Reaction #927279

ord-400fab446fab43e59e69b90e0c6b442b

Reaction equation

Nc1cc(NS(=O)(=O)c2ccccc2)ccc1NCc1cc(C(F)(F)F)cc(C(F)(F)F)c1
N-{3-amino-4-(3,5-bis-trifluoromethyl-benzylamino)-phenyl}-benzenesulphonamide
CC(C(=O)O)c1ccc(C#N)cc1
p-cyano-phenylpropionic acid
CCOC(C)=O.CCOCC
ethyl acetate diethylether
N#Cc1ccc(CCc2nc3cc(NS(=O)(=O)c4ccccc4)ccc3n2Cc2cc(C(F)(F)F)cc(C(F)(F)F)c2)cc1
N-{2-[2-(4-Cyanophenyl)-ethyl]-1-(3,5-bis-trifluoromethyl-benzyl)-benzimidazol-5-yl}-benzenesulphonamide

Solvents

Conditions

Temperature
110°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherA precipitate settles out from the initially clear solution in the course of the reaction
  2. 2
    TemperatureAfter cooling it
  3. 3
    FiltrationThe crystals are filtered off
  4. 4
    Washwashed with diethylether

Procedure

N-{3-amino-4-(3,5-bis-trifluoromethyl-benzylamino)-phenyl}-benzenesulphonamide (5.5 g, 11.2 mmol) and p-cyano-phenylpropionic acid (2.35 g, 13.4 mmol) are taken up in 50 mL POCl3, and stirred for 2 h at 100-120° C. A precipitate settles out from the initially clear solution in the course of the reaction. After cooling it is diluted with 100 mL ethyl acetate/diethylether=1/1. The crystals are filtered off and washed with diethylether.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06365584B1uspto-grants-2002_04