Methyl iodide → HCID 22274384, Verbindung

HRID 1064429

Reaktionsgleichung

Reaktionsgleichung von HRID 1064429
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[Cl:11])[NH:7][C:6](=[O:12])[C:5]2=[O:13].[H-].[Na+].[H][H].I[CH3:19]>CN(C=O)C.C(O)(=O)C.O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[Cl:11])[N:7]([CH3:19])[C:6](=[O:12])[C:5]2=[O:13]

Komponenten

8

Edukt 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 110093415,6-dichloro-1H-indole-2,3-dioneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 22274384HCID 22274384, VerbindungAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 5,6-dichloroisatin (0,15 g; 0.7 mmol) in anhydrous DMF (5 ml) was added sodium hydride (40 mg, 60% dispersion in mineral oil). When the evolution of hydrogen had ceased iodomethane (0.1 ml) was added and the mixture was stirred for 20 min. at ambient temperature. Water (15 ml) and glacial acetic acid (0.1 ml) were added and the product was filtered off, washed with water and dried to yield 5,6-dichloro-1-methylisatin (0.13 g, 81%). The following compounds were prepared analogously: 4,5-dichloro-1-methylisatin (2b) from 4,5-dichloroisatin, and 6,7-dichloro-1-methylisatin from 6,7-dichloroisatin.

Aufarbeitung

  1. additionwas added
  2. filtrationthe product was filtered off
  3. washwashed with water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2dd4f14ba8ea4157b63e9421531775bc
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06969729B2

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