Synthesis and Some Reactions of 4-Nitrobenzal-(3'-Chloro-4'Methyl Acetophenone, Pyrazoline and Pyridone Derivatives

S. El-Nagdy, A. A. El-Khamry, and M. M. Habashy

Chemistry Department, Faculty of Science, Ain Shams University, Abbassia, Cairo, Egypt.

ABSTRACT:

The hitherto unknown chalcon (I) was reacted with hydrazines affording the pyrazolines (II) which underwent bromination to give the 4-bromopyrazoline derivative (III), while on its treatment with acid chlorides produced the N-aroylpyrazolines (IV) a-c. Chalcone (I) was condensed with ethyl cyanoacetate to give the 3-cyanopyridone derivative (V). The latter pyridone was transformed either to the 2-chloro-3-cyanopyridine derivative (VI), or to the 2-alkoxy-3-chanopyridine derivatives (VIII) a-c. (V) Also was hydrolyzed either to the 3-carboxy or to the 3-amidopyridone derivatives (IX) a & b. Chalcone (I) added Br2 to give the corresponding dibromo (X), and also, reacted with hydroxylamine hydrochloride to give the iso-oxazoiine derivative (XI), (I) reacted with urea or thiourea producing the dihydropyrimidine derivatives (XII) a & b. Finally, (I) reacted with acetylacctone under different conditions to give the cyclohexenone derivative (XIII) or the propiophenone derivative (XIV).

KEYWORDS:

Reactions; Pyrazoline

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Copy the following to cite this article: El-Nagdy S, El-Khamry A. A, Habashy M. M. Synthesis and Some Reactions of 4-Nitrobenzal-(3'-Chloro-4'Methyl Acetophenone, Pyrazoline and Pyridone Derivatives. Orient J Chem 1988;4(3).

Copy the following to cite this URL: El-Nagdy S, El-Khamry A. A, Habashy M. M. Synthesis and Some Reactions of 4-Nitrobenzal-(3'-Chloro-4'Methyl Acetophenone, Pyrazoline and Pyridone Derivatives. Orient J Chem 1988;4(3). Available from: http://www.orientjchem.org/?p=41990