HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → 4-Azidomethyl-5-methyl-2-(4-trifluoromethyl-phenyl)-oxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 2-(4-Trifluoromethylphenyl)-4-chloromethyl-5-methyloxazole | HCID 10236333 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Azidomethyl-5-methyl-2-(4-trifluoromethyl-phenyl)-oxazole | HCID 58765728 | 85.4% |
Reaction Steps
To a solution of 4-chloromethyl-5-methyl-2-(4-trifluoromethyl-phenyl)-oxazole (2.4 g, 8.71 mmol) in methanol (13 mL) is added sodium azide (1.13 g, 17.4 mmol) in water (10 mL). The mixture is heated to reflux for 3 hrs, cooled to room temperature, majority of the methanol is evaporated, the residue is extracted with ethyl acetate, dried, concentrated and column chromatography on silica gel yields the title compound (2.10 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528160B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-c29db1e74c7a48538010181563f09c67 |
| Source note | uspto-grants-2009_05 |