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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 258853Generated: October 27, 2026

Sodium Carbonate → Milenperone

https://huagongshe.com/reaction/258853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(4-Fluorobenzoyl)piperidineHCID 2724440—
Reactant5-chloro-1,3-dihydro-2-oxo-2H-benzimidazole-1-propanol methanesulfonateHCID 21424816—
SolventMethyl Isobutyl KetoneHCID 7909—
ProductMilenperoneHCID 6548910%

Reaction Steps

A mixture of 5.5 parts of 3-(5-chloro-2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)propyl methanesulfonate, 3.6 parts of (4-fluorophenyl) (4-piperidinyl) methanone, 6 parts of sodium carbonate and 80 parts of 4-methyl-2-pentanone is stirred and refluxed overnight. After cooling, the reaction mixtue is filtered and the filtrate is evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and 5% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from 4-methyl-2-pentanone. The product is filtered off and recrystallized from 4-methyl-2-pentanone, yielding 0.6 parts (10%) of 5-chloro-1-{3-[4-(4-fluorobenzoyl)-1-piperidinyl] propyl} -1,3-dihydro-2H-benzimidazol-2-one; mp. 163.7° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04035369
Source datasetuspto-grants-1977_07
ORD IDord-4cc7d476fa38487f8e40dec50a64eece
Source noteuspto-grants-1977_07