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Sodium Chloride → N-(3-amino-5-trifluoromethyl-2-pyridyl)ethanesulfonamide

HRID 257030
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 257030
S(S([O-])=O)([O-])=O.[Na+].[Na+].[N+:9]([C:12]1[C:13]([NH:22][S:23]([CH2:26][CH3:27])(=[O:25])=[O:24])=[N:14][CH:15]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:17]=1)([O-])=O.[Cl-].[Na+]>O.O1CCCC1>[NH2:9][C:12]1[C:13]([NH:22][S:23]([CH2:26][CH3:27])(=[O:25])=[O:24])=[N:14][CH:15]=[C:16]([C:18]([F:21])([F:19])[F:20])[CH:17]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 5234Sodium ChlorideHCID 24489Sodium DithioniteHCID 10851681N-(3-nitro-5-trifluoromethyl-2-pyridyl)ethanesulfonamide

Produkt 1

HCID 10730665N-(3-amino-5-trifluoromethyl-2-pyridyl)ethanesulfonamideAusbeute 93,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel
HCID 8028
Tetrahydrofuran
Lösungsmittel
2×

Versuchsvorschrift

An alternative process will be described. To a solution prepared by dissolving 34.9 g of sodium hydrosulfite in 400 ml of water, a solution prepared by dissolving 5.0 g of N-(3-nitro-5-trifluoromethyl-2-pyridyl)ethanesulfonamide in 80 ml of tetrahydrofuran, was dropwise added at room temperature. After completion of the dropwise addition, the mixture was reacted for further 3 hours. After completion of the reaction, sodium chloride was added until the tetrahydrofuran layer was separated. The separated tetrahydrofuran layer was dried, and tetrahydrofuran was distilled off under reduced pressure to obtain 4.2 g of N-(3-amino-5-trifluoromethyl-2-pyridyl)ethanesulfonamide.

Aufarbeitung

  1. customTo a solution prepared
  2. customa solution prepared
  3. additionwas dropwise added at room temperature
  4. additionAfter completion of the dropwise addition
  5. customthe mixture was reacted for further 3 hours
  6. customwas separated
  7. dry with materialThe separated tetrahydrofuran layer was dried
  8. distillationtetrahydrofuran was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c0550c3244b04a1e852d5f2752e0f745
Quelldatensatz
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05260320

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