1-(2-Hydroxyethyl)piperazine → 5-[3-(4-Methoxyphenyl)propyl]-5-[4-(2-hydroxyethyl)piperazinyl]barbituric Acid

HRID 993054Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 993054
Br[C:2]1([CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)[C:7](=[O:8])[NH:6][C:5](=[O:9])[NH:4][C:3]1=[O:10].[OH:22][CH2:23][CH2:24][N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1>C(O)C>[CH3:21][O:20][C:17]1[CH:18]=[CH:19][C:14]([CH2:13][CH2:12][CH2:11][C:2]2([N:28]3[CH2:29][CH2:30][N:25]([CH2:24][CH2:23][OH:22])[CH2:26][CH2:27]3)[C:7](=[O:8])[NH:6][C:5](=[O:9])[NH:4][C:3]2=[O:10])=[CH:15][CH:16]=1

Komponenten

4

Edukt 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 184086795-Bromo-5-[3-(4-methoxyphenyl)propyl]barbituric acid

Produkt 1

HCID 184086745-[3-(4-Methoxyphenyl)propyl]-5-[4-(2-hydroxyethyl)piperazinyl]barbituric AcidAusbeute 3,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A of 5-Bromo-5-[3-(4-Methoxyphenyl)propyl]barbituric Acid (710 mg) and N-(2-hydroxyethyl)piperazine (281 mg) in 25 ml of ethanol is refluxed for 4 hours. The solvent is evaporated under reduced pressure and the residue is partitioned between 1 N hydrochloric acid and ethyl acetate. The aqueous phase is basified to pH=6-7 and extracted with ethyl acetate. The organic phase is concentrated to dryness and the residue is crystallized from ethyl acetate to give 30 mg of the product.

Aufarbeitung

  1. customThe solvent is evaporated under reduced pressure
  2. customthe residue is partitioned between 1 N hydrochloric acid and ethyl acetate
  3. extractionextracted with ethyl acetate
  4. concentrationThe organic phase is concentrated to dryness
  5. customthe residue is crystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-06b3964bb09e48b6a4ec998ca2b1d46c
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06472396B1

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