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Hydrochloric Acid → HCID 10061987, Verbindung

HRID 1087182
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1087182
[CH3:1][N:2]([C:11]1[CH:12]=[C:13]([C:20]2([CH3:25])OCC[O:21]2)[CH:14]=[CH:15][C:16]=1[N+:17]([O-])=O)[C:3]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][C:4]=1[F:10].Cl>CC(C)=O>[NH2:17][C:16]1[CH:15]=[CH:14][C:13]([C:20](=[O:21])[CH3:25])=[CH:12][C:11]=1[N:2]([CH3:1])[C:3]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][C:4]=1[F:10]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 19817746HCID 19817746, Verbindung

Produkt 1

HCID 10061987HCID 10061987, VerbindungAusbeute 21,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A solution of 2-{3-[N-methyl-N-(2,4-difluorophenyl)amino]-4-nitrophenyl}-2-methyl-1,3-dioxolane (6.6 g) and 3N-hydrochloric acid (60 ml) in acetone (120 ml) was stirred at room temperature overnight and evaporated. The residue was dissolved in ethyl acetate, washed with water and an aqueous solution of sodium bicarbonate, and concentrated to dryness. A mixture of the residual oil (5.3 g), iron powder (5 g) and ammonium chloride (0.5 g) in ethanol (120 ml) and water (60 ml) was stirred and refluxed for 1 hour. The mixture was filtered and the filtrate was evaporated. The residue was purified by column chromatography on silica gel eluting with a mixture of toluene and ethyl acetate (20:1) to give crystals of 4'-amino-3'-[N-methyl-N-(2,4-difluorophenyl)amino]acetophenone (1.1 g).

Aufarbeitung

  1. customevaporated
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with water
  4. concentrationan aqueous solution of sodium bicarbonate, and concentrated to dryness
  5. additionA mixture of the residual oil (5.3 g), iron powder (5 g) and ammonium chloride (0.5 g) in ethanol (120 ml) and water (60 ml)
  6. temperaturerefluxed for 1 hour
  7. filtrationThe mixture was filtered
  8. customthe filtrate was evaporated
  9. customThe residue was purified by column chromatography on silica gel eluting with a mixture of toluene and ethyl acetate (20:1)

Quellen und Nachweise

ORD-Eintrag
ord-76aae9ef7d8949d18f22b77eccbfaffa
Quelldatensatz
uspto-grants-1991_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05034417

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