Hydrochloric Acid → 7-Amino-1-(1-piperazinyl)-naphthalene

HRID 235151Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 235151
C([NH:9][C:10]1[CH:19]=[C:18]2[C:13]([CH:14]=[CH:15][CH:16]=[C:17]2[N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[CH:12][CH:11]=1)(=O)C1C=CC=CC=1.Cl>C(O)C>[NH2:9][C:10]1[CH:19]=[C:18]2[C:13]([CH:14]=[CH:15][CH:16]=[C:17]2[N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[CH:12][CH:11]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 189675377-Benzamido-1-(1-piperazinyl)-naphthalene2×

Produkt 1

HCID 189675327-Amino-1-(1-piperazinyl)-naphthaleneAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The product of Example 11 (7-benzamido-1-(1-piperazinyl)-naphthalene, (0.063 g, 0.19 mmol) was combined with hydrochloric acid in ethanol (4 mL) and refluxed 16 hours. The reaction was concentrated at reduced pressure and the residue was neutralized with 4 N sodium hydroxide and extracted with methylene chloride. The organic phase was washed with brine, dried and concentrated to a tan solid (0.041 g). The solid was recrystallized from ethyl acetate/hexane to give 0.020 g (47%) of the title compound as light tan crystals. mp 184°-186° C. HRMS m/e calculated for C14H17N3 : 227.1419. Observed m/e 227.1405.

Aufarbeitung

  1. temperaturerefluxed 16 hours
  2. concentrationThe reaction was concentrated at reduced pressure
  3. extractionextracted with methylene chloride
  4. washThe organic phase was washed with brine
  5. customdried
  6. concentrationconcentrated to a tan solid (0.041 g)
  7. customThe solid was recrystallized from ethyl acetate/hexane

Quellen und Nachweise

ORD-Eintrag
ord-ba7fe15075624f5d973b232c3674cecf
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05597826

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