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Efficient synthesis and spectroscopy of 3,3-dimethyl-2,3,4,5,10,11-hexahydro-8-[(o-; and p-methyl)phenoxy]-11-[(o-; and p-substituted)phenyl]-1H-dibezo-[b,e][1,4]diazepin-1-ones

✍ Scribed by Eduardo Cortés Cortés; Ociel E. Andrade Meneses; Olivia García-Mellado; Ofelia Collera Zuñiga; Elia Brosla Naranjo-Rodríguez

Publisher
Journal of Heterocyclic Chemistry
Year
2009
Tongue
English
Weight
109 KB
Volume
46
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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An easy synthesis of four steps to afforded 12 new derivatives of 3,3‐dimethyl‐2,3,4,5,10,11‐hexahydro‐8‐[(o‐; and p‐methyl)phenoxy]‐11‐[(o‐; and p‐substituted)phenyl]‐1H‐dibezo‐[b,e][1,4]diazep‐in‐1‐ones IV, IV,1, IV,2, IV,3, IV,4, IV,5, IV,6, IV,7, IV,8, IV,9, IV,10, IV,11, IV,12 with potential biological and pharmacological activity as sedative, hypnotic‐muscular relaxing, anticonvulsant, and schizophrenia treatment of the central nervous system (CNS). The final products have been obtained with good yields, by condensation and cyclization between 3‐{4‐[(o‐; and p‐methyl)phenoxy]‐1,2‐phenylendiamine}‐5,5‐dimethyl‐2‐cyclohexanone III, with the corresponding (o‐; and p‐R)benzaldehyde. The structure of all derivatives was corroborated by spectroscopy of ir, ^1^H, and ^13^C NMR, with bi‐dimensional experiments and EI‐MS in low and high resolution with collision‐induced dissociation experiments (CID). J. Heterocyclic Chem., (2009).

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