Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 59980711 | HCID 59980711 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69331922 | HCID 69331922 | — |
Reaction Steps
Under nitrogen atmosphere, 6-(phenylethynyl)-3(2H)-pyridazinone (15.54 g) was added to a suspension of NaH (60% in oil suspension) (3.33 g) in DMF (90 ml) and the mixture was stirred at 50-55° C. for 30 minutes. Under ice-cooling, iodoethane (6.97 ml) was added to the mixture and the mixture was stirred at 50-55° C. for 3 hours. After addition of water, the reaction mixture was extracted with EtOAc, dried over MgSO4 and concentrated under reduced pressure to give a residue. The residue was subjected to column chromatography on silica gel eluting with a mixture of n-hexane and EtOAc (70:30 v/v) to give 2-ethyl-6-(phenylethynyl)-3(2H)-pyridazinone as a solid (14.06 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07265120B2 |
|---|
| Source dataset | uspto-grants-2007_09 |
|---|
| ORD ID | ord-92cc1b20fc80428facae2136472f96bf |
|---|
| Source note | uspto-grants-2007_09 |
|---|