Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1833674Generated: October 27, 2026

Methyl Isobutyl Ketone → 1-{1-[3-(1H-benzimidazol-1-yl)propyl]-4-piperidinyl}-5-chloro-1,3-dihydro-2H-benzimidazol-2-one

https://huagongshe.com/reaction/1833674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl Isobutyl KetoneHCID 7909—
ReactantSodium CarbonateHCID 10340—
Reactant5-Chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 104607—
Reactant1-(3-Chloropropyl)-1H-benzimidazoleHCID 13105517—
SolventWaterHCID 962—
Product1-{1-[3-(1H-benzimidazol-1-yl)propyl]-4-piperidinyl}-5-chloro-1,3-dihydro-2H-benzimidazol-2-oneHCID 2038557914%

Reaction Steps

A mixture of 9 parts of 1-(3-chloropropyl)-1H-benzimidazole, 10 parts of 5-chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one, 7.4 parts of sodium carbonate and 200 parts of 4-methyl-2-pentanone is stirred and refluxed overnight. The reaction mixture is cooled, water is added and the layers are separated. The organic phase is dried, filtered and evaporated. The residue is crystallized from 4-methyl-2-pentanone, yielding 2.9 parts (14%) of 1-{1-[3-(1H-benzimidazol-1-yl)propyl]-4-piperidinyl}-5-chloro-1,3-dihydro-2H-benzimidazol-2-one; mp. 224° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04066772
Source datasetuspto-grants-1978_01
ORD IDord-d75fb1de8c9d40519eb52ca8a3f58e2f
Source noteuspto-grants-1978_01