Methyl iodide → 3-Methyl-1-[methyl(propan-2-yl)carbamoyl]-1H-imidazol-3-ium iodide

HRID 1621994Notes

Reaction equation

[CH:1]([N:4]([CH3:12])[C:5]([N:7]1[CH:11]=[CH:10][N:9]=[CH:8]1)=[O:6])([CH3:3])[CH3:2].[C:13](#N)C.[I:16]C>>[I-:16].[CH:1]([N:4]([CH3:12])[C:5]([N:7]1[CH:11]=[CH:10][N+:9]([CH3:13])=[CH:8]1)=[O:6])([CH3:3])[CH3:2]

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 6342Acetonitrile

HCID 66611115N-isopropyl-N-methyl-1H-imidazole-1-carboxamide

Product 1

HCID 431454203-Methyl-1-[methyl(propan-2-yl)carbamoyl]-1H-imidazol-3-ium iodide

Procedure

To a 50 mL round-bottomed flask was added N-isopropyl-N-methyl-1H-imidazole-1-carboxamide (0.550 g, 3.29 mmol), acetonitrile (29 mL, 3.29 mmol), iodomethane (0.817 mL, 13.16 mmol). The resulting solution was stirred at room temperature overnight. The solvent was removed under vacuum to afford 1-(isopropyl(methyl)carbamoyl)3-methyl-1H-imidazol-3-ium iodide.

Workup

customThe solvent was removed under vacuum

Sources & evidence

ORD record: ord-be8ae914ed0646e48b5e98073a57cea1
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772480B2

Reaction notes

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