Sulfuric Acid → 5-Methoxyisatin

HRID 24365

Reaktionsgleichung

Reaktionsgleichung von HRID 24365
S(=O)(=O)(O)[OH:2].N(=[CH:8][C:9]([NH:11][C:12]1[CH:19]=[CH:18][C:15]([O:16][CH3:17])=[CH:14][CH:13]=1)=[O:10])O>O>[CH3:17][O:16][C:15]1[CH:14]=[C:13]2[C:12](=[CH:19][CH:18]=1)[NH:11][C:9](=[O:10])[C:8]2=[O:2]

Komponenten

4

Edukt 2

HCID 1118Sulfuric AcidHCID 67107914-Methoxyisonitrosoacetanilide

Produkt 1

HCID 383335-MethoxyisatinAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Concentrated sulfuric acid (45 ml) containing water (5 ml) was warmed to 60° C. and 8.6 g of N-(2-hydroximinoacetyl)-anisidine was added in one portion. The mixture was stirred at 93° C. for 10 minutes and then allowed to cool to room temperature. The mixture was poured into 500 g of ice and extracted 3 times with ethyl acetate. The combined extracts were dried over anhydrous sodium sulfate and concentrated to give 5.1 g (65% yield) of 5-methoxyisatin as a dark red solid.

Aufarbeitung

  1. temperatureto cool to room temperature
  2. extractionextracted 3 times with ethyl acetate
  3. dry with materialThe combined extracts were dried over anhydrous sodium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-73bce218b3a242f18bfd1907df934755
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06855730B2

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