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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487865Generated: October 30, 2026

N-Iodosuccinimide → 5-Iodo-2-methyl-1H-imidazole-4-carbonitrile

https://huagongshe.com/reaction/1487865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-IodosuccinimideHCID 120273—
ReactantHCID 178432957HCID 178432957—
SolventAcetonitrileHCID 6342—
Product5-Iodo-2-methyl-1H-imidazole-4-carbonitrileHCID 9003041555%

Reaction Steps

Into a 25-mL round-bottom flask, was placed a mixture of 2-methyl-1H-imidazole-4-carbonitrile (compound 16.3, 50 mg, 0.47 mmol), N-iodosuccinimide (116 mg, 0.52 mmol) in ACN (5 mL). The resulting solution was heated at reflux overnight, then cooled to room temperature and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with ethyl acetate/petroleum ether (1/2) to yield 60 mg (55%) of the title compound as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428502B2
Source datasetuspto-grants-2016_08
ORD IDord-c2e7f8662d6145b2861a6a00ddf5e93d
Source noteuspto-grants-2016_08