Sulfuric Acid → 4,6-dimethyl-1H-indole-2,3-dione

HRID 1449556

Reaktionsgleichung

Reaktionsgleichung von HRID 1449556
[OH:1]S(O)(=O)=O.[CH3:6][C:7]1[CH:8]=[C:9]([NH:14][C:15](=[O:19])[CH:16]=NO)[CH:10]=[C:11]([CH3:13])[CH:12]=1>O>[CH3:6][C:7]1[CH:12]=[C:11]([CH3:13])[CH:10]=[C:9]2[C:8]=1[C:16](=[O:1])[C:15](=[O:19])[NH:14]2

Komponenten

4

Edukt 2

HCID 1118Sulfuric AcidHCID 53405864N-(3,5-dimethylphenyl)-2-(hydroxyimino)acetamide

Produkt 1

HCID 23861614,6-dimethyl-1H-indole-2,3-dioneAusbeute 72,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a stirred warm (60°-70° C.) solution of concentrated H2SO4 (60 mL) and water (6 mL) was added in small portions N-(3,5-dimethylphenyl)-2-(hydroxyimino)acetamide (15.0 g, 78 mM) so that the temperature of the reaction mixture did not exceed 70° C. After the addition was completed, the reaction mixture was heated at 80° C. for 10 min and then cooled and poured onto ice. The resulting mixture was filtered and the collected solids were washed with water and dried to provide the title compound (9.93 g, 72.6%); MS(CI): 176.

Aufarbeitung

  1. customdid not exceed 70° C
  2. additionAfter the addition
  3. temperaturecooled
  4. additionpoured onto ice
  5. filtrationThe resulting mixture was filtered
  6. washthe collected solids were washed with water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-1ec850f6e05c48888403093976538546
Quelldatensatz
uspto-grants-1997_02
Patentnummer
US05599814

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