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Abstract 4-(p-Methoxy-benzylidene) 2-phenyl-I-irnidazolono -acetic acid azide (3a) and 4-(p-methoxy-benzylidene) 2-(p-methoxy-phenyl )-1- imidazolono-acetic acid azide ( 3b ) were newly prepared from the corresponding acid chlorides. Imidazolone which is a part of the azides have been found to be associated with several pharmacological activities(l75.178) as well as the herbicidical activities of diaryl ureas(179),so it is planed to study the biological activity of some of the synthesized compounds. The present investigation deals with the preparation of organic compound via the decomposition reactions of azides ( 3 a&b) under different conditions ( base- , acid- and neutral-catalyzed decomposition ). Azides (3a and lor 3b) underwent base catalyzed decomposition with aromatic amines to give the corresponding anilides ( 4a - f) via azido group displacement. However azides (3a and/or 3b) underwent base catalyzed decomposition with amino benzoic acids to give the corresponding ureas derivatives (5 a - d) via Curtius rearrangement .On the o.ther hand catalyzed decomposition of azide ( 3a ) with hydrazines which and aroyl hydrazins gave the corresponding hydrazides (8 a,b) and aroyl hydrazides ( 8c-e ) respectively via azido group . When aroyl hydrazides (8c-e) were refluxed in acetic anhydride it was easily cyclized to the corresponding oxadiazole derivatives (9 a-c ). However azide (3b) underwent base-cataIyzed decomposition with hydrazine hydrate and lor phenyl hydrazine to give the corresponding semicarbazides ( lOa and lOb ) via Curtius rearrangement. Decomposition of azides ( 3a and lor 3b) with glycine gave oxazolinone derivatives ( 12a and 12b ) respectively, via azido group displacement. Decomposition of azides ( 3 a&b ) in neutral midium ( water) gave the corresponding sym, diaryl ureas ( 13a and I3b ) via Curtius rearrangement. Lewis acid - catalyzed decomposition of azide (3a ) with anhydrous AICh in benzene gave methylamino-N-benzoyl derivatives ( 14 ) via Curtius rearrangement .On the other hand azide (3b )under Lewis acidcatalyzed decomposition of azide ( 3b) with anhydrous AICh in benzene to give the corresponding ketone ( 15 ) via azido group displacement. Acid chloride ( 2a ) underwent internal Friedel Craft reaction in the presence of anhydrous AICh in tetra chloro-ethane to give isquinolin derivative ( 16 ) .Also acid chloride ( 2a ) reacted with ammonium thiocyanate in dry acetone to give isothiocyanate derivative ( 17) which when treated with arylidene - arylamine it gave the corresponding oxadiazine thione derivatives ( 18 a - c ). Some of the synthesized compounds were tested toward(Bacillus subtilis, Bacillus megaterium, Aspergillus sp. and Penicillium sp. ) . The structure of the synthesized compounds were proved by infrared spectra and elemental analysis in Cairo University . Mass spectra and J H.N.M.R of the some synthesized compound were also investigated. |