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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2043074Generated: October 26, 2026

Cesium carbonate → 5-Chloro-2-methoxy-N-(2-(1-(3-propylthioureidosulfonyl)piperidin-4-yl)ethyl)benzamide

https://huagongshe.com/reaction/2043074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantPropyl IsothiocyanateHCID 69403—
Reactant4-(2-(5-Chloro-2-methoxybenzamido)ethyl)piperidine-1-sulfonamideHCID 12282030—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product5-Chloro-2-methoxy-N-(2-(1-(3-propylthioureidosulfonyl)piperidin-4-yl)ethyl)benzamideHCID 5966070633%

Reaction Steps

376 mg (1 mmol) of 4-(2-(5-chloro-2-methoxybenzamido)ethyl)piperidine-1-sulfonamide and 652 mg (2 mmol) of cesium carbonate were heated in 5 ml of N-methyl-2-pyrrolidone with 0.2 ml (1.8 mmol) of n-propyl isothiocyanate at 80° C. for 10 minutes. The reaction mixture was poured onto ice/2 M hydrochloric acid, and the precipitated solid was filtered off with suction and washed with water until neutral. The crude product obtained after purification by chromatography (silica gel; toluene/ethanol/ethyl acetate 8/1/1) was crystallized from ethyl acetate. 155 mg (33%) of the title compound were obtained as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586612B2
Source datasetuspto-grants-2013_11
ORD IDord-848a96a52f05480bbf711c2aae333645
Source noteuspto-grants-2013_11