Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Chlorophenol | HCID 4684 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-benzyl-4-chloro-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone | HCID 10199439 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21933878 | HCID 21933878 | 85.7% |
Reaction Steps
A mixture of 2-benzyl-4-chloro-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone (187 mg, 0.5 mmol), prepared in Example 78, p-chlorophenol (129 mg, 0.5 mmol) and NaH (60% oil suspension) (40 mg, 1 mmol) in THF (25 mL) was refluxed at 50° C. for 3 hours and then concentrated in vacuo. The residue was partitioned between water and ethyl acetate. The acetate layer was washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed (silica gel, 1:1 hexanes-ethyl acetate) to provide 2-benzyl-4-(4-chlorophenoxy)-5-[4-(methylsulfonyl)phenyl]-3(2H)-pyridazinone (yield: 200 mg, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07001895B2 |
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| Source dataset | uspto-grants-2006_02 |
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| ORD ID | ord-30d9c4881c034e1bb9a6e197b5ad6ecf |
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| Source note | uspto-grants-2006_02 |
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