HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → tert-butyl 2-[2-(5-oxido-1H-imidazo[4,5-c]quinolin-1yl)ethoxy]ethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | tert-butyl 2-[2-(1H-imidazo[4,5-c]quinolin-1-yl)ethoxy]ethylcarbamate | HCID 21898035 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl 2-[2-(5-oxido-1H-imidazo[4,5-c]quinolin-1yl)ethoxy]ethylcarbamate | HCID 21898032 | 84% |
Reaction Steps
A solution of tert-butyl 2-[2-(1H-imidazo[4,5-c]quinolin-1-yl)ethoxy]ethylcarbamate (5.25 g, 14.7 mmol) in 200 mL of CH2Cl2 was treated with MCPBA (77%, 3.63 g, 16.3 mmol). After stirring overnight, the reaction mixture was treated with saturated NaHCO3 solution and the layers were separated. The organic portion was washed with H2O and brine then dried over Na2SO4 and concentrated to give 4.60 g of tert-butyl 2-[2-(5-oxido-1H-imidazo[4,5-c]quinolin-1-yl)ethoxy]ethylcarbamate as a light brown foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06656938B2 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-aa248f7595384695bb31da4d16167a1c |
| Source note | uspto-grants-2003_12 |