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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 486107Generated: October 30, 2026

Methyl iodide → HCID 54334135, compound

https://huagongshe.com/reaction/486107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 53632063HCID 53632063—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 54334135HCID 5433413569.3%

Reaction Steps

Iodomethane (1.2 mL, 19 mmols) is added to a stirred suspension of 5-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-1-methyl-2-thioxo-4-imidazolidinone (4.0 g, 12 mmols) and diisopropylethylamine (2.4 mL, 14 mmols) in ethanol (50 ml) and the mixture is stirred under an inert atmosphere at room temperature. After 18 hours the mixture is stirred in water (300 mL) for an hour and the product is filtered off, washed three times with water, and dried. Recrystallization from ethyl acetate gave the pure 5-[[3,5-Bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-1,5-dihydro-1-methyl-2-(methylthio)-4H-imidazol-4-one (3.0 g), mp 177°-179° C., retaining 0.25 equivalents of solvent of crystallization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05290800
Source datasetuspto-grants-1994_03
ORD IDord-086c69a95be14bf49699689087ac1545
Source noteuspto-grants-1994_03