Hydrochloric Acid → 2H,5H-Spiro[imidazolidine-4,5'-indeno[1,2-b]pyridine]-2,5-dione

HRID 485705

Reaktionsgleichung

Reaktionsgleichung von HRID 485705
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[C:7](=O)[C:8]3[C:13]([C:2]=12)=[CH:12][CH:11]=[CH:10][CH:9]=3.[C-]#N.[K+].[C:18](=[O:21])([O-])[O-].[NH4+:22].[NH4+:23].Cl.[CH2:25]([OH:27])C>O>[NH:22]1[C:25](=[O:27])[C:7]2([C:3]3[C:2](=[N:1][CH:6]=[CH:5][CH:4]=3)[C:13]3[C:8]2=[CH:9][CH:10]=[CH:11][CH:12]=3)[NH:23][C:18]1=[O:21]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 9032Potassium CyanideHCID 774895H-Indeno(1,2-b)pyridin-5-oneHCID 517111Ammonium Carbonate

Produkt 1

HCID 134913842H,5H-Spiro[imidazolidine-4,5'-indeno[1,2-b]pyridine]-2,5-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
105 °C

Versuchsvorschrift

5H-Indeno[1,2-b]pyridine-5-one (4.0 g, 22 mmol) was mixed with potassium cyanide (1.6 g, 24 mmol) and ammonium carbonate (5.3 g, 55 mmol) in 90% ethanol (75 mL) in a pressure reactor and heated at 105° C. for 40 hr. The mixture was poured into 300 mL of water, acidified with conc. HCl (pH 1), and filtered. The filtrate was neutralized and the solid which formed collected by filtration, washed with water, and dried to yield 4.5 g. This solid was crystallized from ethyl acetate to yield 3.2 g of product. (This material was no longer soluble in ethyl acetate after the first crystallization). m/e30 . 251.

Aufarbeitung

  1. filtrationfiltered
  2. customthe solid which formed
  3. filtrationcollected by filtration
  4. washwashed with water
  5. customdried
  6. customto yield 4.5 g
  7. customThis solid was crystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-d9247d14c0314030babc77b9b3c1c949
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04537892

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