N-3-Bromopropylphthalimide → HCID 19429423, Verbindung

HRID 1078412Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1078412
[CH3:1][C:2]1[NH:3][CH:4]=[C:5]([CH3:7])[N:6]=1.[H-].[Na+].Br[CH2:11][CH2:12][CH2:13][N:14]1[C:18](=[O:19])[C:17]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:16]2[C:15]1=[O:24]>CN(C=O)C>[CH3:1][C:2]1[N:3]([CH2:11][CH2:12][CH2:13][N:14]2[C:18](=[O:19])[C:17]3=[CH:20][CH:21]=[CH:22][CH:23]=[C:16]3[C:15]2=[O:24])[CH:4]=[C:5]([CH3:7])[N:6]=1

Komponenten

5

Edukt 3

HCID 21611N-3-BromopropylphthalimideHCID 24758Sodium hydrideHCID 178430880HCID 178430880, Verbindung

Produkt 1

HCID 19429423HCID 19429423, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel3×

Versuchsvorschrift

In a similar manner to Example A, a mixture of 2,4-dimethylimidazole (24.0 g) was added to a suspension of sodium hydride (10.0 g, 60% dispersion) in DMF (300 ml). After stirring for. 1.5 hours, DMF (80 ml) was added followed by a slurry of N-(3-bromopropyl)phthalimide (63.8 g) in DMF (100 ml). The mixture was reacted and worked up as in Example A and the residue triturated with petroleum ether b.p. 60°-80° C. and then with ether. The residue was recrystallised from ethyl acetate to give N-[3-(2,4-dimethylimidazol-1-yl)propyl]phthalimide, m.p. 191°-122° C. 1H nmr indicated the presence of approximately 10% of N-[3-(2,5-dimethylimidazol-1-yl)propyl]phthalimide.

Aufarbeitung

  1. customThe mixture was reacted
  2. customthe residue triturated with petroleum ether b.p. 60°-80° C.
  3. customThe residue was recrystallised from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-e91fc5dc41284293adc83d2684c715c3
Quelldatensatz
uspto-grants-1996_08
Patentnummer
US05547972

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