone tosylhydrazone

1-Azafluorenone methiodide

(RS)-9-hydroxy-9H-indeno<2,1-b>pyridine

Refernces

• 1、 Wu, Peng,Zhu, Jun,Zhang, Zhen,Dou, Dehai,Wang, Hedan,Wei, Bin,Wang, Zixing. "Nitrogen introduction of spirobifluorene to form α-, β-, γ-, and δ-aza-9,9′-spirobifluorenes: New bipolar system for efficient blue organic light-emitting diodes". . p. 185 - 191. Retrieved 2018/04/17.
• 2、 Laha, Joydev K.,Patel, Ketul V.,Dubey, Gurudutt,Jethava, Krupal P.. "Intramolecular Minisci acylation under silver-free neutral conditions for the synthesis of azafluorenones and fluorenones". . p. 2199 - 2210. Retrieved 2017/03/20.