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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887652Generated: October 30, 2026

Chlorosuccinimide → (4-Chloro-5-cyclopropyl-isoxazol-3-yl)-carbamic acid phenyl ester

https://huagongshe.com/reaction/1887652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant(5-Cyclopropyl-isoxazol-3-yl)-carbamic acid phenyl esterHCID 59394551—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product(4-Chloro-5-cyclopropyl-isoxazol-3-yl)-carbamic acid phenyl esterHCID 59394659—

Reaction Conditions

Temperature79 °C

Reaction Steps

(5-Cyclopropyl-isoxazol-3-yl)-carbamic acid phenyl ester (0.25 g, 1.024 mmol) is dissolved in AcOH (7.31 mL) and NCS (0.205 g, 1.53 mmol) is added and the reaction is heated to 79° C. for 2 hours. The reaction is cooled to room temperature and diluted with water and ethyl acetate. The organic layer is washed with 500 mL of water to remove the acid. The organic layer is dried (sodium sulfate) and concentrated to an oil (352 mg) to obtain the title compound that is used without further purification. MS (ESI) m/z 279.00 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501756B2
Source datasetuspto-grants-2013_08
ORD IDord-5092c2ae9cf8489a8db03f8aaf6efb41
Source noteuspto-grants-2013_08