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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2245923Generated: November 2, 2026

Cyanogen Bromide → 5-[1-(4-Methoxyphenyl)cyclopropyl]-1,3,4-oxadiazol-2-amine

https://huagongshe.com/reaction/2245923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanogen BromideHCID 10476—
ReactantPotassium BicarbonateHCID 516893—
ReactantHCID 59216351HCID 59216351—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product5-[1-(4-Methoxyphenyl)cyclopropyl]-1,3,4-oxadiazol-2-amineHCID 5921629071.3%

Reaction Steps

Cyanogen bromide (0.424 g, 4.0 mmol) was added to an ice-cooled slurry of 1-(4-methoxyphenyl)cyclopropanecarbohydrazide (0.750 g, 3.64 mmol) and potassium bicarbonate (0.50 g, 5.0 mmol) in methanol (8 mL). The mixture was stirred at 0° C. for 1 h. the ice bath was allowed to warm slowly and stirred at RT for overnight. The reaction mixture was diluted with water (10 mL), stirred for 1 h. The precipitate was collected by filtration and washed with water, and dried on high vacuum to afford the desired product (600 mg, 71.3%). Analytical LCMS: (M+H)+=232.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07683060B2
Source datasetuspto-grants-2010_03
ORD IDord-cdc656c803d044fb865529620741d70f
Source noteuspto-grants-2010_03