Ethanolamine → 5-(3-Cyclohexene-1-yl)methylenehydantoin

Participants

Reaction Conditions

Reaction Steps

Fifty milliliters of water, 20 ml of isopropyl alcohol, 20.00 g of hydantoin, 24.22 g of 3-cyclohexene-1-carbaldehyde and 6.10 g of monoethanolamine were placed in a reactor equipped with a mechanical stirrer and a reflux condenser, the mixture was stirred in an oil bath at 120° C. while refluxing. After 3 hours of continued heating and stirring, the solution was cooled to 10° C., and the precipitated crystals were collected by filtration. These were suspended in 100 ml of a mixed solution of water and isopropyl alcohol (volumetric ratio=2:5), after which the crystals were again collected by filtration and dried under reduced pressure at 40° C. overnight, to obtain 33.45 g of 5-(3-cyclohexene-1-yl)methylenehydantoin. The yield was 87.0%. The crude crystals were recrystallized from ethanol to obtain a pure product.

Provenance & Evidence