Ammonium Hydroxide → 3-Sulfamoylbenzoic acid

HRID 331182

Reaktionsgleichung

Reaktionsgleichung von HRID 331182
Cl[S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9])(=[O:4])=[O:3].[OH-].[NH4+:15]>>[NH2:15][S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9])(=[O:4])=[O:3]

Komponenten

3

Edukt 2

HCID 14923Ammonium HydroxideHCID 77641Benzoic acid, 3-(chlorosulfonyl)-

Produkt 1

HCID 2293523-Sulfamoylbenzoic acidAusbeute 96 %

Versuchsvorschrift

To ice-cold solution of ammonium hydroxide (25%, 250 ml) is added 3-(chlorosulfonyl)benzoic acid (25 g, commercially available, Aldrich) portionwise and the mixture is stirred at room temperature for 15 h. The solvent is removed under vacuum to about 50 ml and the mixture is acidified with cone. HCl. The precipitate is collected by filtration and dried under vacuum to afford 22 g (96%) of the title compound as a white solid. 1H NMR (DMSO-d6) δ 13.44 (br s, 1H), 8.38 (s, 1H), 8.14 (d, J=7.5 Hz, 1H), 8.04 (d, J=7.9 Hz, 1H), 7.72 (t, J=7.9 Hz, 1H), 7.49 (s, 2H), HPLC (max plot) 97%; Rt 0.68 min. LC/MS: (ES−): 199.8.

Aufarbeitung

  1. customThe solvent is removed under vacuum to about 50 ml
  2. filtrationThe precipitate is collected by filtration
  3. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-8a3c1443b8594f9bbec8683b39b30023
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08877757B2

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