HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(3-Thienyl)-1,3-dioxolane → N-[[3-(1,3-dioxolan-2-yl)-2-thienyl]sulfonyl]glycine ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(3-Thienyl)-1,3-dioxolane | HCID 315630 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Reactant | 3-(1,3-dioxolan-2-yl)thiophene-2-sulfonyl Chloride | HCID 10538915 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | N-[[3-(1,3-dioxolan-2-yl)-2-thienyl]sulfonyl]glycine ethyl ester | HCID 21480494 | 61% |
Reaction Steps
A solution of 3-(1,3-dioxolan-2-yl)-thiophene-2-sulfonyl chloride, prepared from thiophene-3-carboxaldehyde ethylene acetal (13.27 g, 85.1 mmol) as described in Example 6, Step A, was combined with glycine ethyl ester hydrochloride (33.99 g, 221 mmol) and a saturated aqueous solution of sodium bicarbonate (250 mL). After stirring for 18 hr at ambient temperature, the organic layer was separated, dried (MgSO4) and evaporated to a residue which was purified by column chromatography (silica, 40% ethyl acetate/hexane) to give an oil (16.55 g, 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05538966 |
| Source dataset | uspto-grants-1996_07 |
| ORD ID | ord-f8a3d037be1946a293f886ac332b0ec8 |
| Source note | uspto-grants-1996_07 |