ES253958A1 - Novel n-heterocyclic compounds and methods for their preparation - Google Patents

Abstract

The invention comprises: (a) 3-alkanoyl-10,11-dihydro-5-dibenzo[b.f]azepines of the general formula <FORM:0912013/IV (b)/1> wherein X represents -CH2-CH2-and R1 an alkyl radical of 1-3 carbon atoms (b) the preparation of compounds I by reacting, in the presence of a Friedel-Crafts condensing agent, a 5-acyl-10,11-dihydro - 5 - dibenzo[b.f]azepine with a halide or anhydride of a C2-4 alkane-carboxylic acid and hydrolising the resulting 3-alkanoyl-5-acyl compound (c) the combination of (b) with the Wolff-Kishner reduction of the product to a compound of the general formula <FORM:0912013/IV (b)/2> (wherein X represents -CH2-CH2- and R2 an alkyl radical of 2-4 carbon atoms) by treatment with hydrazine and an alkali metal hydroxide or alcoholate and (d) the combination of (c) with the conversion of the products to the corresponding compounds in which X represents -CH=CH- by acylation to form an easily split 5-acyl derivative, reaction of this with halogen or a compound giving off halogen, reaction of the resulting 3-alkyl-5-acyl-10-halo compound with an agent splitting off hydrogen halide, and simultaneous or subsequent hydrolysis to remove the 5-acyl substituent. Compounds II are useful as intermediates for the synthesis of pharmaceuticals.