HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → 2-Methyl-1,3-benzoxazol-6-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-(2,4-Dihydroxyphenyl)ethanone oxime | HCID 135400493 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 2-Methyl-1,3-benzoxazol-6-ol | HCID 676504 | 73% |
Reaction Steps
To a cooled (5° C.) solution of (1Z)-1-(2,4-dihydroxyphenyl)ethanone oxime (9.7 g, 57.7 mmol) in acetonitrile (65 mL) and dimethylacetamide (11 mL) was added phosphorus oxychloride (5.6 mL, 60.3 mmol) drop wise. The temperature was not allowed to exceed 10° C. during the addition. After 1 hrs stirring at room temperature the yellow slurry was poured on a mixture of sodium hydrogen carbonate and ice. The resulting precipitate was filtered off and dried yielding 6.3 g (73%) the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07449475B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-e54980c59e814b719131e7402bc7f22d |
| Source note | uspto-grants-2008_11 |