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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354935Generated: October 25, 2026

p-Toluenesulfonic acid → 5-chloro-2-cyclohexyl-1H-benzimidazole-1-propanol

https://huagongshe.com/reaction/354935

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantCyclohexanecarboxaldehydeHCID 16275—
Reactant3-((2-Amino-4-chlorophenyl)amino)propan-1-olHCID 3017357—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product5-chloro-2-cyclohexyl-1H-benzimidazole-1-propanolHCID 13105617—

Reaction Steps

To a stirred and refluxing (water-separator) mixture of 30 parts of 3-[(2-amino-4-chlorophenyl)amino]-1-propanol and 0.1 parts of 4-methylbenzenesulfonic acid in 405 parts of methylbenzene is added dropwise a solution of 34 parts of cyclohexanecarboxaldehyde in 45 parts of methylbenzene. Upon completion, stirring is continued for one hour at reflux temperature and with water-separator. The methylbenzene is removed by evaporation in vacuo and the residue is triturated in 2,2'-oxybispropane. The product is filtered off and dried, yielding 5-chloro-2-cyclohexyl-1H-benzimidazole-1-propanol; mp. 95° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04377578
Source datasetuspto-grants-1983_03
ORD IDord-30590d6257d6436dae1ad7b710e9e999
Source noteuspto-grants-1983_03