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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1704595Generated: October 25, 2026

Potassium Iodide → 5-chloro-1,3-dihydro-1-{1-[3-(2-oxo-3(2H)-benzothiazolyl)propyl]-4-piperidinyl}-2H-benzimidazol-2-one

https://huagongshe.com/reaction/1704595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantSodium CarbonateHCID 10340—
Reactant5-Chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 104607—
Reactant3-(3-bromopropyl)-2(3H)-benzothiazoloneHCID 21459927—
SolventWaterHCID 962—
SolventMethyl Isobutyl KetoneHCID 7909—
Product5-chloro-1,3-dihydro-1-{1-[3-(2-oxo-3(2H)-benzothiazolyl)propyl]-4-piperidinyl}-2H-benzimidazol-2-oneHCID 2038557231%

Reaction Steps

A mixture of 5.4 parts of 3-(3-bromopropyl)-2(3H)-benzothiazolone, 4.5 parts of 5-chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one, 5.3 parts of sodium carbonate, 0.1 parts of potassium iodide and 200 parts of 4-methyl-2-pentanone is stirred and refluxed for 3 hours with water-separator. After cooling, water is added and the layers are separated. The organic phase is dried, filtered and evaporated. The residue is crystallized from a mixture of 4-methyl-2-pentanone and 2-propanone. The product is filtered off and dried, yielding 2.5 parts (31%) of 5-chloro-1,3-dihydro-1-{1-[3-(2-oxo-3(2H)-benzothiazolyl)propyl]-4-piperidinyl}-2H-benzimidazol-2-one; mp. 184.1° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04126688
Source datasetuspto-grants-1978_11
ORD IDord-f575d179669f4f9db709e426b2f6706a
Source noteuspto-grants-1978_11