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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1729794Generated: October 27, 2026

Isopropanol → 5-chloro-3-methyl-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one

https://huagongshe.com/reaction/1729794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantPotassium HydroxideHCID 14797—
Reactantethyl 4-(5-chloro-1,3-dihydro-3-methyl-2-oxo-2H-benzimidazol-1-yl)-1-piperidinecarboxylateHCID 21500268—
SolventWaterHCID 962—
Product5-chloro-3-methyl-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-oneHCID 21493443—

Reaction Steps

A mixture of 12.8 parts of ethyl 4-(5-chloro-1,3-dihydro-3-methyl-2-oxo-2H-benzimidazol-1-yl)-1-piperidinecarboxylate, 20 parts of potassium hydroxide, 128 parts of 2-propanol and 2.5 parts of water is stirred and refluxed overnight. The reaction mixture is cooled and evaporated. Water is added to the residue and the product is extracted with trichloromethane. The extract is dried, filtered and evaporated. The residue is triturated in 2,2'-oxybispropane. The product is filtered off and dried, yielding 5-chloro-1,3-dihydro-3-methyl-1-(4-piperidinyl)-2H-benzimidazol-2-one; mp. 200.9° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03989707
Source datasetuspto-grants-1976_11
ORD IDord-140f30a72b28490297b55561360531a7
Source noteuspto-grants-1976_11