ChemicalBook--->CAS DataBase List--->39497-01-3

39497-01-3

39497-01-3 Structure

39497-01-3 Structure
IdentificationBack Directory
[Name]

4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, Methyl ester
[CAS]

39497-01-3
[Synonyms]

Methyl 2-Oxo-1H-quinoline-4-carboxylate
Methyl 2-oxo-1,2-dihydroquinoline-4-carboxylate
4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, Methyl ester
[Molecular Formula]

C11H9NO3
[MDL Number]

MFCD01013783
[MOL File]

39497-01-3.mol
[Molecular Weight]

203.19
Chemical PropertiesBack Directory
[storage temp. ]

Inert atmosphere,Room Temperature
[Appearance]

White to light brown Solid
[InChI]

InChI=1S/C11H9NO3/c1-15-11(14)8-6-10(13)12-9-5-3-2-4-7(8)9/h2-6H,1H3,(H,12,13)
[InChIKey]

VVZNRIXRLYHAKG-UHFFFAOYSA-N
[SMILES]

N1C2=C(C=CC=C2)C(C(OC)=O)=CC1=O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Spectrum DetailBack Directory
[Spectrum Detail]

4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, Methyl ester(39497-01-3)MS
4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, Methyl ester(39497-01-3)1HNMR
4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, Methyl ester(39497-01-3)IR1
4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, Methyl ester(39497-01-3)IR2
Hazard InformationBack Directory
[Synthesis]

Methanol

67-56-1

2-Hydroxy-4-quinolincarboxylic acid

15733-89-8

4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo-, Methyl ester

39497-01-3

Example II Synthesis of 2-quinoline triazole derivatives: 2-hydroxyquinoline-4-carboxylic acid (500 mg, 2.65 mmol) was suspended in anhydrous methanol and concentrated sulfuric acid (96%, 40 drops) was added slowly. The reaction mixture was heated to reflux until the solution became clear. Stirring was continued under reflux conditions for 18 hours (the reaction was monitored by LC-MS until the starting material disappeared completely). Upon completion of the reaction, it was cooled to room temperature and a white precipitate was precipitated. The precipitate was collected by filtration and washed with diethyl ether to give a white solid product in 70% yield (0.38 g). The product was characterized by 1H NMR (DMSO, INOVA-400): δ 3.91 (s, 3H), 6.88 (d, 1H, J = 1.6 Hz), 7.22 (td, 1H, Jt = 7.5 Hz, 0.8 Hz), 7.35 (d, 1H, J = 8.4 Hz), 7.55 (td, 1H, Jt = 7.2 Hz).

[References]

[1] Patent: WO2012/6068, 2012, A2. Location in patent: Page/Page column 64-65
[2] Patent: WO2006/66584, 2006, A1. Location in patent: Page/Page column 19
[3] Chemistry - A European Journal, 2009, vol. 15, # 24, p. 5950 - 5955
[4] Patent: WO2007/9250, 2007, A1. Location in patent: Page/Page column 40
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