HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 2-chloro-2-(hydroxyimino)acetate → Ethyl 5-[2-chloro-4(methylsulphenyl)phenyl]-4-cyclopropylcarbonylisoxazole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 2-chloro-2-(hydroxyimino)acetate | HCID 6399471 | — |
| Reactant | 1-[2-Chloro-4-(methylsulphenyl)phenyl]-3-cyclopropylprop-1-yn-3-one | HCID 19931769 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 5-[2-chloro-4(methylsulphenyl)phenyl]-4-cyclopropylcarbonylisoxazole-3-carboxylate | HCID 19931784 | 35.5% |
Reaction Steps
A mixture of 1-[2-chloro-4-(methylsulphenyl)phenyl]-3-cyclopropylprop-1-yn-3-one (1.39g) and ethyl chloro-oximidoacetate (0.84g) in toluene was stirred and heated at reflux overnight. It was cooled and evaporated to dryness. The residue was purified by chromatography eluted with a mixture of hexane and dichloromethane, followed by ether to give ethyl 5-[2-chloro-4-(methylsulphenyl)phenyl]-4-cyclopropylcarbonylisoxazole-3-carboxylate (compound 9, 0.72g) as an orange solid, m.p. 50° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05424276 |
| Source dataset | uspto-grants-1995_06 |
| ORD ID | ord-d348c3517787435e86f08c4b1804691e |
| Source note | uspto-grants-1995_06 |