Reinvestigation of alternative method for the preparation of dibenz[b,f][1,4]oxazepine
β Scribed by Hossein Fakhraian; Yaser Nafary
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2009
- Tongue
- English
- Weight
- 86 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.59
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β¦ Synopsis
Abstract
magnified image
Two distinct alternative methods using different starting materials for the preparation of dibenz[b,f][1, 4]oxazepine (7, CR) were reinvestigated. The possibility of transβcis conversion of the Schiff base 5cis, 5trans (produced from 1 and 2) is considered the favorable orientation that leads to cyclization (production of 7). Fluoro derivative of 1 afforded excellent and more convenient conditions for the one pot preparation of high yield pure 7. The presence of only trans configuration for the imine 6cis, 6trans (produced from 3 with 4) and the impossibility of its conversion to cis, makes it inadequate for the preparation of 7. J. Heterocyclic Chem., (2009).
π SIMILAR VOLUMES
## Abstract magnified image The effect of temperature and catalyst on the yield and rate of the etherification reaction between **1** and **2** was investigated and alternative methods for separation of **3** and **4** from the reaction mixture have been described.
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## Abstract The synthesis of [11β^14^C]βdibenz[b,f][1,4]oxazepine 1 is described. Chromium trioxide β pyridine oxidation of 1 gives [11β^14^C]β10, 11βdihydrodibenz [b,f][1,4] oxazepinβ11βone 3 which on hydrolysis gives 2βaminoβ2β²β[^14^C]βcarboxydiphenylether 4. Hydrogenation of 1 affords [11β^14^C]