Methyl iodide → HCID 21698922, Verbindung

HRID 1597186Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1597186
[F:1][C:2]1[C:12]([N:13]2[C:21](=[O:22])[C:20]3[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=3[C:14]2=[O:23])=[C:11]([N+:24]([O-:26])=[O:25])[C:5]2[NH:6][C:7](=[O:10])[CH2:8][O:9][C:4]=2[CH:3]=1.[H-].[Na+].[CH3:29]I>CN(C)C=O>[F:1][C:2]1[C:12]([N:13]2[C:21](=[O:22])[C:20]3[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=3[C:14]2=[O:23])=[C:11]([N+:24]([O-:26])=[O:25])[C:5]2[N:6]([CH3:29])[C:7](=[O:10])[CH2:8][O:9][C:4]=2[CH:3]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 21698918HCID 21698918, Verbindung

Produkt 1

HCID 21698922HCID 21698922, VerbindungAusbeute 42,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

2-[7-Fluoro-5-nitro-2H-1,4-benzoxazine-3(4H)-on-6-yl]-4,5,6,7-tetrahydro-2H-isoindole-1,3-dione (1.3 g) was dissolved in anhydrous dimethylformamide (15 ml) and was slowly added to a stirred suspension of sodium hydride (0.11 g) in dimethylformamide (15 ml) under ice cooling. Solution was stirred for 0.5 hr followed by the addition of methyl iodide (2.03 g). After stirring for 2 hr at ambient temperature, solution was added to ice-water and product was isolated by partitioning with ethyl acetate. Purification by column chromatography on silica gel in hexane-ethyl acetate (3:1) afforded the title compound (0.58 g).

Aufarbeitung

  1. stirringAfter stirring for 2 hr at ambient temperature
  2. customproduct was isolated
  3. customby partitioning with ethyl acetate
  4. customPurification by column chromatography on silica gel in hexane-ethyl acetate (3:1)

Quellen und Nachweise

ORD-Eintrag
ord-bbc0f1b4967647df8f4fd2bf0956e5c6
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06294503B1

Notizen zur Reaktion

Wird geladen…