Hydrochloric Acid → Spiro[cyclohexa(b)furan-4,4'-imidazolidine]-2', 5'-dione

HRID 25963

Reaktionsgleichung

Reaktionsgleichung von HRID 25963
[O:1]1[CH2:5][CH:4]=[C:3]2[C:6](=O)[CH:7]=[CH:8][CH:9]=[C:2]12.[C-:11]#[N:12].[K+].[C:14](=[O:17])([O-])[O-].[NH4+:18].[NH4+].Cl.[OH2:21]>C(O)C>[NH:12]1[C:11](=[O:21])[C:6]2([C:3]3[C:2]([O:1][CH2:5][CH:4]=3)=[CH:9][CH:8]=[CH:7]2)[NH:18][C:14]1=[O:17]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 9032Potassium CyanideHCID 517111Ammonium CarbonateHCID 21326097Cyclohexa(b)furan-4-one

Produkt 1

HCID 70547195Spiro[cyclohexa(b)furan-4,4'-imidazolidine]-2', 5'-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2.7 g of cyclohexa(b)furan-4-one (Bull. Soc. Chim. Fr., 1967, 2796), 1.95 g of potassium cyanide and 9.6 g of powdered ammonium carbonate were heated with 40 ml of 95% aqueous ethanol at 110°-120° C. in a steel bomb for 16 hours. The reaction mixture was cooled, diluted with 200 ml of water, and acidified with 12 N hydrochloric acid. The precipitated product was isolated by filtration and recrystallized from ethanol to give 1.73 g of spiro[cyclohexa(b)furan-4,4'-imidazolidine]-2', 5'-dione, mp 245°-248° C.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. customThe precipitated product was isolated by filtration
  3. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-da22df0d8761434b9bbdfb30e3940d12
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04147797

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