To synthesize new potentially biologically active benzimidazoloquinazolines, a three-component condensation of 2-aminobenzimidazole, cyclohexanone and hydroxylatedbenzaldehydes was studied. The reaction proceeds regioselectively when the equimolar ratios of the reagents are boiled for 3 hours in N,N-dimethylformamide and is accompanied by the formation of ortho-phenyl substituted hexahydrobenz[4,5]imidazolo [1,2-a]quinazolines having an angular articulation of the rings and a different number and position of hydroxyl groups in the phenyl substituent.