Reaktion #2357319

Reaktionsgleichung

methyl 2-(N-tert-butylsulfamoyl)-4-nitrobenzoate

acetic acid

HCl

→

Methyl 4-amino-2-(N-tert-butylsulfamoyl)benzoate

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigedoes not rise above 85° C
2. 2
   Temperaturto cool to 25° C
3. 3
   FiltrationThe mixture is filtered off
4. 4
   Waschenthe solid is washed thoroughly with water
5. 5
   Extraktionextracted hot with in each case 250 ml of ethyl acetate
6. 6
   SonstigeThe ethyl acetate phase is evaporated
7. 7
   Sonstigethe residue is triturated with diisopropyl ether
8. 8
   Sonstigedried

Vorschrift

50.0 g (0.158 mol) of methyl 2-(N-tert-butylsulfamoyl)-4-nitrobenzoate (prepared according to DE-OS 4 236 902) are added to a mixture of 180 ml of acetic acid and 75 ml of water, and the mixture is heated to 80° C. 26.5 g (0.474 mol) of iron powder are added a little at a time in such a manner that the temperature does not rise above 85° C. The mixture is subsequently stirred at 80° C. for 4 h, 85 ml of 2N HCl are added at this temperature and the mixture is allowed to cool to 25° C. The mixture is filtered off and the solid is washed thoroughly with water. The solid is subsequently 3× extracted hot with in each case 250 ml of ethyl acetate. The ethyl acetate phase is evaporated, and the residue is triturated with diisopropyl ether and dried. This gives 37.7 g (83% of theory) of methyl 4-amino-2-(N-tert-butylsulfamoyl)benzoate of m.p. 198-1990° C.

Quelle