1-Hydroxy-2(1H)-quinolinone

Base Information

• Chemical Name: 1-Hydroxy-2(1H)-quinolinone
• CAS No.: 58-57-1
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• NSC Number: 99343
• UNII: VV5YI415AV
• DSSTox Substance ID: DTXSID60206723
• Nikkaji Number: J113.036F,J113.037D
• Wikidata: Q83080586
• Mol file: 58-57-1.mol

Synonyms:1-hydroxyquinolin-2-one;58-57-1;1-hydroxyquinolin-2(1H)-one;1-Hydroxy-2(1H)-quinolinone;2(1H)-Quinolinone, 1-hydroxy-;Carbostyril, 1-hydroxy-;2-Quinolinol 1-oxide;2-Hydroxyquinoline 1-oxide;NSC99343;VV5YI415AV;10285-97-9;NSC-99343;oxyquinolone;NSC 99343;hydroxyquinoline N-oxide;UNII-VV5YI415AV;Oprea1_171952;SCHEMBL271495;SCHEMBL4145326;DTXSID60206723;NFNIRGPPIRJASP-UHFFFAOYSA-N;MFCD00169014;AKOS024264527;BS-29252;CS-0207308;SR-01000391351;SR-01000391351-1

Chemical Property of 1-Hydroxy-2(1H)-quinolinone

Chemical Property:

• Vapor Pressure: 0.000149mmHg at 25°C
• Boiling Point: 318.6°Cat760mmHg
• Flash Point: 146.5°C
• PSA: 42.23000
• Density: 1.412g/cm³
• LogP: 1.23880
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 225

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=O)N2O

Technology Process of 1-Hydroxy-2(1H)-quinolinone

There total 4 articles about 1-Hydroxy-2(1H)-quinolinone 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: 98.0%

1-(p-methylbenzenesulfonoyloxy)-2(1H)-quinolone (26177-05-9) → toluene-4-sulfonic acid (104-15-4) + 1-hydroxycarbostyril (58-57-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; for 2h; Product distribution; Ambient temperature;

Reference yield: 51.0%

(E)-methyl 1-oxido-2-quinolyl ketone oxime (106411-78-3) + p-toluenesulfonyl chloride (98-59-9) → 2-quinolone (59-31-4,70254-42-1,493-62-9) + 1-(p-methylbenzenesulfonoyloxy)-2(1H)-quinolone (26177-05-9) + 1-hydroxycarbostyril (58-57-1) + acetonitrile (75-05-8,26809-02-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; for 2h; Product distribution; Mechanism; Ambient temperature; different reactant ratios;

Reference yield:

(E)-methyl 1-oxido-2-quinolyl ketone oxime (106411-78-3) → 2-quinolone (59-31-4,70254-42-1,493-62-9) + 1-hydroxycarbostyril (58-57-1)

Guidance literature:

With sodium hydroxide; p-toluenesulfonyl chloride; Ambient temperature;

upstream raw materials:

ethyl 3-(2-nitrophenyl)acrylate

1-(p-methylbenzenesulfonoyloxy)-2(1H)-quinolone

(E)-methyl 1-oxido-2-quinolyl ketone oxime

p-toluenesulfonyl chloride

Downstream raw materials:

1-(benzoyloxy)-2(1H)-quinolone

2-nitrobenzenesulfonic acid

2-quinolone

toluene-4-sulfonic acid

Refernces

• 1、 Tagawa, Yoshinobu,Honjo, Noriko,Goto, Yoshinobu,Chiba, Takuo,Kato, Tetsuzo. "REACTION OF METHYL PYRIDYL AND METHYL QUINOLYL KETONE 1-OXIDE OXIMES WITH TOSYL CHLORIDE". . p. 161. Retrieved 2007/10/02.