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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45157Generated: October 29, 2026

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

https://huagongshe.com/reaction/45157

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 numberUS08541432B2
Source datasetuspto-grants-2013_09
ORD IDord-3977ce71efee440385264c98363f3da1
Source noteuspto-grants-2013_09