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Sodium Iodide → HCID 19915727, Verbindung

HRID 1089699
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1089699
[CH3:1][NH:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[CH:7][CH:6]=1.[N+:16]([C:19]1[CH:28]=[CH:27][C:22]([O:23][CH2:24][CH2:25]Br)=[CH:21][CH:20]=1)([O-:18])=[O:17].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(#N)C>[N+:16]([C:19]1[CH:28]=[CH:27][C:22]([O:23][CH2:24][CH2:25][N:2]([CH3:1])[CH2:3][CH2:4][C:5]2[CH:6]=[CH:7][C:8]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[CH:9][CH:10]=2)=[CH:21][CH:20]=1)([O-:18])=[O:17]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 2359871-(2-Bromoethoxy)-4-nitrobenzeneHCID 10036749N-Methyl-4-methanesulphonamidophenethylamine

Produkt 1

HCID 19915727HCID 19915727, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342
Acetonitrile
Lösungsmittel

Versuchsvorschrift

A solution of N-methyl-4-methanesulphonamidophenethylamine (1.0 g) (see Preparation 8), 2-(4-nitrophenoxy)ethyl bromide (1.2 g) (C.A., 54, 11046a), potassium carbonate (0.67 g) and sodium iodide (0.72 g) in acetonitrile (100 ml) was stirred at reflux for 3 days. On evaporation to dryness, the residual oil was partitioned between water and methylene chloride. After two further extractions with methylene chloride, the organic portions were combined, washed with saturated brine solution, dried over anhydrous magnesium sulphate, filtered and evaporated to dryness. The resultant yellow oil was taken up in hot methanol, cooled and the title compound crystallised as a colourless solid, (1.2 g).

Aufarbeitung

  1. temperatureat reflux for 3 days
  2. customOn evaporation to dryness
  3. customthe residual oil was partitioned between water and methylene chloride
  4. extractionAfter two further extractions with methylene chloride
  5. washwashed with saturated brine solution
  6. dry with materialdried over anhydrous magnesium sulphate
  7. filtrationfiltered
  8. customevaporated to dryness
  9. temperaturecooled
  10. customthe title compound crystallised as a colourless solid, (1.2 g)

Quellen und Nachweise

ORD-Eintrag
ord-2534d59d463e4fe08146574011aa4807
Quelldatensatz
uspto-grants-1992_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05079248

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