HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Nitrobenzaldehyde → 5-(4-Nitrophenyl)-1,3-oxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Nitrobenzaldehyde | HCID 541 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tosylmethyl isocyanide | HCID 161915 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(4-Nitrophenyl)-1,3-oxazole | HCID 2737068 | 95.3% |
Reaction Steps
A mixture of 4-nitro benzaldehyde (500 mg, 3.31 mmol), tosylmethyl isocyanide (640 mg, 3.31 mmol) and potassium carbonate (1.37 g, 9.9 mmol) were heated to reflux in methanol (10 ml) for 2 hr. Evaporation of the solvent yielded a residue, which was diluted with water and extracted into ethyl acetate. The organic layer was washed with water and brine, dried and concentrated under reduced pressure to yield 5-(4-nitro-phenyl)-oxazole (600 mg, 95%) as solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08486962B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-1c1b219113ff4d88a12cfe50bc156ee1 |
| Source note | uspto-grants-2013_07 |