HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 2-Amino-4-Nitrophenol | HCID 3613389 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one | HCID 263965 | 87.3% |
Reaction Steps
The mixture of 2-amino-4-nitrophenol (5 g, 32.44 mmol) and CDI (6.3 g, 38.93 mmol) in THF (60 mL) was heated at refluxing for 16 h. Cooled to room temperature, the solvent was removed under reduced pressure, the residue was dissolved in DCM (100 mL) and poured into 2N HCl solution (200 mL) with stirring, after 30 min, collected the solid and washed with water (50 mL×2), dried in vacuo to get compound 39-1 as a yellow solid (5.1 g, yield 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09138427B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-d652cc53ca6140f2a13d3d3888c37f26 |
| Source note | uspto-grants-2015_09 |