Hydrochloric Acid → HCID 22163783, Verbindung

HRID 1087821

Reaktionsgleichung

Reaktionsgleichung von HRID 1087821
[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].[NH2:13][CH2:14][CH2:15][N:16]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.[C:23]1([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[ClH:35]>O1CCCC1>[ClH:35].[N:16]1([CH2:15][CH2:14][NH:13][C:1]([N:32]2[CH2:33][CH2:34][N:29]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:30][CH2:31]2)=[O:2])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

Komponenten

6

Edukt 4

HCID 313Hydrochloric Acid2×HCID 70961-PhenylpiperazineHCID 40002Hexahydro-1H-azepine-1-ethanamineHCID 682631,1'-Carbonyldiimidazole

Produkt 1

HCID 22163783HCID 22163783, VerbindungAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel3×

Versuchsvorschrift

To a solution of 5.0 g (0.03 mole) of 1,1'-carbonyldiimidazole in 75 ml of tetrahydrofuran (THF) was added a solution of 4.0 g (0.028 mole) of N-(2-aminoethyl)homopiperidine in 75 ml of THF, and the reaction mixture was stirred at ambient temperature for 1.5 hr. A solution of 5.0 g (0.03 mole) of 1-phenylpiperazine in 50 ml of THF was added, and the reaction mixture was heated at reflux for 20 hr. The solution was concentrated under reduced pressure, and the residue was dissolved in 150 ml of benzene. The solution was washed thrice with 50 ml portions of water and once with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give an oil, which was converted to the hydrochloride with ethereal hydrogen chloride. The collected solid was recrystallized from 2-propanol to yield 6.7 g (53%) of title compound as a white solid, m.p. 190°-193° C.

Aufarbeitung

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 20 hr
  3. concentrationThe solution was concentrated under reduced pressure
  4. dissolutionthe residue was dissolved in 150 ml of benzene
  5. washThe solution was washed thrice with 50 ml portions of water
  6. dry with materialonce with brine, dried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customto give an oil, which
  9. customThe collected solid was recrystallized from 2-propanol

Quellen und Nachweise

ORD-Eintrag
ord-eaebc368edf44efda0dd3b466f1baedd
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04960776

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