HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → 6-Methyl-5-(methyloxy)-1,3-benzoxazol-2(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 2-Amino-4-methoxy-5-methylphenol | HCID 13076758 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-Methyl-5-(methyloxy)-1,3-benzoxazol-2(3H)-one | HCID 57418666 | 98.2% |
Reaction Steps
To a solution of 2-amino-5-methyl-4-(methyloxy)phenol (1.54 g, 10 mmol) in THF (60 mL) was added carbodiimidazole (1.94 g, 12 mmol). The reaction mixture was stirred for 3 hours at room temperature, concentrated, diluted with EtOAc (100 mL), washed with 1N HCl, H2O, brine, and dried (Na2SO4). The solvent was removed via rotovap to give the title compound (1.76 g, 98%) as a white solid. MS (ES) m/e 180 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07749998B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-812da07e70064f6b93c9dead3abc0f84 |
| Source note | uspto-grants-2010_07 |