Ethanol → 5-Ethyl-5-(pentan-2-yl)imidazolidine-2,4-dione

Temperatur

55 °C

To a slurry of ammonium carbonate (865 parts), sodium cyanide (180 parts) in water (1200 parts) was added 5-methyl-3-heptanone (385 parts) in ethanol (1200 parts) at ambient temperature with stirring. The reaction mixture was heated to 55° C over a period thirty minutes and maintained at 55° C for 6 hours. After cooling to ambient temperature, chloroform (1000 parts) was added and the mixture stirred for ten minutes. The reaction mixture was filtered and the filter cake washed with additional chloroform (500 parts). The organic phase was collected and the aqueous phase washed with additional chloroform (1000 parts) in two portions. The combined organic phase was evaporated to dryness yielding crude product. The resultant white solid was slurried in water (2000 parts), filtered and dried to constant weight to afford 5-sec-amyl-5-ethylhydantoin (560 parts, 94% yield, mp 151°-6° C.

1. temperaturemaintained at 55° C for 6 hours
2. temperatureAfter cooling to ambient temperature
3. stirringthe mixture stirred for ten minutes
4. filtrationThe reaction mixture was filtered
5. washthe filter cake washed with additional chloroform (500 parts)
6. customThe organic phase was collected
7. washthe aqueous phase washed with additional chloroform (1000 parts) in two portions
8. customThe combined organic phase was evaporated to dryness
9. customyielding crude product
10. filtrationfiltered
11. customdried to constant weight

ORD-Eintrag

ord-e41138945e2a4f5db2709c93228c4aba

Quelldatensatz

uspto-grants-1978_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04071477