HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Mercaptoethanol → 2-(7-Methoxy-quinoxalin-2-ylsulfanyl)-ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Mercaptoethanol | HCID 1567 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-7-methoxyquinoxaline | HCID 12686415 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 2-(7-Methoxy-quinoxalin-2-ylsulfanyl)-ethanol | HCID 66746258 | 99% |
Reaction Steps
2-Mercaptoethanol (2.5 g, 32.06 mmol, 1.2 eq) is added at room temperature to a stirred solution of 2-chloro-7-methoxy-quinoxaline (5.2 g, 26.72 mmol, 1.0 eq) in N,N-dimethylformamide (160 mL), followed by potassium carbonate (7.4 g, 53.44 mol, 2.0 eq). After 15 hours stirring at room temperature, solvent is evaporated and the residue is extracted with ethyl acetate (3×150 mL) and water (100 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to give a crude product that is purified by column chromatography (silica gel, eluent: ethyl acetate:hexane, 1:2, v/v) to afford 2-(7-methoxy-quinoxalin-2-ylsulfanyl)-ethanol as a pale yellow solid (6.22 g, 99% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716280B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-3fb749eee5e94620b0b5c2a69e436239 |
| Source note | uspto-grants-2014_05 |