Preparation of Some 4- diazo (hetero aryl)phenyl pyrazole and 2-diazo(hetero aryl) phenyl dimedone derivatives

Abstract

In the present work fifty six a new α, β - unsaturated carbonyl compounds and their cyclization reactions with varieties reagent (hydrazine derivatives, hydroxylamine and thio urea) pyrazole, isoxazole and thiopyrimidine derivatives were prepared. A process of the preparation of α, β – unsaturated carbonyl compounds by coupling to diazotized a p-aminoacetophenone with 1.3 di carbonyl compounds (ethyl acetoacetate, acetyl acetone, bezoylacetone and dimedone) in presence sodium acetate and ethanol (C-N) bond was formed. Some of the resultant compounds reacted with hydrazine derivatives lead to cyclized to the pyrazole derivatives and condensed with aromatic aldehyde give the synthesis α, β – unsaturated carbonyl. Later were prepared directly from some resultant of the coupling with dimedone in presence basic media sodium hydroxide at room temperature . The reaction progress for all synthesized compounds was checked by (TLC) technique , meting point, and yield percentage. The structure of synthesized compounds were confirmed by spectroscopic instruments IR, some of synthesized compound were confirmed by UV, IH-NMR, 13C-NMR, MS.