| Identification | Back Directory | [Name]
C10H9NO3 | [CAS]
88371-24-8 | [Synonyms]
2-oxo-3,4-dihydro-1h-quinoline-7-carboxylic Acid
2-Oxo-1,2,3,4-tetrahydroquinoline-7-carboxylic acid
2-Oxo-1,2,3,4-tertrahydroquinoline-7-carboxylic acid
7-Quinolinecarboxylic acid, 1,2,3,4-tetrahydro-2-oxo- | [Molecular Formula]
C10H9NO3 | [MDL Number]
MFCD09741932 | [MOL File]
88371-24-8.mol | [Molecular Weight]
191.18 |
| Chemical Properties | Back Directory | [Melting point ]
>300 °C(Solv: methanol (67-56-1)) | [Boiling point ]
445.2±45.0 °C(Predicted) | [density ]
1.352±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
4.06±0.20(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C10H9NO3/c12-9-4-3-6-1-2-7(10(13)14)5-8(6)11-9/h1-2,5H,3-4H2,(H,11,12)(H,13,14) | [InChIKey]
VMHBVINKMWNOED-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC(C(O)=O)=C2)CCC1=O |
| Hazard Information | Back Directory | [Synthesis]
Under nitrogen protection, 4-(3-ethoxy-3-oxoprop-1-enyl)-3-nitrobenzoic acid (45) (29 g, 0.11 mol) was dissolved in 75 mL of methanol and 10% Pd-C (100 mg) was added. The mixture was subjected to a 50 psi H2 atmosphere for 12 hours of reaction. Upon completion of the reaction, the reaction mixture was filtered through a sintered funnel and the filtrate was concentrated to afford pure 2-oxo-1,2,3,4-tetrahydroquinoline-7-carboxylic acid (22) as an off-white solid (20.9 g, 96% yield).1H NMR (400 MHz, CDCl3): δ 2.44 (t, J=6.8 Hz, 2H); 2.90 (t, J=6.8 Hz 2H); 7.25 (d, J=7.6Hz, 1H); 7.44 (s, 1H); 7.47 (dd, J=7.6,1.6Hz, 1H); 10.22 (br s, 1H); 12.85 (br s, 1H).13C NMR (75MHz, CDCl3): δ24.8,30.0,115.1,123.5, 127.8,127.9,129.0,139.0,167.5,169.0. | [References]
[1] Patent: US2008/293736, 2008, A1. Location in patent: Page/Page column 32 |
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