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Trifluoroacetic acid → N-(5-Amino-pentyl)-3-nitro-benzenesulfonamide

HRID 970413
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 970413
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][S:14]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=1)(=[O:16])=[O:15])(C)(C)C.FC(F)(F)C(O)=O>>[NH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][S:14]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=1)(=[O:15])=[O:16]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 2

HCID 6422Trifluoroacetic acidHCID 12147932[5-(3-Nitro-benzenesulfonylamino)-pentyl]-carbamic acid-tert-butyl ester

Produkt 1

HCID 12147933N-(5-Amino-pentyl)-3-nitro-benzenesulfonamide

Versuchsvorschrift

5.00 g (12.9 mmol) of [5-(3-nitro-benzenesulfonylamino)-pentyl]-carbamic acid-tert-butyl ester is mixed with 15 ml of trifluoroacetic acid and stirred for 90 minutes at room temperature. The reaction mixture is concentrated by evaporation, and the residue is made basic with saturated NaHCO3 solution. Then, it is extracted with ethyl acetate (2×). The combined organic phases are washed with saturated NaCl solution, dried (Na2SO4), filtered and concentrated by evaporation. 3.4 g (11.8 mmol, corresponding to 91% of theory) of the product is obtained.

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated by evaporation
  • extractionThen, it is extracted with ethyl acetate (2×)
  • washThe combined organic phases are washed with saturated NaCl solution
  • dry with materialdried (Na2SO4)
  • filtrationfiltered
  • concentrationconcentrated by evaporation
  • custom3.4 g (11.8 mmol, corresponding to 91% of theory) of the product is obtained
  • Quellen und Nachweise

    ORD-Eintrag
    ord-83791e28f8c04412bfba48db4739a8d6
    Quelldatensatz
    uspto-grants-2007_12
    DOI
    10.6084/m9.figshare.5104873.v1
    Patentnummer
    US07312225B2

    Notizen zur Reaktion

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