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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880670Generated: November 4, 2026

Sodium hydride → HCID 59570303, compound

https://huagongshe.com/reaction/1880670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantCyclopropanecarbonyl chlorideHCID 77637—
ReactantHCID 178517507HCID 178517507—
SolventDimethylformamideHCID 6228—
ProductHCID 59570303HCID 5957030330.9%

Reaction Steps

Into 2 ml of N,N-dimethylformamide was suspended 0.04 g of sodium hydride (60% oily), and 0.2 g of 3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one was added at 0° C. After stirring for 10 minutes, 0.12 g of cyclopropanecarbonyl chloride was added, and the mixture was stirred at 50° C. for 4 hours. Thereafter, the reaction solution was poured into an aqueous saturated ammonium chloride solution, followed by extraction with ethyl acetate 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 0.08 g of 4-cyclopropanecarbonyl-3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one (present compound (4)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318776B2
Source datasetuspto-grants-2012_11
ORD IDord-b3b74e0ee86b4a55a3e85d43f6f810e3
Source noteuspto-grants-2012_11