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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 726462Generated: October 27, 2026

Ethanol → 4-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-2,5-imidazolinedione

https://huagongshe.com/reaction/726462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CyanideHCID 8929—
ReactantAmmonium CarbonateHCID 517111—
Reactant5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-2-naphthalenecarbaldehydeHCID 10420887—
SolventWaterHCID 962—
Product4-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-2,5-imidazolinedioneHCID 70273505—

Reaction Conditions

Temperature50 °C

Reaction Steps

21.6 g (0.1 mol) of 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthaldehyde and 350 ml of ethanol were introduced into a three-necked flask. A solution of 14.7 g (0.3 mol) of sodium cyanide and 38.4 g (0.4 mol) of ammonium carbonate in 350 ml of water was added and the mixture was heated at 50° C. for 6 hours. The reaction medium was concentrated to 300 ml by evaporation under reduced pressure and then extracted with ethyl ether. The organic phase was decanted off, washed with water, dried over magnesium sulfate and evaporated. 24.9 g (87%) of the intended compound of melting point 213°-214° C. were recovered.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05709867
Source datasetuspto-grants-1998_01
ORD IDord-4af91d2dbea547929961febd59c201cf
Source noteuspto-grants-1998_01