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Sodium Dithionite → n-{3-Amino-4-(3,5-bis-trifluoromethyl-benzylamino)-phenyl}-benzenesulphonamide

HRID 840096
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 840096
[N+:1]([C:4]1[CH:5]=[C:6]([NH:26][S:27]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)(=[O:29])=[O:28])[CH:7]=[CH:8][C:9]=1[NH:10][CH2:11][C:12]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[C:14]([C:22]([F:25])([F:24])[F:23])[CH:13]=1)([O-])=O.[O-]S(S([O-])=O)=O.[Na+].[Na+]>CO.O>[NH2:1][C:4]1[CH:5]=[C:6]([NH:26][S:27]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)(=[O:28])=[O:29])[CH:7]=[CH:8][C:9]=1[NH:10][CH2:11][C:12]1[CH:17]=[C:16]([C:18]([F:21])([F:19])[F:20])[CH:15]=[C:14]([C:22]([F:23])([F:24])[F:25])[CH:13]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 24489Sodium DithioniteHCID 22621842n-{3-Nitro-4-(3,5-bis-trifluoromethyl-benzylamino)-phenyl}-benzenesulphonamide

Produkt 1

HCID 22621789n-{3-Amino-4-(3,5-bis-trifluoromethyl-benzylamino)-phenyl}-benzenesulphonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel
2×

Versuchsvorschrift

N-{3-nitro-4-(3,5-bis-trifluoromethyl-benzylamino)-phenyl}-benzenesulphonamide (8.6 g, 16.6 mmol) in 200 mL methanol are refluxed and within 0.5 h combined with a solution of Na2S2O4 (14.2 g, mmol) in 50 mL water. The mixture is refluxed until totally decolorised (this takes about 1 h). After cooling the mixture is diluted with water. About 100 mL of the methanol/water mixture are distilled off, the resulting solution is cooled, the crystals precipitated are filtered off and washed with water. The crystals are dissolved in ethyl acetate, dried and evaporated down until not quite dry. After cooling the crystals precipitated are filtered off and washed with diethylether.

Aufarbeitung

  1. temperatureThe mixture is refluxed
  2. customthis takes about 1 h
  3. temperatureAfter cooling the mixture
  4. distillationAbout 100 mL of the methanol/water mixture are distilled off
  5. temperaturethe resulting solution is cooled
  6. customthe crystals precipitated
  7. filtrationare filtered off
  8. washwashed with water
  9. dissolutionThe crystals are dissolved in ethyl acetate
  10. customdried
  11. customevaporated down until not
  12. customquite dry
  13. temperatureAfter cooling the crystals
  14. customprecipitated
  15. filtrationare filtered off
  16. washwashed with diethylether

Quellen und Nachweise

ORD-Eintrag
ord-333675e0e8684ec5bd7421fcf0cac065
Quelldatensatz
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06365584B1

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