Triethylamine → N-Phenyl-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]1,3,4-oxadiazole-2,5-diamine

HRID 4626Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 4626
C(N(CC)CC)C.[CH:8]1[CH:13]=[CH:12][C:11]([N:14]=[C:15](Cl)Cl)=[CH:10][CH:9]=1.[N:18]1([CH2:24][C:25]2[CH:26]=[C:27]([CH:37]=[CH:38][CH:39]=2)[O:28][CH2:29][CH2:30][CH2:31][NH:32][C:33]([NH:35][NH2:36])=[O:34])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>C1COCC1>[C:11]1([NH:14][C:15]2[O:34][C:33]([NH:32][CH2:31][CH2:30][CH2:29][O:28][C:27]3[CH:37]=[CH:38][CH:39]=[C:25]([CH2:24][N:18]4[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]4)[CH:26]=3)=[N:35][N:36]=2)[CH:12]=[CH:13][CH:8]=[CH:9][CH:10]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 12145Phenylimidocarbonyl chlorideHCID 13657330N-(3-{3-[(Piperidin-1-yl)methyl]phenoxy}propyl)hydrazinecarboxamide

Produkt 1

HCID 13657356N-Phenyl-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]1,3,4-oxadiazole-2,5-diamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1.4 ml (10 mmol) of triethylamine and 0.7 ml (5 mmol) of phenyl isocyanide dichloride are added to 1.5 g (5 mmol) of N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]-hydrazine carboxamide in 30 ml of THF and the mixture is stirred at room temperature until the reaction is quantitative. Solid triethylammonium chloride is filtered off, the filtrate is concentrated by evaporation under vacuum, and the solid residue is recrystallised from ethanol. The analytical values are summarized in Table II.

Aufarbeitung

  1. filtrationSolid triethylammonium chloride is filtered off
  2. concentrationthe filtrate is concentrated by evaporation under vacuum
  3. customthe solid residue is recrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-9220619335324543b39346a03e5120a5
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727081

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