1009636-85-4Relevant academic research and scientific papers
Part 7: Synthesis of some new 1,5-benzodiazepines fused with different heterocyclic moieties
El-Sayed,Khodairy,Salah,Abdel-Ghany
, p. 711 - 722 (2007)
3-cyano-1,11-dihydro-4,5-diphenyl-2-thioxopyrido[2,3-b](1,5)benzodiazepine 2 and 3-(2′-cyano-1′-phenyl-2′-ethanethiocarboxamide)-4- phenyl-1(H)(1,5)benzodiazepin2-one 3 were prepared via the reaction of 1,3-dihydro-4-phenyl-(1,5)benzodiazepin-2-one 1 with benzylidenecyanothioacetamide. Compound 2 was treated with halo compounds to give the corresponding S-alkylated compounds 4a-c, which underwent as intramolecular ring closure to thieno[3,2.5,6]pyrido[2,3-b](1,5)benzodiazepines 5a-c under PTC conditions. One-pot syntheis of compounds 5a-c was achieved via the reaction of compound 2 with the appropriate halo compound under PTC conditions. Compound 1 and 1-ethyl-4-phenyl-(1,5)benzodiazepin-2-one 9 were treated with carbon disulfide or phenylisothiocyanate and active nitriles to afford 4-thioxothiopyrano[4,3-b](1,5)benzodiazepines 8 and 10-14. Treatment of compound 10 with pheny+lisothiocyanate or acetic anhydride yielded oxazino-and pyrimido[4,5-b]thiopyrano-[4′,3′-b′](1,5)benzodiazepine 15 and 17. The reaction of compound 1 with elemental sulfur and active nitriles yielded thieno[3,2-b](1,5)benzodiazepines 18-21, respectively. Copyright Taylor & Francis Group, LLC.
