Identification | Back Directory | [Name]
METHYL 2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLATE | [CAS]
10128-91-3 | [Synonyms]
SPECS AE-508/36398048 Methyl2-hydroxynicotinate,97% 2-Hydroxy-nicotinic acid methyl ester Methyl 6-hydroxypyridin-3-carboxylate 1,2-Dihydro-3-(methoxycarbonyl)-2-oxopyridine Methyl 2-oxo-l,2-dihydropyridine-3-carboxylate METHYL 2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLATE Methyl 1,2-dihydro-2-oxopyridine-3-carboxylate 3-Pyridinecarboxylic acid, 1,2-dihydro-2-oxo-, methyl ester METHYL 2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLATE ISO 9001:2015 REACH TIANFUCHEM--10128-91-3--High purity METHYL 2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLATE in stock | [Molecular Formula]
C7H7NO3 | [MDL Number]
MFCD00661282 | [MOL File]
10128-91-3.mol | [Molecular Weight]
153.14 | [Chemical Properties]
o-Dianisidine, crystallizes dimorphically, rarely in needles, with mp 133°C , often in flakes with mp 137-138°C . It forms colorless crystals, but commercial products have a tinge of violet. It is sparingly soluble in water but soluble in alcohol, ether, and benzene. One gram of ethyl acetate dissolves 0.285 g of o-dianisidine at 73°C .

The pure compound is stable upon exposure to air, but commercial products turn violet. o-Dianisidine is resistant to water but sensitive to oxidizing agents.
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Chemical Properties | Back Directory | [Melting point ]
115-118°C | [Boiling point ]
367.6±42.0 °C(Predicted) | [density ]
1.263±0.06 g/cm3(Predicted) | [storage temp. ]
Refrigerated. | [form ]
Solid | [pka]
10.07±0.10(Predicted) | [color ]
Cream |
Hazard Information | Back Directory | [Uses]
Methyl 2-oxo-1,2-dihydro-3-pyridinecarboxylate is a crucial compound that could be used as a pharmaceutical intermediate in pharmaceutical synthesis and scientific research.
| [Synthesis]
Sulfuric acid (15 mL) and toluene (100 mL) were added to a concentrated solution of 2-hydroxynicotinic acid (50 g) in methanol (500 mL). The reaction mixture was stirred at room temperature for 28 hours before a Dean-Stark reflux device was installed and the reaction solution was neutralized with aqueous potassium carbonate, followed by evaporation of the solvent. Saturated aqueous ammonium chloride and chloroform were added to the residue, the organic layer was separated and the aqueous layer was extracted with chloroform. The organic layers were combined, dried with anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to afford methyl 2-hydroxynicotinate (46 g, 84% yield) as a white solid.1H NMR (300 MHz, CDCl3) δ: 3.92 (s, 3H), 6.45 (dd, J=7.3,6.4 Hz, 1H), 7.78 (dd, J=6.4,2.4 Hz, 1H). 8.29 (dd, J=7.3,2.4Hz, 1H). | [References]
[1] Patent: EP1477186, 2004, A1. Location in patent: Page/Page column 41 [2] Patent: EP1357111, 2003, A1. Location in patent: Page/Page column 59-60 [3] European Journal of Medicinal Chemistry, 2012, vol. 52, p. 284 - 294 [4] Patent: US2013/317059, 2013, A1. Location in patent: Paragraph 0404 [5] Patent: JP2016/124812, 2016, A. Location in patent: Paragraph 0331 |
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