5,5-Diphenylhydantoin → HCID 20840385, Verbindung

HRID 435814Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 435814
[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[NH:11][C:10](=[O:12])[NH:9][C:8]2=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na].[C:21]1([N:27]2[CH2:32][CH2:31][N:30]([CH2:33][CH2:34][CH2:35]Cl)[CH2:29][CH2:28]2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[C:37]([OH:44])(=[O:43])/[CH:38]=[CH:39]\[C:40]([OH:42])=[O:41]>C(O)C>[C:37]([OH:44])(=[O:43])/[CH:38]=[CH:39]\[C:40]([OH:42])=[O:41].[C:21]1([N:27]2[CH2:28][CH2:29][N:30]([CH2:33][CH2:34][CH2:35][N:9]3[C:8](=[O:13])[C:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)([C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=4)[NH:11][C:10]3=[O:12])[CH2:31][CH2:32]2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Komponenten

6

Edukt 4

HCID 17755,5-DiphenylhydantoinHCID 139197Piperazine, 1-(3-chloropropyl)-4-phenyl-HCID 444266Maleic AcidHCID 5360545Sodium

Produkt 1

HCID 20840385HCID 20840385, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

5,5-diphenylhydantoin, 25.2 g (0.1 mole), was added to a solution of 2.3 g (0.1 mole) of sodium in 300 ml of anhydrous ethanol and the suspension was heated under reflux for half an hour. 4-phenyl-1-(3-chloropropyl)piperazine, (23.9 g, 0.1 mole) slowly was added to the suspension and the mixture was heated under reflux with stirring for 16 hours. The solvent was removed in vacuo, the concentrate was suspended in water, and the free base was extracted with chloroform. The dried extracts were concentrated in vacuo to an oil. The oil was dissolved in hot methanol and 14 g (0.12 mole) of maleic acid was added. The hot solution was filtered and the filtrate was cooled. The resulting solid was collected and recrystallized from an aqueous-methanol solution.

Aufarbeitung

  1. temperaturethe suspension was heated
  2. temperatureunder reflux for half an hour
  3. temperaturethe mixture was heated
  4. temperatureunder reflux
  5. customThe solvent was removed in vacuo
  6. extractionthe free base was extracted with chloroform
  7. concentrationThe dried extracts were concentrated in vacuo to an oil
  8. dissolutionThe oil was dissolved in hot methanol
  9. filtrationThe hot solution was filtered
  10. temperaturethe filtrate was cooled
  11. customThe resulting solid was collected
  12. customrecrystallized from an aqueous-methanol solution

Quellen und Nachweise

ORD-Eintrag
ord-997cd7f8f9264eb8baca15a98a71c87f
Quelldatensatz
uspto-grants-1977_02
Patentnummer
US04006232

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