HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 21706520, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Reactant | 2,3-dihydro-5-methyl-3-oxo-4-Pyridazinecarbonitrile | HCID 12376257 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21706520 | HCID 21706520 | 46.4% |
Reaction Steps
A mixture of 4-cyano-5-methyl-3-pyridazinone (P. Schmidt and J. Druey, Helvetica Chemica Acta, 37, 1467 (1954)) (0.93 g, 6.9 mmol) and NaH (50% in oil, 0.344 g, 8.6 mmol) in DMF (15 ml,) was stirred at rt for 1 hour. 4-Methoxybenzyl chloride (1.34 g, 8.6 mmol) was added, and the mixture was stirred for 16 hours. The mixture was diluted with water, and extracted with ethyl acetate. The organic phase was washed with water, dried, filtered and evaporated. Trituration of the residue with ethyl acetate gave 4-cyano-2-(4-methoxybenzyl)-5-methyl-3-pyridazinone (0.83 g, 3.2 mmol, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06268365B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-234631745b1b401287e106a59fa33cec |
| Source note | uspto-grants-2001_07 |