Hydrochloric Acid → 1-Methyl-4,6-dichloroisatin

HRID 1369122

Reaktionsgleichung

Reaktionsgleichung von HRID 1369122
[H-].[Na+].[Cl:3][C:4]1[CH:12]=[C:11]([Cl:13])[CH:10]=[C:9]2[C:5]=1[C:6](=[O:15])[C:7](=[O:14])[NH:8]2.I[CH3:17].Cl>C1COCC1>[CH3:17][N:8]1[C:9]2[C:5](=[C:4]([Cl:3])[CH:12]=[C:11]([Cl:13])[CH:10]=2)[C:6](=[O:15])[C:7]1=[O:14]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 2519084,6-Dichloroisatin

Produkt 1

HCID 185185371-Methyl-4,6-dichloroisatinAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 60% NaH (20.5 mg), 4,6-dichloroisatin (947 mg), and iodomethane (0.328 mL) in THF (20 mL) were stirred overnight at room temperature, poured into 1 N hydrochloric acid, and extracted with ethyl acetate. The extracts were washed with sat. aqueous NaCl, dried over MgSO4, and concentrated. The residue was washed with hexane to give the title compound (849 mg, 84%).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe extracts were washed with sat. aqueous NaCl
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. washThe residue was washed with hexane

Quellen und Nachweise

ORD-Eintrag
ord-ead5a8352e254e4fac6704b9d6f66aa2
Quelldatensatz
uspto-grants-2003_06
Patentnummer
US06576656B1

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