HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 1-(4-Methoxybenzyl)-5-bromo-4-methyl-3-nitro-2-pyridone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Reactant | 5-Bromo-2-hydroxy-4-methyl-3-nitropyridine | HCID 21706517 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(4-Methoxybenzyl)-5-bromo-4-methyl-3-nitro-2-pyridone | HCID 21706479 | 68% |
Reaction Steps
To a stirred solution of 5-bromo-4-methyl-3-nitro-2-pyridone (0.60 g, 2.5 mmol) in DMF (15 mL) was added sodium hydride (60% suspension in oil, 0.103 g). After 30 minutes, 4-methoxybenzyl chloride (0.35 mL) was added, and the mixture was stirred overnight at rt. Ethyl acetate was added and the organic phase was washed with water, dried (Na2SO4), filtered and evaporated. Chromatography of the residue over silica gel (ethyl acetate/hexane 1/1) gave 1-(4-methoxybenzyl)-5-bromo-4-methyl-3-nitro-2-pyridone (0.60 g, 1.7 mmol, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06054470 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-3f4e5e9441024e23af003f648c90ef2f |
| Source note | uspto-grants-2000_04 |