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1,4-Benzodiazepine N-Nitrosoamidines: Useful Intermediates in the Synthesis of Tricyclic Benzodiazepines
- Source :
- Molecules, Vol 11, Iss 8, Pp 583-588 (2006)
- Publication Year :
- 2006
- Publisher :
- MDPI AG, 2006.
-
Abstract
- 1,4-Benzodiazepine N-nitrosoamidines have been used as scaffolds for the preparation of different tricyclic derivatives. Replacement of the N-nitrosoamidine moiety through treatment with the nucleophiles acetylhydrazine, aminoacetaldehyde dimethylacetal and 1-amino-2-propanol, followed by an acid-catalyzed cyclization step, afforded triazolo and imidazobenzodiazepines 1, 6, and 7, respectively, in good yields. When acetylhydrazine is used as a nucleophile, the overall process provides an alternative route to alprazolam (1b) and triazolam (1c), respectively.
Details
- Language :
- English
- ISSN :
- 14203049
- Volume :
- 11
- Issue :
- 8
- Database :
- Directory of Open Access Journals
- Journal :
- Molecules
- Publication Type :
- Academic Journal
- Accession number :
- edsdoj.f1cf86de3d3343a2820bc761ee5bcefd
- Document Type :
- article
- Full Text :
- https://doi.org/10.3390/11080583