RESEARCH ON NITROGEN-CONTAINING HETEROCYCLIC-COMPOUNDS .19. SYNTHESIS OF 8H-IMIDAZO[2,1-C]-S-TRIAZOLO[4,3-A]-[1,4]BENZODIAZEPINE AND ITS 1-DERIVATIVES

Reaction of 2-nitrobenzyl iodide with 1H-imidazole, in the presence of potassium tert-butoxide and 18. crown-6, gave 1-(2-nitrobenzyl)-IH-imidazole. Trichloroacetylation of this compound furnished trichloroacetylimidazole 8, which on treatment with sodium ethoxide was transformed into the corresponding ethoxycarbonyl derivative 9. Catalytic reduction of the nitro group to the amino group yielded 10, which was then cyclized to 10,11-dihydro-11-oxo-5H-imidazo[2,1-c][1,4]benzodiazepine 11. Treatment of this lactam with di-4-morpholinylphosphinic chloride followed by reaction of the intermediate 12 with formylhydrazine gave the title compound or its 1-derivatives when acetylhydrazine or isonicotinoylhydrazine were used instead of formylhydrazine.