Sodium Hydroxide → 4-(Methylsulfonamido)benzoic acid

HRID 1992236

Reaktionsgleichung

Reaktionsgleichung von HRID 1992236
[OH-].[Na+].[CH3:3][S:4]([NH:7][C:8]1[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[CH:10][CH:9]=1)(=[O:6])=[O:5]>CO.O>[CH3:3][S:4]([NH:7][C:8]1[CH:17]=[CH:16][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=1)(=[O:6])=[O:5]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 669159Methyl 4-methanesulfonamidobenzoate

Produkt 1

HCID 2506534-(Methylsulfonamido)benzoic acidAusbeute 74,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

3.6 g (90 mmol) of NaOH was added to the solution of methyl 4-[(methylsulfonyl)amino]benzoate in 40 mL methanol and 20 mL water and stirred overnight at room temperature. Solvents were then removed and the product purified by ethyl acetate extraction from 1N aqueous hydrochloric acid, providing 1.2 g (yield 74.6%) of the 4-[(methylsulfonyl)amino]benzoic acid. 1H NMR in d-chloroform: 8.03 (2H, d, J=8.7 Hz), 7.34 (2H, d, J=8.7 Hz), 3.09 (3H, s). 13C NMR in d-chloroform: 131.2, 117.9, 38.6.

Aufarbeitung

  1. customSolvents were then removed
  2. customthe product purified by ethyl acetate extraction from 1N aqueous hydrochloric acid

Quellen und Nachweise

ORD-Eintrag
ord-f82e1be2368949ec859bab25801deb71
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07645771B2

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