SYNTHESIS OF 1,2 FUSED SYSTEMS BASED ON THE 3-ARYLIDENE-5-PHENYL-1,2-DIHYDRO-3H-1,4- BENZODIAZEPINE-2-ONES

• Main Authors: V. I. Pavlovsky, S. Y. Bachynskyi, S. A. Andronati
• Format: Article
• Language: English
• Published: Odessa I. I. Mechnikov National University 2014-12-01
• Series: Vìsnik Odesʹkogo Nacìonalʹnogo Unìversitetu: Hìmìâ
• Subjects: 3-ариліден-7-бром-5-феніл-1,2-дигідро-3Н-1,4-бенздіазепін-2-они; реагент Лауссона; 3-ариліден-7-бром-5-феніл-1,2-дигідро-3Н-1,4-бенз діазепін-2-тіони; 3-ариліден-7-бром-2-гідразино-5-феніл-3Н-1,4-бенздіазепіни
• Online Access: http://heraldchem.onu.edu.ua/article/view/31453

By the reaction of 7-bromo-5-aryl-1,2-dihydro-3H-1,4-benzodiazepine-2-ones with Lawesson reagent, 7-bromo-5-aryl-1,2-dihydro-3H-1,4-benzodiazepine-2-tiones were synthesized from which 3-arylidene-7-bromo-2-hydrazino-5-phenyl-3H-1,4-benzodiazepines were obtained by the reaction with hydrazine hydrate. The condensation of 3-arylidene-7-bromo-2-hydrazino-5-phenyl-3H-1,4-benzodiazepines with triethylorthoformate (triethylorthoacetate) or formic acid (acetic acid) gave 4-arylidene-8-bromo-6-phenyl-4H-[1,2,4]triazolo[4,3-а][1,4]-benzodiazepines. Latter were also synthesized by the reaction of 7-bromo-5-aryl-1,2-dihydro-3H-1,4-benzodiazepine-2-tiones with acetylhydrazine. 4-Arylidene-8-bromo-6-phenyl-4H-[1,2,3,4] tetrazolo[1,5-а][1,4]-benzodiazepines were obtained by the reaction of 3-arylidene-7-bromo-2-hydrazino-5-phenyl-3H-1,4-benzodiazepines with sodium nitrite.