5H-indeno[1,2-c]pyridin-5-one

Base Information

• Chemical Name: 5H-indeno[1,2-c]pyridin-5-one
• CAS No.: 18631-22-6
• Molecular Formula: C12H7NO
• Molecular Weight: 181.194
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50171875
• Nikkaji Number: J82.785A
• Mol file: 18631-22-6.mol

Synonyms:5H-indeno[1,2-c]pyridin-5-one;18631-22-6;indeno[1,2-c]pyridin-5-one;5H-INDENO(1,2-c)PYRIDIN-5-ONE;5-Chetoindeno(1,2-c)piridazina [Italian];5-Chetoindeno(1,2-c)piridazina;MFCD00757012;3-azafluore-none;SCHEMBL3066734;DTXSID50171875;AC2076;CS-12073;LS-81980;SY036855;FT-0747470;A926932

Chemical Property of 5H-indeno[1,2-c]pyridin-5-one

Chemical Property:

• Vapor Pressure: 2.14E-05mmHg at 25°C
• Melting Point: 129-130℃
• Refractive Index: 1.677
• Boiling Point: 361 °C at 760 mmHg
• Flash Point: 179.8 °C
• PSA: 29.96000
• Density: 1.312 g/cm³
• LogP: 2.29300
• XLogP3: 2
• 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

5H-Indeno[1,2-c]pyridin-5-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(C2=O)C=CN=C3

Technology Process of 5H-indeno[1,2-c]pyridin-5-one

There total 25 articles about 5H-indeno[1,2-c]pyridin-5-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: 94.0%

N,N-diisopropyl 2-(3-pyridyl)benzamide (103681-95-4) → 5H-indeno[1,2-c]pyridin-5-one (18631-22-6)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1016/j.tetlet.2005.12.030

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

Reference yield: 57.0%

3-azafluorene (244-42-8) → 5H-indeno[1,2-c]pyridin-5-one (18631-22-6)

Guidance literature:

With oxygen; In n-heptane; for 36h;

DOI:10.1007/BF00504113

upstream raw materials:

(2-Aminophenyl)-(pyridin-4-yl)methanone

3-azafluorene

3-phenylpyridine-4-carboxylic acid

2-(pyridin-3′-yl) benzoic acid

Downstream raw materials:

3-aza-9-hydroxy-9-fluorenylcarbonyl-L-prolyl-2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzylamide

3-Azafluorene-9-one semicarbazone

Refernces

• 1、 Prostakov, N. S.,Radzhan, P. K.,Soldatenkov, A. T.. "SYNTHESIS OF 3-AZAFLUORENE AND 2H-2-METHYLINDENOPYRIDINE". . p. 1153 - 1156. Retrieved 1980.
• 2、 Gao, Qian,Xu, Senmiao. "Palladium-catalyzed synthesis of fluoreones from bis(2-bromophenyl)methanols". supporting information. p. 208 - 212. Retrieved 2018/01/12.
• 3、 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.