6-Phenyl-2-pyridone

Base Information

• Chemical Name: 6-Phenyl-2-pyridone
• CAS No.: 19006-82-7
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• Hs Code.: 2933399090
• European Community (EC) Number: 242-740-9
• UNII: 5H7X2M5BA4
• DSSTox Substance ID: DTXSID40172472
• Nikkaji Number: J102.358F
• Wikidata: Q83042581
• ChEMBL ID: CHEMBL1730128
• Mol file: 19006-82-7.mol

Synonyms:6-Phenyl-2-pyridone;19006-82-7;6-phenylpyridin-2(1h)-one;2-Hydroxy-6-phenylpyridine;2(1H)-Pyridinone, 6-phenyl-;6-Phenyl-1H-pyridin-2-one;6-Phenyl-2-pyridinone;5H7X2M5BA4;2(1H)-Pyridone, 6-phenyl-;EINECS 242-740-9;2(1H)-Pyridinone,6-phenyl-;6-phenyl pyridone;6-phenylpyridin-2-ol;6-Phenyl-2-pyridinol;ChemDiv2_003339;6-hydroxy-2-phenylpyridine;UNII-5H7X2M5BA4;Oprea1_572957;Oprea1_742008;6-Phenyl-2(1H)-pyridinone;MLS000077324;SCHEMBL1028576;CHEMBL1730128;6-Phenyl-2(1H)-pyridinone #;DTXSID40172472;HMS1378H17;HMS2378P03;6-phenyl-1,2-dihydropyridin-2-one;MFCD00059760;AKOS000513746;AKOS015866959;FS-2549;SB52731;2-hydroxy-6-phenylpyridine, AldrichCPR;6-Phenyl-2(1H)-pyridinone, AldrichCPR;SMR000001308;CS-0205234;EU-0066750;FT-0767429;P0948;A880432

Chemical Property of 6-Phenyl-2-pyridone

Chemical Property:

• Melting Point: 197 °C
• Boiling Point: 417.1 °C at 760 mmHg
• Flash Point: 246.1 °C
• PSA: 32.86000
• Density: 1.158 g/cm³
• LogP: 2.04190
• Storage Temp.: Room temperature.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 171.068413911
• Heavy Atom Count: 13
• Complexity: 259

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Phenylpyridin-2(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC(=O)N2
• Uses: 6-Phenylpyridin-2(1H)-one is used as a reactant in the preparation of phenylaminopyrimidinones and its derivatives as orally active nonpeptidic inhibitors of human neutrophil elastase.

Technology Process of 6-Phenyl-2-pyridone

There total 27 articles about 6-Phenyl-2-pyridone 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: 90.0%

C18H15NO (1644057-93-1) → 6-phenyl-2-pyridone (19006-82-7)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; ethyl acetate; at 20 ℃;

DOI:10.1055/s-0034-1378331

Reference yield: 85.0%

2-methoxy-6-phenylpyridine (35070-08-7) → 6-phenyl-2-pyridone (19006-82-7)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In acetonitrile; at 80 ℃; for 1.5h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1055/s-0034-1378331

Reference yield: 77.0%

6-phenyl-2H-[1,2'-bipyridin]-2-one → 6-phenyl-2-pyridone (19006-82-7)

Guidance literature:

6-phenyl-2H-[1,2'-bipyridin]-2-one; With methyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 24h; Inert atmosphere; Schlenk technique;

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 6h;

DOI:10.1021/acs.orglett.6b01762

upstream raw materials:

6-phenyl-2-hydroxypyridine-3-carboxylic acid

5-oxo-5-phenylpentanenitrile

ammonium acetate

Methyl 4-benzoylbutanoate

Downstream raw materials:

2-phenylpyridine

2-chloro-6-phenyl-pyridine

Refernces

• 1、 Miura, Wataru,Hirano, Koji,Miura, Masahiro. "Rhodium-Catalyzed C6-Selective C-H Borylation of 2-Pyridones". . p. 3742 - 3745. Retrieved 2016.
• 2、 Chantarojsiri, Teera,Kittikool, Tanakorn,Phakdeeyothin, Kunita,Yotphan, Sirilata. "Manganese-Promoted Regioselective Direct C3-Phosphinoylation of 2-Pyridones". supporting information. p. 3071 - 3078. Retrieved 2021/07/22.