HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Propanol → 6-(2,4-Difluorophenyl)-5-(6-hydrazinylpyridazin-3-yl)imidazo[2,1-b]oxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Propanol | HCID 1031 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 5-(6-Chloropyridazin-3-yl)-6-(2,4-difluorophenyl)imidazo[2,1-b]oxazole | HCID 57929866 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-(2,4-Difluorophenyl)-5-(6-hydrazinylpyridazin-3-yl)imidazo[2,1-b]oxazole | HCID 57929869 | 77.2% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a flask was added 5-(6-chloropyridazin-3-yl)-6-(2,4-difluorophenyl)imidazo[2,1-b]oxazole (4.00 g, 12.0 mmol), 1-propanol (80 mL) and hydrazine hydrate (5.89 mL, 120 mmol). The reaction mixture was heated at about 100° C. for about 20 h. The reaction mixture was cooled to ambient temperature and then diluted with DCM (100 mL). The organic layer was washed with saturated aqueous NaHCO3 (80 mL), dried with MgSO4, filtered and concentrated under reduced pressure to give the title compound (3.04 g, 77%) as a solid. LC/MS (Table 1, Method g) Rt=1.58 min; MS m/z: 329.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188083B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-3330a315e55d4007b0a0d66b6af305ea |
| Source note | uspto-grants-2012_05 |