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Abstract The present investigation includes two parts:- In the first part a facile synthesis for some new heterocyclic compounds starting with imidazolylacetic acid derivatives (2) was achieved. Thus the reaction of (2) with hydrazine hydrate afforded 6-phenyl-8- (phenyl-hydrazono) 2,4,8-trihydro-imidazo [5,1-c] [1,2,4] triazine-3-one (3) which used as a key intermediate for synthesis of newer compounds and study of its reactivity towards some nitrogen and carbon nucleophiles. The reaction of (3) with aromatic aldehydes in ethanolic solution containing a few drops of piperidine afforded the arylidene derivatives (4a-c). Also the condensation of (3) with aryldiazonium chloride afforded the triazine derivatives (5a-c). The behaviour of triazine derivative (3) towards acrylonitrile was investigated to afford a Michael type reaction on the activated double bond giving 2-cyano ethyl 6-phenyl-8-(phenyl-hydrazono) 4,8-dihydro-imidazo [5,1-c] [1,2,4] triazine-3-one (6). Hydroxymethylation of (3) with formaldehyde in presence of ethanol afforded the triazine derivative (7). In this work the behaviour of imidazotriazine (3) toward formaldehyde and piperidine also investigated to afford Mannich base (8) and with POCI3/PC15 afforded the chloro derivative (9). The latter compound reacted with aromatic amine to yield triazine derivatives (10a-c). Also the reaction of (9) with glycine in pyridine gave N-glycyltriazine (11) which cyclized by acetic anhydride to afford the condensed product (12). Furthermore the reaction of (9) with thiourea gave the thione (13) which alkvlated by chloroacetic acid to afford the acid (14). Also the reaction of (9) with hydrazine hydrate afforded the 3- hydrazono-6-phenyl-8-(phenyl-hydrazono) 2,4,8-trihydro-imidazo [5,1-c] [1,2,4] triazine (15). The condensation of (15) with aromatic aldehydes afforded the corresponding arylidene hydrazones (16a,b). Also compound (15) used as a key intermediate for synthesis of pyrazole derivatives (17),(18) via condensation with acetylacetone and ethyl acetoacetate. The structures of all synthesized products were elucidated by elemental analysis, IR, 1H NMR, MS. Biological activities of some synthesized compounds have been investigated and it was found that some of them have remarkable biological effect against the selected micro-organisms. On a program to find and prepare a suitable cheap organic extractant for separation Rare Earth Elements one of oxime derivatives was prepared, examined and applied. Namely 3-Hydroxy-2-phenyl-5- (phenyl-hydrazono)-3,5 dihydro-imidazol-4-one (M.wt = 280) was prepared and contacted with lanthanum (first rare earth elements member in their series) without diluent and modifier. |