SYNTHESIS OF NEW BENZIMIDAZOLE DERIVATIVES FROM 1,5- BENZODIAZEPINES THROUGH A NEW REARRANGEMENTS IN THE PRESENCE OF DMF-DMA AND HYDRAZINE HYDRATE
| Autor: | Doumbia, M. L., Ballo, D., Hamou Ahbchane, N., El Bakri, Y., Misbahi, K., Kandri Rodi, Y., Essassi, E.M. |
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| Jazyk: | angličtina |
| Rok vydání: | 2023 |
| Předmět: | |
| DOI: | 10.48369/imist.prsm/jmch-v21i03.37465 |
| Popis: | We study in this work the condensation of DMF-DMA with 4-phenyl-1,5-benzodiazépin-2- one and 4-phenyl-1,5-benzodiazépine-2-thione derivatives . The results obtained showed that the 1,5-benzodiazepines used as starting materials reacted differently towards DMF-DMA. Thus 4-phenyl-1,5-benzodiazepin-2-one 1,3 leads to the target compounds namely 3-dimethylaminovinyl-4-phenyl-1,5-benzodiazepin-2-ones 2,4 while 4-phenyl-1,5- benzodiazepine-2-thione 8 affords 2-methoxy-1-phenyethylidene-benzimidazole 10. Moreover, the condensation of hydrazine hydrate with 3-dimethylaminovinyl-4-phenyl-1,5- benzodiazepin-2-one derivatives 2 and 4 gives the corresponding pyrazolic compounds 5 and 6. Furthermore 1-benzyl-3-dimethylaminovinyl-4-phenyl-1,5-benzodiazepine-2-thione 9 reacted with hydrazine hydrate to lead to 1-benzyl- 2-(pyrazol-4-3(5)-phenyl)-benzimidazole 7 which was also obtained by heating compound 6 in refluxing n-butanol. The mechanisms of the all reactions studied have been proposed and discussed. Moroccan Journal of Heterocyclic Chemistry, Vol 21, No 03 (2022) |
| Databáze: | OpenAIRE |
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