Some Important Reactions of 4-Aminoantipyrine (4-AAP)

Abstract

The new heterocyclic compounds 1,5-Dimethyl-2-phenyl-4-(5-aryl-4,5-dihydro-1Hpyrazol-3-ylamino)-1,2-dihydropyrazol-3-ones (iiia-b) and 1,5-dimethyl-2-phenyl-4-(5-aryl-4,5-dihydroisoxazol-3-ylamino)-1,2-dihydropyrazol-3-ones (iva-b) were synthesized in the first route in this work by refluxing ethanolic solution of hydrazine hydrate with N-(1,5dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)cinnamamid (iia) or (E)-3-(4chlorophenyl)-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl) acrylamide (iib) respectively. These unsaturated amides were prepared by the reaction of benzaldehyde or 4chlorobenzaldehyde with N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4yl)acetamide (i) in refluxing methanol. This acetamide was prepared by reaction of 4-AAP with acetyl chloride or with acetic anhydride. In the second route 1,7-dimethyl-2-phenyl-hexahydro-6H-pyrazolo[4,3-e][1,2,4]triazine-3,5-dione (vii) was synthesized by refluxing ethanolic solution of hydrazine hydrate (in presence of pyridine) with ethyl 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4ylcarbamate (vi). This carbamate was synthesized by the reaction of 4-AAP with pyridine or anhydrous sodium carbonate. Finally, the reaction of 4-AAP with benzaldehyde or its 4-chloro derivative afforded the corresponding Schiff bases (va-b). The structure of these compounds was confirmed by IR & UV Spectra, in addition to the CHN elemental analysis.

Deep eutectic solvents (Reline) and Gold Nanoparticles Supported on Titanium Oxide (Au–TiO2) as New Catalysts for synthesis some substituted phenyl(substituted-3-phenyloxiran)methanone Enantioselective Peroxidation

“…While chalcones were exposed to be reduced antioxidants, 7,8methylenedioxy-3(4-hydroxybenzyl) chroman, as one of the tested homoisoflavonoids, showed a strong antioxidant activity comparable to that of the strongest flavanol antioxidant, quercetin [7]. In addition, a new and effectual chiral catalyst lanthanum-tris(4fluorophenyl) phosphine oxide-cumene hydroperoxide was used for oxidation of chalcones analogs in order to synthesize enantioselective epoxy ketones with good to excellent yields at room temperature [8]. Furthermore, sodium hypochlorite was used as an oxidizing agent in toluene under mild phase-transfer conditions, which gave oxirane derivatives with an excellent yield and high enantioselectivity [9].…”