Hydrochloric Acid → 3-[(2-Fluorophenyl)sulfamoyl]benzoic acid

HRID 421752

Reaktionsgleichung

Reaktionsgleichung von HRID 421752
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][S:9]([C:12]1[CH:13]=[C:14]([CH:20]=[CH:21][CH:22]=1)[C:15]([O:17]CC)=[O:16])(=[O:11])=[O:10].C(O)C.[OH-].[Na+].Cl>O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][S:9]([C:12]1[CH:13]=[C:14]([CH:20]=[CH:21][CH:22]=1)[C:15]([OH:17])=[O:16])(=[O:10])=[O:11]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 66676185Ethyl 3-{[(2-fluorophenyl)amino]sulfonyl}benzoate

Produkt 1

HCID 23180733-[(2-Fluorophenyl)sulfamoyl]benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To the product of Step A was added ethanol (8 mL) followed by a solution of NaOH (0.483 g, 12.06 mmol) in water (8 mL). The reaction was stirred at ambient temperature for 45 minutes. To the mixture was added 1 N HCl (23 mL) and the mixture was stirred overnight. The solids were collected by filtration, washed with water (1×5 mL) and dried by vacuum filtration to give 3-{[(2-fluorophenyl)amino]sulfonyl}benzoic acid: 1H-NMR: (400 MHz, DMSO-d6) δ ppm 13.97 (bs, 1H), 10.62 (bs, 1H), 8.26 (dd, 1H, J=1.6, 1.6, 3.2 Hz), 8.16 (ddd, 1H, J=8.1, 1.1, 1.1 Hz), 7.90 (ddd, 1H, J=8.1, 1.4, 1.4 Hz), 7.68 (dd, 1H, J=7.8, 7.8 Hz), 7.25-7.1 (m, 4H); MS (ESI) m/z 294.2 (M−H)−.

Aufarbeitung

  1. stirringthe mixture was stirred overnight
  2. filtrationThe solids were collected by filtration
  3. washwashed with water (1×5 mL)
  4. customdried by vacuum filtration

Quellen und Nachweise

ORD-Eintrag
ord-eb8a42710f314337b9ff162afd37f014
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08101614B2

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