Reaktion #939620

Reaktionsgleichung

K2CO3

3-Amino-benzenesulfonamide hydrochloride

N,N-Diisopropylethylamine

benzoyl isothiocyanate

→

3-Thioureido-benzenesulfonamide

Lösungsmittel

water

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter evaporation to dryness the residue
2. 2
   FiltrationThe precipitate was filtered off
3. 3
   Sonstigedried
4. 4
   workup.STIRRINGthe mixture was stirred for 60 h at room temperature
5. 5
   SonstigeThe mixture was evaporated to drynes
6. 6
   workup.ADDITIONthe residue was treated with water
7. 7
   Extraktionextracted with ethyl acetate
8. 8
   TrocknenThe combined organic layers were dried with MgSO4
9. 9
   Filtrationfiltered
10. 10
    Sonstigeevaporated to dryness
11. 11
    Filtrationfiltration
12. 12
    Trocknendrying 8.4 g (76%) of the title compound
13. 13
    Sonstigewas obtained as white solid

Vorschrift

A solution of 10 g (48 mmol) 3-Amino-benzenesulfonamide hydrochloride in 100 ml THF and 8.2 ml (48 mmol) N,N-Diisopropylethylamine was treated with 6.45 ml (48 mmol) benzoyl isothiocyanate and allowed to stir at room temperature. After evaporation to dryness the residue was suspended in diethyl ether. The precipitate was filtered off, dried and suspended in 130 ml methanol and 100 ml THF. K2CO3 (130 mmol) in 45 ml water was added and the mixture was stirred for 60 h at room temperature. The mixture was evaporated to drynes and the residue was treated with water and extracted with ethyl acetate. The combined organic layers were dried with MgSO4 filtered and evaporated to dryness. After suspending the residue in diethyl ether, filtration and drying 8.4 g (76%) of the title compound was obtained as white solid.

Quelle