Ammonia → 4-Acetylbenzenesulphonamide

HRID 10632

Reaktionsgleichung

Reaktionsgleichung von HRID 10632
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[NH3:14]>CC(C)=O>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:14])(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 2664184-Acetylbenzenesulfonyl chloride

Produkt 1

HCID 740654-AcetylbenzenesulphonamideAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Ex-26A: To a solution of 4-acetyl-benzenesulfonyl chloride (Hoffman, R. V. Org. Syn. VII, 508; 4.18 g, 19.1 mmol) in acetone (30 mL) was added ammonia (28% in water, 8.2 mL, 57.3 mmol) dropwise at 0° C. The reaction mixture was allowed to stir at 0° C. for 30 min. The precipitate was filtered and the residue was washed with water and dried in vacuo to afford 4-acetyl-benzenesulfonamide as a white solid (3.54 g, 93%). 1H NMR (DMSO-d6) δ 8.10 (d, J=9 Hz, 2H), 8.03 (d, J=9 Hz, 2H), 4.86 (bs, 2H), 2.65 (s, 3H).

Aufarbeitung

  1. filtrationThe precipitate was filtered
  2. washthe residue was washed with water
  3. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-df59b97702e6473b8f3c2590b665ace4
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07094801B2

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