HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 3(2H)-Pyridazinone, 2-(2-hydroxyethyl)-6-phenyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 3-Phenyl-6-pyridazone | HCID 75106 | — |
| Reactant | 6-Phenyl-3(2h)-pyridazinone potassium salt | HCID 70163258 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3(2H)-Pyridazinone, 2-(2-hydroxyethyl)-6-phenyl- | HCID 212100 | 87.9% |
Reaction Steps
A mixture of 6-phenyl-3(2H)-pyridazinone potassium salt (10 mmol) (prepared from 6-phenyl-3(2H)-pyridazinone (1.72 g; 10 mmol) and KOH in methanol (0.56 g; 10 mmol), 2-bromoethanol (12 mmol), TBAB (1.19 g; 4 mmol) and atomised KOH (11 mmol) in toluene (60 mL) was stirred at room temperature for 6 hours. The reaction mixture was filtered, the filtrate was washed successively with 5% NaOH solution, 10% HCl solution and lastly water. The organic extracts were dried over anhydrous Na2SO4 and concentrated to dryness, and the obtained residue was purified by flash chromatography (CH22Cl2MeOH 98:2), yielding the title product (1.9 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06413966B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-52c168bfac7f4e6f9a773981f24fae1b |
| Source note | uspto-grants-2002_07 |