5-BROMO-1-METHYL-2(1H)-PYRIDINONE Chemical Properties

Melting point:

62-63℃

Boiling point:

258℃

Density 

1.664

Flash point:

110℃

storage temp. 

Inert atmosphere,Room Temperature

form 

powder to crystal

pka

-0.41±0.62(Predicted)

color 

White to Yellow to Orange

InChI

InChI=1S/C6H6BrNO/c1-8-4-5(7)2-3-6(8)9/h2-4H,1H3

InChIKey

HHVFVHIUOMMWRN-UHFFFAOYSA-N

SMILES

C1(=O)N(C)C=C(Br)C=C1

Safety Information

HS Code 

2933399990

5-BROMO-1-METHYL-2(1H)-PYRIDINONE Usage And Synthesis

Synthesis

5-Bromopyridin-2(1H)-one (8.6 g, 0.05 mol) was dissolved in THF (120 mL) at 0 °C and slowly added to a suspension of NaH (4.8 g, 0.2 mol) in THF (10 mL). The reaction mixture was stirred at 0 °C for 1 hour. Subsequently, iodomethane (35.5 g, 0.25 mol) was added dropwise to the mixture and stirring was continued for 3 hours at room temperature. After completion of the reaction, the reaction was quenched with saturated aqueous NH4Cl solution. The organic phase was separated and concentrated to give the crude product. The crude product was purified by column chromatography to afford 5-bromo-1-methylpyridin-2(1H)-one (8.9 g, 96.78% yield).1H NMR (CDCl3): δ= 3.5 (s, 3H), 6.52 (m, 1H), 7.32 (m, 1H), 7.45 (m, 1H).

References

[1] Patent: US2010/331320, 2010, A1. Location in patent: Page/Page column 56
[2] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 14, p. 3649 - 3657
[3] Synlett, 2015, vol. 26, # 11, p. 1557 - 1562
[4] Patent: WO2013/49559, 2013, A1. Location in patent: Page/Page column 68
[5] Patent: WO2005/44195, 2005, A2. Location in patent: Page/Page column 40

5-BROMO-1-METHYL-2(1H)-PYRIDINONE(81971-39-3)Related Product Information

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