Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1648869Generated: October 30, 2026

Water → HCID 13151515, compound

https://huagongshe.com/reaction/1648869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 104607—
ReactantHCID 70471643HCID 70471643—
SolventDimethylformamideHCID 6228—
ProductHCID 13151515HCID 13151515—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 1.74 g of cis-2-(4-fluorophenyl)-4-(iodomethyl)tetrahydrofuran, 1.5 g of 1-(4-piperidyl)-5-chloro-benzimidazolin-2-one and 0.8 g of potassium carbonate in 20 ml of dimethylformamide is heated with stirring at 70° C. for 16 hours. The reaction mixture is then poured into water and extracted with ethyl acetate. The extract is washed with water and dried over magnesium sulfate, and the solvent is distilled off under reduced pressure. The crystalline residue is recrystallized from ethanol to give 1-[1-(cis-2-(4-fluorophenyl)-tetrahydro-4-furylmethyl)-4-piperidyl]-5-chloro-benzimidazolin-2-one as colorless prisms, melting at 207.5°-208.5° C. The corresponding maleate melts at 207° C. with decomposition.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04414216
Source datasetuspto-grants-1983_11
ORD IDord-8540e3a313dd412ba1dcecea108f3b63
Source noteuspto-grants-1983_11