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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 971788Generated: October 25, 2026

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

https://huagongshe.com/reaction/971788

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl Isobutyl KetoneHCID 7909—
ReactantSodium CarbonateHCID 10340—
Reactant5-Chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 104607—
Reactant2(3H)-Benzoxazolone, 3-(3-chloropropyl)-HCID 10036072—
SolventWaterHCID 962—
Product5-chloro-1-{1-[3-(2-oxo-3(2H)-benzoxazolyl)propyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-oneHCID 2038556347%

Reaction Steps

A mixture of 4.7 parts of 3-(3-chloropropyl)-2(3H)-benzoxazolone, 5 parts of 5-chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one, 6.4 parts of sodium carbonate and 200 parts of 4-methyl-2-pentanone is stirred and refluxed overnight with water-separator. After cooling, water is added and the layers are separated. The 4-methyl-2-pentanone phase is dried, filtered and evaporated. The residue is boiled in a mixture of 4-methyl-2-pentanone, 2-propanol and methanol. The whole is cooled and the product is filtered off and dried, yielding 4 parts (47%) of 5-chloro-1-{1-[3-(2-oxo-3(2H)-benzoxazolyl)propyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one; mp. 212.3° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04160836
Source datasetuspto-grants-1979_07
ORD IDord-2a0afd8717ea48aeb1d1ef6e97cf78e1
Source noteuspto-grants-1979_07