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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880669Generated: October 31, 2026

Methyl iodide → HCID 59570342, compound

https://huagongshe.com/reaction/1880669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 178517507HCID 178517507—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59570342HCID 5957034281.7%

Reaction Steps

Into 3 ml of tetrahydrofuran was suspended 0.06 g of sodium hydride (60% oily), and 0.3 g of 3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one was added at 0° C. The mixture was stirred at room temperature for 10 minutes, 0.22 g of iodomethane and 1 ml of dimethylformamide were added, and the mixture was stirred at 40° C. for 3 hours. Thereafter, the reaction solution was poured into an aqueous saturated ammonium chloride solution, followed by extraction with tert-butyl=methyl=ether three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.26 g of 4-methyl-3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one (present compound (3)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318776B2
Source datasetuspto-grants-2012_11
ORD IDord-347e79e260ab4894b78f05fd36cfef9a
Source noteuspto-grants-2012_11