Toluene → HCID 67909066, compound

Participants

Reaction Steps

To a 50 mL of toluene containing 3.0 g (0.03 mol) of triethylamine and 2.94 g (0.0183 mol) of N-phenylpiperazine was added 3.5 g (0.012 mol) of 2-(2-chloroethyl)-3,4-dihydro-1,4-dimethyl-1H-[1,3,5]triazepino[3,2-a]benzimidazol-5(2H)-one. The reaction mixture was heated to reflux for 7 days. (Note: 3.19 g (0.02 mol) of N-phenylpiperazine was added after ~2 days followed by 1.60 g (0.1 mol) after ~2 additional days during the week). After cooling to room temperature, the entire reaction mixture was treated with ~5 mL of acetic anhydride and stirred at room temperature for 2 hr. The reaction mixture was washed with 2×50 mL of 1N NaOH, dried over Na2SO4, filtered and concentrated by rotary evaporation. The residue was subjected to preparative HPLC using isopropyl alcohol as the eluent and silica gel as the stationary phase. Like fractions were combined and concentrated by rotary evaporation to give 2.7 g (53%) of a glass.

Provenance & Evidence