Reaction #927277

Reaction equation

N-{4-fluoro-3-nitro-phenyl}-benzenesulphonamide

3,5-bis-trifluoromethylbenzylamine

N-methylmorpholine

→

N-{3-nitro-4-(3,5-bis-trifluoromethyl-benzylamino)-phenyl}-benzenesulphonamide

Solvents

dimethylsulphoxide

ethyl acetate

Conditions

Workup

1. 1
   Washwashed with water, dilute hydrochloric acid and water again
2. 2
   Otherdried
3. 3
   Concentrationconcentrated by evaporation until not
4. 4
   Otherquite dry
5. 5
   Otherevaporated down to a residual volume of about 50 mL
6. 6
   OtherThe crystals precipitated
7. 7
   Temperatureafter cooling
8. 8
   Filtrationare filtered off
9. 9
   Washwashed with EtOH and petroleum ether

Procedure

N-{4-fluoro-3-nitro-phenyl}-benzenesulphonamide (3.0 g, 10 mmol), 3,5-bis-trifluoromethylbenzylamine (3.0 g, 12.5 mmol) and N-methylmorpholine (2.2 mL, 20 mmol) in 25 mL dimethylsulphoxide are kept for 6 h at 60-100° C., diluted with 150 mL ethyl acetate, washed with water, dilute hydrochloric acid and water again, dried and concentrated by evaporation until not quite dry. The residue is combined with 80 mL EtOH and evaporated down to a residual volume of about 50 mL. The crystals precipitated after cooling are filtered off and washed with EtOH and petroleum ether.

Source