Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450306Generated: October 27, 2026

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

https://huagongshe.com/reaction/450306

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 numberUS08486954B2
Source datasetuspto-grants-2013_07
ORD IDord-54414dc2e29d4c5e829064fee508088a
Source noteuspto-grants-2013_07