HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-[(2S)Oxiranylmethoxy]-1,3-dihydro-2H-benzimidazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl ester | HCID 146490 | — |
| Reactant | 2-Amino-3-Nitrophenol | HCID 4115495 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | 4-[(2S)Oxiranylmethoxy]-1,3-dihydro-2H-benzimidazol-2-one | HCID 10512450 | 26.3% |
Reaction Steps
A mixture of 2-amino-3-nitrophenol (12.0 g, 77.8 mmol), (S)-(+)-glycidyl 3-nitrobenzenesulfonate (20.18, 77.8 mmol) and potassium carbonate (11.8 g, 77.8 mmol) in 2-butanone (100 mL) was heated at reflux for 18 hours essentially as described for Procedure A. The residue was purified by flash chromatography on silica gel Merck-60 (eluant: 2:1 hexane-diethyl ether) to yield the title compound (4.30 g, 20.46 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06537994B2 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-284f87a35e954f4d8cd2fadfb607a5e2 |
| Source note | uspto-grants-2003_03 |