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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1856565Generated: October 30, 2026

Cyclohexanone → HCID 12891708, compound

https://huagongshe.com/reaction/1856565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanoneHCID 7967—
ReactantThiopheneHCID 8030—
Reactant1-(Phenylmethyl)-N-4-piperidinyl-1H-benzimidazol-2-amineHCID 3018630—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventAcetic AcidHCID 176—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
ProductHCID 12891708HCID 1289170838.5%

Reaction Steps

To 1 part of a solution of 2 parts of thiophene in 40 parts of ethanol, are added 2 parts of cyclohexanone, 3 parts of 1-(phenylmethyl)-N-(4-piperidinyl)-1H-benzimidazol-2-amine, 1 part of acetic acid and 120 parts of methanol. The whole is hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off over Hyflo and the filtrate is evaporated. The residue is taken up in water and the whole is alkalized with sodium hydroxide. The product is extracted with tetrahydrofuran. The extract is dried, filtered and evaporated. The residue is crystallized from a mixture of 2,2'-oxybispropane and 2-propanol, yielding 1.5 parts (38.5%) of N-(1-cyclohexyl-4-piperidinyl)-1-(phenylmethyl)-1H-benzimidazol-2-amine; amine; mp. 143° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04219559
Source datasetuspto-grants-1980_08
ORD IDord-7f40527dac904606af7dd3a43c643084
Source noteuspto-grants-1980_08