HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 3-chloro-1-methyl-5-nitropyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178526838 | HCID 178526838 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-chloro-1-methyl-5-nitropyridin-2(1H)-one | HCID 86703106 | — |
Reaction Steps
To a solution of 3-chloro-2-hydroxy-5-nitropyridine [22353-38-4] (143 mmol) and K2CO3 (286 mmol) in DMF (250 mL) was added methyl iodide (215 mmol) at 0° C. and the reaction mixture was stirred at rt for 3 h. The reaction mixture was concentrated, diluted with H2O and extracted with EtOAc (2×). The combined organic layers were washed with H2O, dried (Na2SO4) and concentrated to afford the title compound as a yellow solid. tR: 2.90 min (HPLC 3); ESI-MS: tR=0.63 min, [M+H]+189/191 (LC-MS 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365576B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-07d70cd416284689b22149a1bd230695 |
| Source note | uspto-grants-2016_06 |