Ammonium nitrate → 1-Acetyl-5-nitroindolin-2-one

HRID 1637919

Reaktionsgleichung

Reaktionsgleichung von HRID 1637919
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][C:5]1=[O:13])(=[O:3])[CH3:2].[N+:14]([O-])([O-:16])=[O:15].[NH4+]>S(=O)(=O)(O)O>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([N+:14]([O-:16])=[O:15])=[CH:10][CH:11]=2)[CH2:6][C:5]1=[O:13])(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 22985Ammonium nitrateHCID 3237191-Acetylindolin-2-one

Produkt 1

HCID 28393291-Acetyl-5-nitroindolin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

Prepared by reacting 1-acetyl-2-indolinone in concentrated sulphuric acid (5.7 ml/g) at -10° C. with 1.1 equivalents of ammonium nitrate which is added in batches with stirring. After the addition has ended the mixture is stirred for a further 15 minutes, poured onto ice water, the precipitate is filtered off, washed with water and dissolved in ethylacetate. The organic phase is extracted with water, dried, filtered and evaporated down in vacuo. The evaporation residue is stirred with petroleum ether.

Aufarbeitung

  1. customPrepared
  2. customat -10° C.
  3. additionis added in batches
  4. additionAfter the addition
  5. stirringis stirred for a further 15 minutes
  6. additionpoured onto ice water
  7. filtrationthe precipitate is filtered off
  8. washwashed with water
  9. dissolutiondissolved in ethylacetate
  10. extractionThe organic phase is extracted with water
  11. customdried
  12. filtrationfiltered
  13. customevaporated down in vacuo
  14. stirringThe evaporation residue is stirred with petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-85219357ae424b489c24b139c8544c87
Quelldatensatz
uspto-grants-2000_03
Patentnummer
US06043254

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