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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2226163Generated: October 31, 2026

Dimethylhydantoin → HCID 3028675, compound

https://huagongshe.com/reaction/2226163

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylhydantoinHCID 6491—
ReactantPropargyl bromideHCID 7842—
ReactantPotassium CarbonateHCID 11430—
SolventMethyl Ethyl KetoneHCID 6569—
ProductHCID 3028675HCID 302867596.4%

Reaction Steps

To a stirred solution of 5,5-dimethylhydantoin (10 g, 78 mmole) in methyl ethyl ketone (500 mL) at room temperature was added potassium carbonate (13 g, 94.1 mmole), followed by propargyl bromide (14 g, 80% in toluene, 94.1 mmole). The reaction mixture was then refluxed for 2.5 hr. The mixture was cooled to room temperature and the solid was filtered by suction filtration. The filtrate was concentrated on a rotary evaporator to give 12.5 g (96%) of 3-(2-propynyl)-5,5-dimethylhydantoin as a yellow solid, mp=156°-160° C. An NMR spectrum showed the desired product with a purity about 95%. This intermediate was subjected to the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05346913
Source datasetuspto-grants-1994_09
ORD IDord-023363f932584fce805fe0186854a18b
Source noteuspto-grants-1994_09