Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2273021Generated: October 30, 2026

Ethanol → 2,5,7-Triazaspiro[3.4]octane-6,8-dione

https://huagongshe.com/reaction/2273021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium CyanideHCID 9032—
ReactantAmmonium CarbonateHCID 517111—
Reactant3-Oxo-azetidine-1-carboxylic acid tert-butyl esterHCID 1519404—
SolventWaterHCID 962—
Product2,5,7-Triazaspiro[3.4]octane-6,8-dioneHCID 66600720—

Reaction Conditions

Temperature90 °C

Reaction Steps

3-Oxo-azetidine-1-carboxylic acid tert-butyl ester (1 eq.) and potassium cyanide (1.3 eq) are dissolved in ethanol before ammonium carbonate (8 eq.) in water is added. The mixture is heated to 90° C. for 19 h and monitored by LCMS. Upon completion, the solvent is removed in vacuum. The residue is diluted with water and the product filtered off. Boc-deprotection under standard conditions gives the desired hydantoine as HCl-salt ready for further modifications.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120804B2
Source datasetuspto-grants-2015_09
ORD IDord-350c788c2115403eb7d378c904a62964
Source noteuspto-grants-2015_09