Sodium Iodide → 2-(3-(4-(5-Chloro-2-methylphenyl)piperazin-1-yl)propyl)isoindoline-1,3-dione

HRID 576505Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 576505
Br[CH2:2][CH2:3][CH2:4][N:5]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]1=[O:15].[Na+].[I-].[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([CH3:31])=[C:23]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[CH:24]=1>CC(C)=O>[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([CH3:31])=[C:23]([N:25]2[CH2:26][CH2:27][N:28]([CH2:2][CH2:3][CH2:4][N:5]3[C:13](=[O:14])[C:12]4[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=4)[C:6]3=[O:15])[CH2:29][CH2:30]2)[CH:24]=1

Komponenten

5

Edukt 3

HCID 5238Sodium IodideHCID 21611N-3-BromopropylphthalimideHCID 693767N-(5-Chloro-2-methylphenyl)piperazine

Produkt 1

HCID 585388742-(3-(4-(5-Chloro-2-methylphenyl)piperazin-1-yl)propyl)isoindoline-1,3-dioneAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 2-(3-bromopropyl)isoindoline-1,3-dione (2.68 g, 10 mmol) and NaI (20 mmol) in acetone was refluxed for 5 h, then to it was added 1-(5-chloro-2-methylphenyl)piperazine (2.11 g, 10.0 mmol). The reflux was continued for 12 h. Reaction was then cooled to room temperature, filtered through celite and concentrated. The crude product was recrystallized from acetone to give the title compound as a white solid (3.21 g, 81%).

Aufarbeitung

  1. temperaturewas refluxed for 5 h
  2. customReaction
  3. filtrationfiltered through celite
  4. concentrationconcentrated
  5. customThe crude product was recrystallized from acetone

Quellen und Nachweise

ORD-Eintrag
ord-23c411aacfc14b86ba59836a7cfc6d95
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040508B2

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