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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32890Generated: October 26, 2026

Imidazole → 1-(5-Imidazol-1-yl-2-nitro-phenyl)-piperidine

https://huagongshe.com/reaction/32890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
Reactant1-(5-Chloro-2-nitrophenyl)piperidineHCID 3096079—
SolventDimethyl SulfoxideHCID 679—
Product1-(5-Imidazol-1-yl-2-nitro-phenyl)-piperidineHCID 6931024692%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 1-(5-chloro-2-nitro-phenyl)-piperidine (184 mg, 0.760 mmol, as prepared in Example 3, step (a)) and imidazole (67.8 mg, 0.99 mmol) in 3 mL of DMSO was added KOH (64 mg, 1.1 mmol). The reaction was heated to 90° C. overnight. The dark solution was poured into 40 mL of water and extracted with EtOAc (2×50 mL). The combined organic layers were washed with water (50 mL), dried (Na2SO4) and concentrated in vacuo to give 190 mg (92%) of the title compound as a yellow solid. Mass spectrum (ESI, m/z): Calcd. for C14H16N4O2, 273.1 (M+H), found 273.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427683B2
Source datasetuspto-grants-2008_09
ORD IDord-ad354599bdf04ffcb22584abdfc98fe5
Source noteuspto-grants-2008_09