Ammonium Hydroxide → 2-Tert-butyl-5-nitrobenzene-1-sulfonamide

HRID 401408Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 401408
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=1[S:14](Cl)(=[O:16])=[O:15])([CH3:4])([CH3:3])[CH3:2].[NH4+:18].[OH-]>CCOCC.O>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:6]=1[S:14]([NH2:18])(=[O:16])=[O:15])([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 14923Ammonium HydroxideHCID 574702642-Tert-butyl-5-nitrobenzene-1-sulfonyl chloride

Produkt 1

HCID 574702652-Tert-butyl-5-nitrobenzene-1-sulfonamideAusbeute 34 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of 2-tert-butyl-5-nitrobenzene-1-sulfonyl chloride (100 mg, 0.36 mmol) in ether (2 mL) was added aqueous NH4OH (128 μL, 3.6 mmol) at 0° C. The mixture was stirred at room temperature overnight, diluted with water and extracted with ether. The combined ether extracts were washed with brine and dried over Na2SO4. After removal of solvent, the residue was purified by column chromatography (0-50% EtOAc-Hexane) to give 2-tert-butyl-5-nitrobenzene-1-sulfonamide (31.6 mg, 34%).

Aufarbeitung

  1. extractionextracted with ether
  2. washThe combined ether extracts were washed with brine
  3. dry with materialdried over Na2SO4
  4. customAfter removal of solvent
  5. customthe residue was purified by column chromatography (0-50% EtOAc-Hexane)

Quellen und Nachweise

ORD-Eintrag
ord-1be328e520154cda92db272a2d22fd2e
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08741925B2

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