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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21445Generated: October 25, 2026

Ethyl 2-chloro-2-(hydroxyimino)acetate → Ethyl 5-[2-chloro-4(methylsulphenyl)phenyl]-4-cyclopropylcarbonylisoxazole-3-carboxylate

https://huagongshe.com/reaction/21445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2-chloro-2-(hydroxyimino)acetateHCID 6399471—
Reactant1-[2-Chloro-4-(methylsulphenyl)phenyl]-3-cyclopropylprop-1-yn-3-oneHCID 19931769—
SolventTolueneHCID 1140—
ProductEthyl 5-[2-chloro-4(methylsulphenyl)phenyl]-4-cyclopropylcarbonylisoxazole-3-carboxylateHCID 1993178435.5%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05424276
Source datasetuspto-grants-1995_06
ORD IDord-d348c3517787435e86f08c4b1804691e
Source noteuspto-grants-1995_06