HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Propionate → HCID 22437348, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Propionate | HCID 7749 | — |
| Reactant | Ethyl propiolate | HCID 12182 | — |
| Reactant | HCID 12437393 | HCID 12437393 | — |
| Solvent | P-Xylene | HCID 7809 | — |
| Product | HCID 12437461 | HCID 12437461 | 32% |
| Product | HCID 22437348 | HCID 22437348 | 40% |
Reaction Steps
A solution of 5-(2-fluorophenyl)[1,3,4]oxathiazolin-2-one (1.97 g, 10 mmol) and ethyl propiolate (1.96 g, 20 mmol) in p-xylene is heated at reflux temperature for 48 h, treated with a further portion of ethyl propionate, heated at reflux temperature for another 48 h, and distilled to remove the solvent. The resultant residue is purified by flash column chromatography (silica gel, toluene) to give ethyl 3-(2-fluorophenyl)isothiazole-5-carboxylate (1.0 g, 40%) as yellow crystals, mp 53°-54° C., plus ethyl 3-(2-fluorophenyl)isothiazole-4-carboxylate (0.8 g, 32%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05780393 |
| Source dataset | uspto-grants-1998_07 |
| ORD ID | ord-139f916791d0425cbb3b0ecfd9e8a8cb |
| Source note | uspto-grants-1998_07 |