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The acylation of 5H-2,3-benzodiazepines

✍ Scribed by David P. Munro; John T. Sharp

Book ID
104220327
Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
222 KB
Volume
23
Category
Article
ISSN
0040-4039

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✦ Synopsis

The products obtained from the acylatlon of 4-phenyl-5H-2,3benzodlazepine ( 5) are strongly dependent on the nature of the acylatlsg agent and the reaction conditions.

Reaction with acid anhydrldes followed by a nucleophile gives the 1-substituted 2-acylbenzodiazeplnes ( 10) and ( 11) while reaction with acyl or sulphonyl halides either induces a ring transformatron to give the 3-phenylisoquinolrne N-imine salts (12) or results In the formation of the acylated dlmer (13) via a dehydrochlorlnated lntermedlate (15).

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## Abstract A convenient method for preparing 5__H__‐2,3‐benzodi‐azepines labelled with ^14^C was developed in which the corresponding phenylacetone derivatives were acylated by labelled aromatic carboxylic acid. In spite of the low yield, this method is advantageous in comparison the known ones be