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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2043075Generated: November 2, 2026

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

https://huagongshe.com/reaction/2043075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantIsopropyl IsothiocyanateHCID 75263—
Reactant4-(2-(5-Chloro-2-methoxybenzamido)ethyl)piperidine-1-sulfonamideHCID 12282030—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product5-Chloro-2-methoxy-N-(2-(1-(3-isopropylthioureidosulfonyl)piperidin-4-yl)ethyl)benzamideHCID 1151855660%

Reaction Steps

188 mg (0.5 mmol) of 4-(2-(5-chloro-2-methoxybenzamido)ethyl)piperidine-1-sulfonamide and 326 mg (1 mmol) of cesium carbonate were heated in 5 ml of N-methyl-2-pyrrolidone with 0.1 ml (0.9 mmol) of isopropyl isothiocyanate at 80° C. for 10 minutes. The reaction mixture was poured onto ice/2 M hydrochloric acid and extracted three times with 10 ml of dichloromethane each time. The combined organic phases were dried over sodium sulfate and filtered after addition of activated carbon. The crude product obtained after removal of the solvent was recrystallized from methanol. 142 mg (60%) 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-d9484b6b11754664b874ae0ba8078f6f
Source noteuspto-grants-2013_11