4,4'-Bis(bromomethyl)benzophenone → 3,5-Dimethyl-2-[4-[4-[[1-(2-dimethylaminoethyl)-1H-tetrazol-5-yl]thiomethyl]benzoyl]benzylthio]-4(3H)-quinazolinone

Participants

Reaction Steps

In DMF (20 ml) were dissolved 3,5-dimethyl-2-mercapto-4(3H)-quinazolinone (1.03 g), 4,4'-bis(bromomethyl) benzophenone (1.75 g), 1-(2-dimethylaminoethyl)-5-mercapto-1H-tetrazole (865 mg), and 1N-sodium hydroxide/water (11 ml) and the solution was stirred at room temperature for 30 minutes. This reaction mixture was concentrated and the residue was dissolved in ethyl acetate, washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (chloroform: methanol: aqueous ammonia=50:1:0.1) and crystallized from methanol to provide the title compound as colorless solid (337 mg).

Provenance & Evidence