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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413235Generated: October 27, 2026

Water → 1'-(5-iodo-1H-benzimidazol-2-yl)spiro[isobenzofuran-1,4'-piperidin]-3-one

https://huagongshe.com/reaction/413235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3H-spiro(isobenzofuran-1,4'-piperidin)-3-oneHCID 9834255—
Reactantchloro-5-iodo-1H-benzimidazoleHCID 22325322—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product1'-(5-iodo-1H-benzimidazol-2-yl)spiro[isobenzofuran-1,4'-piperidin]-3-oneHCID 178519032—

Reaction Steps

Heat a solution of 2 chloro-5-iodo-1H-benzimidazole (3.0 g, 10.7 mmol) and spiro[isobenzofuran-1,4′-piperidin]-3-one (2.63 g, 12.9 mmol) in dry NMP (15 mL) at 100° C. for 14 hours. Pour the cooled mixture into water (50 mL) and extract twice with EtOAc (50 mL). Wash the combined extracts with brine (30 mL), dry, and evaporate in vacuo. Purify by flash column chromatography (50% EtOAc-hexane) to obtain 1′-(5-iodo-1H-benzimidazol-2-yl)-spiro[isobenzofuran-1,4′-piperidin]-3-one as a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06566367B2
Source datasetuspto-grants-2003_05
ORD IDord-731be577f5434a21920bcaaf3d1a817d
Source noteuspto-grants-2003_05