HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 3-Bromo-5-chloro-1-methylpyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromo-5-chloropyridin-2-ol | HCID 2726791 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 3-Bromo-5-chloro-1-methylpyridin-2(1H)-one | HCID 22382035 | 74.6% |
Reaction Steps
A mixture of 3-bromo-5-chloro-1H-2-pyridone (930 mg, 4.46 mmol), potassium carbonate (1.25 g, 9.1 mmol) and iodomethane (2.8 mL, 45 mmol) in 10 mL of DME was heated to reflux for 18 hr. The mixture was filtered hot and concentrated. The residue was recrystallized from ethyl acetate to give 3-bromo-5-chloro-1-methyl-2-pyridone (740 mg, 74%), mp 162-163° C. HRMS (C6H5BrClNO): Obs. Mass 220.9249. Calcd. Mass 220.9243 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06916933B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-9da37b386b744036a22fd1306271d042 |
| Source note | uspto-grants-2005_07 |