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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1688606Generated: October 27, 2026

Water → HCID 178459396, compound

https://huagongshe.com/reaction/1688606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantPropyl 3-oxocyclobutanecarboxylateHCID 67008885—
ReactantHCID 178418311HCID 178418311—
SolventAcetic AcidHCID 176—
ProductHCID 178459396HCID 17845939649.2%

Reaction Steps

To a solution (100 mL) of 1H-1,2,4-triazol-3-amine (6.7 g) and propyl 3-oxocyclobutanecarboxylate (14 g) in acetic acid was added sodium cyanoborohydride (14 g), and the mixture was stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the solvent was evaporated under reduced pressure. The obtained residue was poured into saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with a mixed solvent of ethyl acetate and isopropyl alcohol (3:1). The obtained extract was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a colorless solid (8.8 g, 49%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148383B2
Source datasetuspto-grants-2012_04
ORD IDord-99cd196cdcdd4bcdbe3955655f9f31b1
Source noteuspto-grants-2012_04