HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-Methoxy-2-methyl-3(2H)-pyridazinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chloro-5-methoxy-2-methyl-2,3-dihydropyridazin-3-one | HCID 2774938 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Methoxy-2-methyl-3(2H)-pyridazinone | HCID 10749259 | 89.1% |
Reaction Steps
A solution of 3.90 g (22.34 mmol) of 4-chloro-5-methoxy-2-methyl-2H-pyridazin-3-one and 3.74 ml (2.71 g, 26.8 mmol) of triethylamine in 60 ml of ethanol was hydrogenated at atmospheric pressure over 950 mg (0.894 mmol) of 10% palladium on charcoal for 20 h at 55° C. The suspension was filtered hot and the catalyst was washed three times with 10 ml of ethanol. The filtrate was concentrated in vaccuo, and the residue was taken up in 70 ml of methylene chloride, which was washed four times with 20 ml of water, dried over magnesium sulfate and concentrated to yield 2.79 g (19.9 mmol, 89%) of the title compound as a crystalline white solid, MS: 141.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334287B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-9d99dd7745044e75b281ceaaa467c6d7 |
| Source note | uspto-grants-2012_12 |