3-METHOXY-PYRIDINE-2-CARBALDEHYDE Chemical Properties

Melting point:

67-68 °C

Boiling point:

239.4±20.0 °C(Predicted)

Density 

1.159±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

form 

solid

pka

3.19±0.10(Predicted)

Appearance

Light yellow to green yellow Solid

InChI

InChI=1S/C7H7NO2/c1-10-7-3-2-4-8-6(7)5-9/h2-5H,1H3

InChIKey

GHKILJGWQPBQGL-UHFFFAOYSA-N

SMILES

C1(C=O)=NC=CC=C1OC

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-37/38-41

Safety Statements 

26-39

WGK Germany 

WGK 3

HS Code 

2933399990

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3

3-METHOXY-PYRIDINE-2-CARBALDEHYDE Usage And Synthesis

Uses

3-Methoxypyridine-2-carbaldehyde is a useful reactant and reagent for organic reactions and synthesis.

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 773, 1988 DOI: 10.1016/S0040-4039(00)80206-3

Synthesis

General procedure for the synthesis of 3-methoxypyridine-2-carbaldehyde using 3-methoxy-2-methylpyridine as starting material: selenium dioxide (478 mg, 4.30 mmol) was dissolved in dioxane (8 mL) and heated to 80 °C. Subsequently, a solution of 3-methoxy-2-methylpyridine (265 mg, 2.15 mmol) in dioxane (2 mL) was slowly added. The reaction mixture was continuously stirred at 80 °C for 18 hours. After completion of the reaction, the mixture was cooled to room temperature and filtered to remove insoluble impurities. The filtrate was concentrated under reduced pressure to remove the solvent to give the crude product. Finally, the crude product was purified by column chromatography to afford the target compound 3-methoxypyridine-2-carboxaldehyde as a yellow gel in 27% yield.

References

[1] Patent: CN103570683, 2018, B. Location in patent: Paragraph 0748; 0753; 0757; 0758

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