| Identification | Back Directory | [Name]
5-BROMO-1-METHYL-2(1H)-PYRIDINONE | [CAS]
81971-39-3 | [Synonyms]
5-bromo-1-methylpyridone
5-BroMo-1-Methylpyridin-2...
5-Bromo-1-methyl-pyridin-2-one
5-Bromo-1-methyl-2(1H)-pyridone
5-BROMO-1-METHYL-2(1H)-PYRIDINONE
5-BroMo-1-Methyl-1H-pyridin-2-one
5-Bromo-1-methylpyridin-2(1H)-one
5-bromo-1-methyl-1,2-dihydropyridin-2-one
3-Bromo-1-methyl-6-oxo-1,6-dihydropyridine | [Molecular Formula]
C6H6BrNO | [MDL Number]
MFCD09972188 | [MOL File]
81971-39-3.mol | [Molecular Weight]
188.03 |
| Chemical Properties | Back Directory | [Melting point ]
62-63℃ | [Boiling point ]
258℃ | [density ]
1.664 | [Fp ]
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 |
| Hazard Information | Back Directory | [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 |
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