HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 6-(Ethylsulfonyl)-2H-1,4-benzoxazin-3(4H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | 2-Amino-4-(ethylsulphonyl)phenol | HCID 643218 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-(Ethylsulfonyl)-2H-1,4-benzoxazin-3(4H)-one | HCID 2736470 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Commercially available 4-ethylsulfonyl-2-aminophenol (4.02 g, 20 mmol) was dissolved in DMF (30 mL) and mixed with cesium carbonate (6.5 g, 20 mmol). The reaction mixture was cooled to 0° C. and bromoacetyl bromide (4.0 g, 20 mmol) in DMF (5 mL) was added dropwise. The reaction was stirred overnight at room temperature. After aqueous work up, the product was purified by silica gel chromatography with methanol/dichloromethane to give the product as an orange solid, 1.7 g (35%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07875715B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-ab440ac8d22c4fe5b2350fe463e9cdb3 |
| Source note | uspto-grants-2011_01 |