HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycidol → 6-(2-Oxiranylmethoxy)[1,2,4]triazolo[4,3-b]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycidol | HCID 11164 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-Chloro-[1,2,4]triazolo[4,3-b]pyridazine | HCID 313624 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-(2-Oxiranylmethoxy)[1,2,4]triazolo[4,3-b]pyridazine | HCID 23000316 | 32.8% |
Reaction Steps
12.0 g of 2-oxiranylmethanol and 2.50 g of 6-chloro[1,2,4]triazolo[4,3-b]pyridazine were dissolved in 40 ml of N,N-dimethylformamide; under ice cooling, 713 mg of 60% oily sodium hydride was added, followed by stirring at room temperature for 30 minutes. After cold saline was added, the reaction mixture was extracted with ethyl acetate-tetrahydrofuran (1:1) and dried over magnesium sulfate. After concentration under reduced pressure, the residue was subjected to silica gel column chromatography and eluted with ethyl acetate-methanol (10:1). The desired fraction was collected and concentrated under reduced pressure; the precipitated crystal was washed with diethyl ether and dried to yield 1.02 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06610694B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-8957a2a462814b4bae3c9e5dff4a92b5 |
| Source note | uspto-grants-2003_08 |