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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354993Generated: October 30, 2026

Water → 5,6-dichloro-1-{3-[4-(diphenylmethyl)-1-piperazinyl]propyl}-1,3-dihydro-2H-benzimidazol-2-one

https://huagongshe.com/reaction/354993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantUreaHCID 1176—
Reactant4,5-dichloro-N1-{3-[4-(diphenylmethyl)-1-piperazinyl]propyl}-1,2-benzenediamineHCID 53753576—
SolventChloroformHCID 6212—
Product5,6-dichloro-1-{3-[4-(diphenylmethyl)-1-piperazinyl]propyl}-1,3-dihydro-2H-benzimidazol-2-oneHCID 13105582—

Reaction Conditions

Temperature190 °C

Reaction Steps

A mixture of 4 parts of 4,5-dichloro-N1 -{3-[4-(diphenylmethyl)-1-piperazinyl]propyl}-1,2-benzenediamine and 1.5 parts of urea is stirred for 3 hours in an oil-bath at 190° C. After cooling, water and trichloromethane are added. The layers are separated and the organic phase is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from a mixture of methylbenzene and 2,2'-oxybispropane, yielding 5,6-dichloro-1-{3-[4-(diphenylmethyl)-1-piperazinyl]propyl}-1,3-dihydro-2H-benzimidazol-2-one; mp. 214.7° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04377578
Source datasetuspto-grants-1983_03
ORD IDord-4096f55f7d4d45f39be21a9a8a781a13
Source noteuspto-grants-1983_03