Reaktion #46126

ord-096df4f75def4fc0af51d27068220afa

Reaktionsgleichung

[K+].[O]=[Mn](=[O])(=[O])[O-]
Potassium permanganate
Cc1ccc(F)c(S(N)(=O)=O)c1
2-fluoro-5-methylbenzenesulphonamide
Cc1ccc(F)c(N)c1
2-fluoro-5-methylaniline
[Na+].[OH-]
NaOH
NS(=O)(=O)c1cc(C(=O)O)ccc1F
title product
NS(=O)(=O)c1cc(C(=O)O)ccc1F
4-fluoro-3-sulphamoylbenzoic acid

Lösungsmittel

Reaktionsbedingungen

Temperatur
70°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeobtained
  2. 2
    workup.DISSOLUTIONhas completely dissolved
  3. 3
    Filtrationthe suspension is discharged by filtration in the hot state
  4. 4
    workup.ADDITIONby adding 12N HCl
  5. 5
    SonstigeThe precipitate obtained
  6. 6
    Filtrationis collected by filtration
  7. 7
    Waschenwashed with water
  8. 8
    Sonstigedried

Vorschrift

A suspension of 2-fluoro-5-methylbenzenesulphonamide (5.3 mmol), obtained according to the process described in Step A of Example 1 starting from 2-fluoro-5-methylaniline, in water (50 mL) is heated at 70° C. and then NaOH 10% w/v is added dropwise until the compound has completely dissolved. Potassium permanganate (3 g) is added in small portions. After stirring for 4 hours, the suspension is discharged by filtration in the hot state and the filtrate is brought to pH 1 by adding 12N HCl. The precipitate obtained is collected by filtration, washed with water and dried to yield the title product in the form of a white solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07741320B2uspto-grants-2010_06