1-Methylthyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid Chemical Properties

Melting point:

260 °C

Boiling point:

329.6±35.0 °C(Predicted)

Density 

1.381±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

form 

solid

pka

2.75±0.20(Predicted)

Appearance

Light yellow to yellow Solid

InChI

InChI=1S/C7H7NO3/c1-8-3-2-5(7(10)11)4-6(8)9/h2-4H,1H3,(H,10,11)

InChIKey

XUKWOJNDLIOXSC-UHFFFAOYSA-N

SMILES

C1(=O)N(C)C=CC(C(O)=O)=C1

Safety Information

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933399990

1-Methylthyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid Usage And Synthesis

Synthesis

GENERAL STEPS: Methyl 1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate (1 g, 1.0 eq.) was dissolved in 25 mL of methanol and 5 mL of an aqueous solution of lithium hydroxide monohydrate (755 mg, 3.0 eq.) was added with stirring. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. An appropriate amount of water was added to the residue and the pH was adjusted to 1~3 with aqueous 3N hydrochloric acid. the resulting white solid product was collected by filtration, washed with water and dried to afford 1-methyl-2-oxo-1,2-dihydro-4-pyridinecarboxylic acid (540 mg, 60% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 13.56 (brs, 1H), 7.80 (d, J=1.2 Hz, 1H), 6.83 (d, J=1.6 Hz, 1H), 6.53 (d, J=6.8 Hz, 1H), 3.46 (s, 3H).

References

[1] Patent: WO2013/97773, 2013, A1. Location in patent: Paragraph 0229
[2] Patent: WO2007/67836, 2007, A2. Location in patent: Page/Page column 103

1-Methylthyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid(33972-97-3)Related Product Information

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