Tert-Butylamine → N-[4-(tert-butylsulfamoyl)phenyl]acetamide

HRID 446154Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 446154
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11](Cl)(=[O:13])=[O:12])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[C:15]([NH2:19])([CH3:18])([CH3:17])[CH3:16]>COCCOC>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:19][C:15]([CH3:18])([CH3:17])[CH3:16])(=[O:13])=[O:12])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 6385Tert-ButylamineHCID 8481N-Acetylsulfanilyl chloride

Produkt 1

HCID 668309N-[4-(tert-butylsulfamoyl)phenyl]acetamideAusbeute 68,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel2×

Versuchsvorschrift

To a suspension of 4-acetylaminobenzenesulfonyl chloride (10 g, 43 mmol) in DME (103 mL) is added, at 0° C., tert-butylamine (9 mL, 86 mmol) in DME (103 mL). Next, the reaction mixture is stirred for 4 h at reflux. The solvent is removed and CHCl3 is added. The resulting suspension is filtered and the solid is washed with CHCl3, H2O and Et2O. The solid obtained is dried in vacuo to give 8.0 g of the product as a white solid (yield: 68%).

Aufarbeitung

  1. additionis added, at 0° C.
  2. temperatureat reflux
  3. customThe solvent is removed
  4. additionCHCl3 is added
  5. filtrationThe resulting suspension is filtered
  6. washthe solid is washed with CHCl3, H2O and Et2O
  7. customThe solid obtained
  8. customis dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a0b689c660f54a41be488785b6180628
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476456B2

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